-
1
-
-
34547597023
-
-
The History of Anesthesia, Proceedings of the 5th International Symposium on the History of Anesthesia, Santiago, Spain, September 19-23, 2001, 1st ed.; Diz, J. C., Franco, A., Bacon, D. R., Rupreht, J., Alvarez, J., Eds.; Elsevier: Amsterdam, 2003.
-
The History of Anesthesia, Proceedings of the 5th International Symposium on the History of Anesthesia, Santiago, Spain, September 19-23, 2001, 1st ed.; Diz, J. C., Franco, A., Bacon, D. R., Rupreht, J., Alvarez, J., Eds.; Elsevier: Amsterdam, 2003.
-
-
-
-
2
-
-
27844548635
-
Analgesic Substances Derived from Natural Products (Natureceuticals)
-
McCurdy, C. R.; Scully, S. S. Analgesic Substances Derived from Natural Products (Natureceuticals). Life Sci. 2005, 78 (5), 476-484.
-
(2005)
Life Sci
, vol.78
, Issue.5
, pp. 476-484
-
-
McCurdy, C.R.1
Scully, S.S.2
-
3
-
-
34547589419
-
-
Verosick, F. T., Jr. Why We Hurt: The Natural History of Pain; Hardcort, Inc.: Orlando, FL, 2000; p 141.
-
Verosick, F. T., Jr. Why We Hurt: The Natural History of Pain; Hardcort, Inc.: Orlando, FL, 2000; p 141.
-
-
-
-
4
-
-
34547595061
-
-
Rome, J. Mayo Clinic on Chronic Pain, 2nd ed.; Mayo Clinic Health Information: New York, NY, 2002 (distributed by Kensington Publishing Corporation).
-
Rome, J. Mayo Clinic on Chronic Pain, 2nd ed.; Mayo Clinic Health Information: New York, NY, 2002 (distributed by Kensington Publishing Corporation).
-
-
-
-
5
-
-
0023087744
-
Capsicum and Capsaicin: Past, Present and Future
-
Lembeck, F. Columbus, Capsicum and Capsaicin: Past, Present and Future. Acta Physiol. Hung. 1987, 69, 265-273.
-
(1987)
Acta Physiol. Hung
, vol.69
, pp. 265-273
-
-
Lembeck, F.C.1
-
6
-
-
5844349782
-
Constituents of Red Pepper Species: Chemistry, Biochemistry, Pharmacology, and Food Science of the Pungent Principle of Capsicum Species
-
Brossi, A, Ed, Academic Press: Orlando, FL, Chapter 4
-
Suzuki, T.; Iwai, K. Constituents of Red Pepper Species: Chemistry, Biochemistry, Pharmacology, and Food Science of the Pungent Principle of Capsicum Species. In The Alkaloids: Chemistry and Pharmacology; Brossi, A., Ed.; Academic Press: Orlando, FL, 1984; Vol. 23, Chapter 4.
-
(1984)
The Alkaloids: Chemistry and Pharmacology
, vol.23
-
-
Suzuki, T.1
Iwai, K.2
-
7
-
-
0032970173
-
Vanilloid (Capsaicin) Receptors and Mechanisms
-
(a) Szallasi, A.; Blumberg, P. M. Vanilloid (Capsaicin) Receptors and Mechanisms Pharmacol. Rev. 1999, 51 (2), 159-211.
-
(1999)
Pharmacol. Rev
, vol.51
, Issue.2
, pp. 159-211
-
-
Szallasi, A.1
Blumberg, P.M.2
-
9
-
-
34547587539
-
-
Brand names of some topical analgesic creams containing capsaicin: Capsin, Capzasin-HP Arthritis Formula, Capzasin-P, Dolorac, Dr. s Cream, Menthac Arthritis Cream with Capsaicin, NO PAIN, RT Capsin, Salonpas Pain Patch with Capsaicin, Trixaicin, Trixaicin HP, Zostrix, Zostrix Sports, Zostrix-HP.
-
Brand names of some topical analgesic creams containing capsaicin: Capsin, Capzasin-HP Arthritis Formula, Capzasin-P, Dolorac, Dr. s Cream, Menthac Arthritis Cream with Capsaicin, NO PAIN, RT Capsin, Salonpas Pain Patch with Capsaicin, Trixaicin, Trixaicin HP, Zostrix, Zostrix Sports, Zostrix-HP.
-
-
-
-
10
-
-
18244402941
-
-
Vanilloid, receptor-1 is referred to as TRPV1 in this report according to the adopted nomenclature: Montell, C.; Birnbaumer, L.; Flockerzi, V.; Bindels, R. J.; Bruford, E. A.; Caterina, M. J.; Clapham, D. E.; Harteneck, C.; Heler, S.; Julius, D.; Kojima, I.; Mori, Y.; Penner, R.; Prawitt, D.; Scharenberg, A. M.; Schultz, G.; Shimizu, N.; Zhu, M. X. A Unified Nomenclature for the Superfamily of TRP Cation Channels. Mol. Cell 2002, 9, 229-231.
-
Vanilloid, receptor-1 is referred to as TRPV1 in this report according to the adopted nomenclature: Montell, C.; Birnbaumer, L.; Flockerzi, V.; Bindels, R. J.; Bruford, E. A.; Caterina, M. J.; Clapham, D. E.; Harteneck, C.; Heler, S.; Julius, D.; Kojima, I.; Mori, Y.; Penner, R.; Prawitt, D.; Scharenberg, A. M.; Schultz, G.; Shimizu, N.; Zhu, M. X. A Unified Nomenclature for the Superfamily of TRP Cation Channels. Mol. Cell 2002, 9, 229-231.
-
-
-
-
11
-
-
0030777012
-
The Capsaicin Receptor: A Heat-Activated Ion Channel in the Pain Pathway
-
Caterina, M. J.; Schumacher, M. A.; Tominaga, M.; Rosen, T. A.; Levine, J. D.; Julius, D. The Capsaicin Receptor: A Heat-Activated Ion Channel in the Pain Pathway. Nature 1997, 389, 816-824.
-
(1997)
Nature
, vol.389
, pp. 816-824
-
-
Caterina, M.J.1
Schumacher, M.A.2
Tominaga, M.3
Rosen, T.A.4
Levine, J.D.5
Julius, D.6
-
12
-
-
0346752069
-
TRPV1 (Vanilloid Receptor, Capsaicin Receptor) Agonists and Antagonists
-
Appendino, G.; Munoz, E.; Fiebich, B. L. TRPV1 (Vanilloid Receptor, Capsaicin Receptor) Agonists and Antagonists. Expert Opin. Ther. Pat. 2003, 13, 1825-1837.
-
(2003)
Expert Opin. Ther. Pat
, vol.13
, pp. 1825-1837
-
-
Appendino, G.1
Munoz, E.2
Fiebich, B.L.3
-
13
-
-
13444270763
-
The Therapeutic Potential of TRPV1 (VR1) Antagonists: Clinical Answers Await
-
Rami, K. H.; Gunthorpe, M. J. The Therapeutic Potential of TRPV1 (VR1) Antagonists: Clinical Answers Await. Drug Discovery Today 2004, 1, 97-104.
-
(2004)
Drug Discovery Today
, vol.1
, pp. 97-104
-
-
Rami, K.H.1
Gunthorpe, M.J.2
-
14
-
-
33747600420
-
The TRPV1 Vanilloid Receptor: A Target for Therapeutic Intervention
-
edited by A. M. Doherty
-
Breitenbucher, G.; Chaplan, S. R.; Carruters, N. I. The TRPV1 Vanilloid Receptor: A Target for Therapeutic Intervention. Ann. Rep. Med. Chem. 2005, 40, 185-198 (edited by A. M. Doherty).
-
(2005)
Ann. Rep. Med. Chem
, vol.40
, pp. 185-198
-
-
Breitenbucher, G.1
Chaplan, S.R.2
Carruters, N.I.3
-
15
-
-
0037215646
-
The VR1 Antagonist Capsazepine Reverses Mechanical Hyperalgesia in Models of Inflammatory and Neuropathic Pain
-
Walker, K. M.; Urban, L.; Medhurst, S. J.; Patel, S.; Panesar, M.; Fox, A. J.; McIntyre, P. The VR1 Antagonist Capsazepine Reverses Mechanical Hyperalgesia in Models of Inflammatory and Neuropathic Pain. J. Pharmacol. Exp. Ther. 2003, 304, 56-62.
-
(2003)
J. Pharmacol. Exp. Ther
, vol.304
, pp. 56-62
-
-
Walker, K.M.1
Urban, L.2
Medhurst, S.J.3
Patel, S.4
Panesar, M.5
Fox, A.J.6
McIntyre, P.7
-
16
-
-
0034646740
-
Impaired Nociception and Pain Sensation in Mice Lacking the Capsaicin Receptor
-
Caterina, M. J.; Leffler, A.; Malmberg, A. B.; Martin, W. J.; Trafton, J.; Petersen-Zeitz, K. R.; Koltzenburg, M.; Basbaum, A. I.; Julius, D. Impaired Nociception and Pain Sensation in Mice Lacking the Capsaicin Receptor. Science 2000, 288, 306-313.
-
(2000)
Science
, vol.288
, pp. 306-313
-
-
Caterina, M.J.1
Leffler, A.2
Malmberg, A.B.3
Martin, W.J.4
Trafton, J.5
Petersen-Zeitz, K.R.6
Koltzenburg, M.7
Basbaum, A.I.8
Julius, D.9
-
17
-
-
0034636441
-
Vanilloid Receptor-1 is Essential for Inflammatory Thermal Hyperalgesia
-
Davis, J. B.; Gray, J.; Gunthrope, M. J.; Hatcher, J. P.; Davey, P. T.; Overend, P.; Harries, M. H.; Latcham, J.; Clapham, C.; Atkinson, K.; Hughes, S. A.; Ranee, K.; Grau, E.; Harper, A. J.; Pugh, P. L.; Rogers, D. C.; Bingham, S.; Randall, A.; Sheardown, S. A. Vanilloid Receptor-1 is Essential for Inflammatory Thermal Hyperalgesia. Nature 2000, 405, 183-187.
-
(2000)
Nature
, vol.405
, pp. 183-187
-
-
Davis, J.B.1
Gray, J.2
Gunthrope, M.J.3
Hatcher, J.P.4
Davey, P.T.5
Overend, P.6
Harries, M.H.7
Latcham, J.8
Clapham, C.9
Atkinson, K.10
Hughes, S.A.11
Ranee, K.12
Grau, E.13
Harper, A.J.14
Pugh, P.L.15
Rogers, D.C.16
Bingham, S.17
Randall, A.18
Sheardown, S.A.19
-
18
-
-
2442642767
-
Vanilloid Receptor TRPV1 Antagonists as the Next Generation of Painkillers. Are We Putting the Cart Before the Horse?
-
Szallasi, A.; Appendino, G. Vanilloid Receptor TRPV1 Antagonists as the Next Generation of Painkillers. Are We Putting the Cart Before the Horse? J. Med. Chem. 2004, 47, 2717-2723.
-
(2004)
J. Med. Chem
, vol.47
, pp. 2717-2723
-
-
Szallasi, A.1
Appendino, G.2
-
19
-
-
0242386586
-
Small Molecules Targeting the Vanilloid Receptor Complex as Drugs for Inflammatory Pain
-
Planellls-Cases, R.; Garcia-Martinez, C.; Royo, M.; Perez-Paya, E.; Carreno, C.; Albericio, F.; Messeguer, A.; Ferrer-Montiel, A. Small Molecules Targeting the Vanilloid Receptor Complex as Drugs for Inflammatory Pain. Drugs Future 2003, 28, 787-795.
-
(2003)
Drugs Future
, vol.28
, pp. 787-795
-
-
Planellls-Cases, R.1
Garcia-Martinez, C.2
Royo, M.3
Perez-Paya, E.4
Carreno, C.5
Albericio, F.6
Messeguer, A.7
Ferrer-Montiel, A.8
-
20
-
-
0347990498
-
7-Hydroxynaphthalen-1-yl-urea and -amide Antagonists of Human Vanilloid Receptor 1
-
(a) McDonnell, M. E.; Zhang, S.-P.; Nasser, N.; Dubin, A. E.; Dax, S. L. 7-Hydroxynaphthalen-1-yl-urea and -amide Antagonists of Human Vanilloid Receptor 1. Bioorg. Med. Chem. Lett. 2004, 14, 531-534.
-
(2004)
Bioorg. Med. Chem. Lett
, vol.14
, pp. 531-534
-
-
McDonnell, M.E.1
Zhang, S.-P.2
Nasser, N.3
Dubin, A.E.4
Dax, S.L.5
-
21
-
-
2942620619
-
Discovery of Small Molecule Antagonists of TRPV1
-
(b) Rami, H. R.; Thompson, M.; Wyman, P.; Jerman, J. C.; Egerton, J.; Brough, S.; Stevens, A. J.; Randall, A. D.; Smart, D.; Gunthorpe, M. J.; Davis, J. B. Discovery of Small Molecule Antagonists of TRPV1. Bioorg. Med. Chem. Lett. 2004, 14, 3631-3634.
-
(2004)
Bioorg. Med. Chem. Lett
, vol.14
, pp. 3631-3634
-
-
Rami, H.R.1
Thompson, M.2
Wyman, P.3
Jerman, J.C.4
Egerton, J.5
Brough, S.6
Stevens, A.J.7
Randall, A.D.8
Smart, D.9
Gunthorpe, M.J.10
Davis, J.B.11
-
22
-
-
2442543188
-
N-Isoquinolin-5-yl-N′-aralkyl- urea and -amide Antagonists of Human Vanilloid Receptor 1
-
(c) Jetter, M. C.; Youngman, M. A.; McNally, J. J.; Zhang, S.-P.; Dubin, A. E.; Nasser, N.; Dax, S. L. N-Isoquinolin-5-yl-N′-aralkyl- urea and -amide Antagonists of Human Vanilloid Receptor 1. Bioorg. Med. Chem. Lett. 2004, 3053-3056.
-
(2004)
Bioorg. Med. Chem. Lett
, pp. 3053-3056
-
-
Jetter, M.C.1
Youngman, M.A.2
McNally, J.J.3
Zhang, S.-P.4
Dubin, A.E.5
Nasser, N.6
Dax, S.L.7
-
23
-
-
13444274350
-
-
Gomtsyan, A.; Bayburt, E. K.; Schmidt, R. G.; Zheng, G. Z.; Perner, R. J.; Didomenico, S.; Koenig, J. R.; Turner, S.; Jinkerson, T.; Drizin, I.; Hannick, S. M.; Macri, B. S.; McDonald, H. A.; Honore, P.; Wismer, C. T.; Marsh, K. C. Wetter, J.; Stewart, K, D.; Oie, T.; Jarvis, M. F.; Surowy, C. S.; Faltynek, K. R.; Lee, C.-H. Novel Transient Receptor Potential Vanilloid 1 Receptor Antagonists for the Treatment of Pain: Structure-Activity Relationships for Ureas with Quinoline, Isoquinoline, Quinazoline, Phthalazine, Quinoxaline, and Cinnoline Moieties. J. Med. Chem. 2005, 48, 744-752.
-
(d) Gomtsyan, A.; Bayburt, E. K.; Schmidt, R. G.; Zheng, G. Z.; Perner, R. J.; Didomenico, S.; Koenig, J. R.; Turner, S.; Jinkerson, T.; Drizin, I.; Hannick, S. M.; Macri, B. S.; McDonald, H. A.; Honore, P.; Wismer, C. T.; Marsh, K. C. Wetter, J.; Stewart, K, D.; Oie, T.; Jarvis, M. F.; Surowy, C. S.; Faltynek, K. R.; Lee, C.-H. Novel Transient Receptor Potential Vanilloid 1 Receptor Antagonists for the Treatment of Pain: Structure-Activity Relationships for Ureas with Quinoline, Isoquinoline, Quinazoline, Phthalazine, Quinoxaline, and Cinnoline Moieties. J. Med. Chem. 2005, 48, 744-752.
-
-
-
-
24
-
-
23044496253
-
A-425619 [1-Isoquinolin-5-yl-3-(4-trifluoromethyl- benzyl)-urea], a Novel Transient Receptor Potential Type VR1 Receptor Antagonist, Relieves Pathophysiological Pain Associated with Inflammation and Tissue Injury in Rats
-
(e) Honore, P.; Wismer, C. T.; Mikusa, J.; Zhu, C. Z.; Zhong, C.; Gauvin, D. M.; Gomtsyan, A.; Kouhen, R. E.; Lee, C.-H.; Marsh, K.; Sullivan, J. P.; Faltynek, C. R.; Jarvis M. F. A-425619 [1-Isoquinolin-5-yl-3-(4-trifluoromethyl- benzyl)-urea], a Novel Transient Receptor Potential Type VR1 Receptor Antagonist, Relieves Pathophysiological Pain Associated with Inflammation and Tissue Injury in Rats. J. Pharmacol. Exp. Ther. 2005, 314, 410-421.
-
(2005)
J. Pharmacol. Exp. Ther
, vol.314
, pp. 410-421
-
-
Honore, P.1
Wismer, C.T.2
Mikusa, J.3
Zhu, C.Z.4
Zhong, C.5
Gauvin, D.M.6
Gomtsyan, A.7
Kouhen, R.E.8
Lee, C.-H.9
Marsh, K.10
Sullivan, J.P.11
Faltynek, C.R.12
Jarvis, M.F.13
-
25
-
-
33646677987
-
Discovery of SB-705498: A Potent, Selective and Orally Bioavailable TRPV1 Antagonist Suitable for Clinical Development
-
(f) Rami, H. R.; Thompson, M.; Stemp, G.; Fell, S.; Jerman, J. C.; Stevens, A. J.; Smart, D.; Sargent, B.; Sanderson; D.; Randall, A. D.; Gunthorpe, M. J.; Davis, J. B. Discovery of SB-705498: A Potent, Selective and Orally Bioavailable TRPV1 Antagonist Suitable for Clinical Development. Bioorg. Med. Chem. Lett. 2006, 16, 3287-3291.
-
(2006)
Bioorg. Med. Chem. Lett
, vol.16
, pp. 3287-3291
-
-
Rami, H.R.1
Thompson, M.2
Stemp, G.3
Fell, S.4
Jerman, J.C.5
Stevens, A.J.6
Smart, D.7
Sargent, B.8
Sanderson, D.9
Randall, A.D.10
Gunthorpe, M.J.11
Davis, J.B.12
-
26
-
-
23644441908
-
-
Lee, J.; Kang, S.-U.; Kil, M.-J.; Shin, M.; Lim, J.-O.; Choi, H.-K.; Jin, M.-K.; Kim, S. Y.; Kim, S.-E.; Lee, Y.-S.; Min, K.-H.; Kim, Y.-K.; Ha, H.-J.; Tran, R.; Welter, J. D.; Wang, Y.; Szabo, T.; Pearce, L. V.; Lundberg, D. J.; Toth, A.; Pavlyukovets, V. A.; Morgan, M. A.; Blumberg, P. M. Analysis of Structure-Activity Relationships for the 'A-Region' of N-(4-t- Butylbenzyl)-N′-[4-(methylsulfonylamino)benzyl]thiourea Analogues as TRPV1 Antagonists. Bioorg. Med. Chem. Lett. 2005, 15, 4136-4142.
-
(a) Lee, J.; Kang, S.-U.; Kil, M.-J.; Shin, M.; Lim, J.-O.; Choi, H.-K.; Jin, M.-K.; Kim, S. Y.; Kim, S.-E.; Lee, Y.-S.; Min, K.-H.; Kim, Y.-K.; Ha, H.-J.; Tran, R.; Welter, J. D.; Wang, Y.; Szabo, T.; Pearce, L. V.; Lundberg, D. J.; Toth, A.; Pavlyukovets, V. A.; Morgan, M. A.; Blumberg, P. M. Analysis of Structure-Activity Relationships for the 'A-Region' of N-(4-t- Butylbenzyl)-N′-[4-(methylsulfonylamino)benzyl]thiourea Analogues as TRPV1 Antagonists. Bioorg. Med. Chem. Lett. 2005, 15, 4136-4142.
-
-
-
-
27
-
-
24744433102
-
-
Suh, Y.-G.; Lee, Y.-S.; Min, K.-H.; Park, O.-H.; Kim, J.-K.; Seung, H.-S.; Seo, S.-Y.; Lee, B.-Y.; Nam, Y.-H.; Lee, K.-O.; Kim, K.-D.; Park, H.-G.; Lee, J.; Oh, U.; Lim, J.-O.; Kang, S.-U.; Kil, M.-J.; Koo, J.; Shin, S. S.; Joo, Y.-H.; Kim, J. K.; Jeong, Y.-S.; Kim, S.-Y.; Park, Y.-H. Novel Potent Antagonists of Transient Receptor Potential Channel, Vanilloid Subfamily Member 1: Structure-Activity Relationship of 1,3-Diarylalkyl Thioureas Possessing New Vanilloid Equivalents. J. Med. Chem. 2005, 48, 5823-5836.
-
(b) Suh, Y.-G.; Lee, Y.-S.; Min, K.-H.; Park, O.-H.; Kim, J.-K.; Seung, H.-S.; Seo, S.-Y.; Lee, B.-Y.; Nam, Y.-H.; Lee, K.-O.; Kim, K.-D.; Park, H.-G.; Lee, J.; Oh, U.; Lim, J.-O.; Kang, S.-U.; Kil, M.-J.; Koo, J.; Shin, S. S.; Joo, Y.-H.; Kim, J. K.; Jeong, Y.-S.; Kim, S.-Y.; Park, Y.-H. Novel Potent Antagonists of Transient Receptor Potential Channel, Vanilloid Subfamily Member 1: Structure-Activity Relationship of 1,3-Diarylalkyl Thioureas Possessing New Vanilloid Equivalents. J. Med. Chem. 2005, 48, 5823-5836.
-
-
-
-
28
-
-
2942549777
-
Analysis of Structure-Activity Relationships with the N-(3-Acyloxy-2-benzyl-propyl)-N′-[4-(methylsulfonylamino) benzyl]thiourea Template for Vanilloid Receptor 1 Antagonism
-
(c) Lee, J.; Kim, S. Y.; Lee, J.; Kang, S.-U.; Kil, M.-J.; Choi, H.-K.; Jin, M.-K.; Wang, Y.; Toth, A.; Pearce, L. V.; Lundberg, D. J.; Tran, R.; Blumberg, P. M. Analysis of Structure-Activity Relationships with the N-(3-Acyloxy-2-benzyl-propyl)-N′-[4-(methylsulfonylamino) benzyl]thiourea Template for Vanilloid Receptor 1 Antagonism. Bioorg. Med. Chem. 2004, 12, 3411-3420.
-
(2004)
Bioorg. Med. Chem
, vol.12
, pp. 3411-3420
-
-
Lee, J.1
Kim, S.Y.2
Lee, J.3
Kang, S.-U.4
Kil, M.-J.5
Choi, H.-K.6
Jin, M.-K.7
Wang, Y.8
Toth, A.9
Pearce, L.V.10
Lundberg, D.J.11
Tran, R.12
Blumberg, P.M.13
-
29
-
-
1642498152
-
Design of a High-Affinity Competitive Antagonist of the Vanilloid Receptor Selective for the Calcium Entry-Linked Receptor Population
-
(d) Toth, A.; Blumberg, P. M.; Chen, Z.; Kozikowski, A. P. Design of a High-Affinity Competitive Antagonist of the Vanilloid Receptor Selective for the Calcium Entry-Linked Receptor Population. Mol. Pharmacol. 2004, 65, 282-291.
-
(2004)
Mol. Pharmacol
, vol.65
, pp. 282-291
-
-
Toth, A.1
Blumberg, P.M.2
Chen, Z.3
Kozikowski, A.P.4
-
30
-
-
4043147473
-
The Vanilloid Receptor and Vanilloid Receptor-Like Genes: A Hot Topic Getting Hotter
-
(a) Davis, J. B.; Smart, D.; Gunthrope, M. J. The Vanilloid Receptor and Vanilloid Receptor-Like Genes: A Hot Topic Getting Hotter. Cell Transm. 2002, 18, 3-9.
-
(2002)
Cell Transm
, vol.18
, pp. 3-9
-
-
Davis, J.B.1
Smart, D.2
Gunthrope, M.J.3
-
31
-
-
10744220213
-
Identification and Characterization of SB-366791, a Potent and Selective Vanilloid Receptor (VR1/TRPV1) Antagonist
-
(b) Gunthrope, M. J.; Rami, H. K.; Jerman, J. C.; Smart, D.; Gill, C. H.; Soffin, E. M.; Hannan, S. L.; Lappin, S. C.; Egerton, J.; Smith, G. D.; Worby, A.; Howett, L.; Owen, D.; Nasir, S.; Davies, C. H.; Thompson, M.; Wyman, P. A.; Randall, A. D.; Davis, J. B. Identification and Characterization of SB-366791, a Potent and Selective Vanilloid Receptor (VR1/TRPV1) Antagonist. Neuropharmacology 2004, 46, 133-149.
-
(2004)
Neuropharmacology
, vol.46
, pp. 133-149
-
-
Gunthrope, M.J.1
Rami, H.K.2
Jerman, J.C.3
Smart, D.4
Gill, C.H.5
Soffin, E.M.6
Hannan, S.L.7
Lappin, S.C.8
Egerton, J.9
Smith, G.D.10
Worby, A.11
Howett, L.12
Owen, D.13
Nasir, S.14
Davies, C.H.15
Thompson, M.16
Wyman, P.A.17
Randall, A.D.18
Davis, J.B.19
-
32
-
-
19944433048
-
-
Park, H.; Choi, J.; Kim, M.; Choi, S.; Park, M.; Lee, J.; Suh, Y.-G.; Cho, H.; Oh, U.; Kim, H.-D.; Joo, Y. H.; Shin, S. S.; Kim J. K.; Jeong, Y. S.; Koh, H.-J.; Park, Y.-H.; Jew, S. Biarylcarboxybenzamide Derivatives as Potent Vanilloid Receptor (VR1) Antagonistic Ligands. Bioorg. Med. Chem. Lett. 2005, 15, 631-634. Corrigendum. Bioorg. Med. Chem. Lett. 2005, 15, 1955.
-
(c) Park, H.; Choi, J.; Kim, M.; Choi, S.; Park, M.; Lee, J.; Suh, Y.-G.; Cho, H.; Oh, U.; Kim, H.-D.; Joo, Y. H.; Shin, S. S.; Kim J. K.; Jeong, Y. S.; Koh, H.-J.; Park, Y.-H.; Jew, S. Biarylcarboxybenzamide Derivatives as Potent Vanilloid Receptor (VR1) Antagonistic Ligands. Bioorg. Med. Chem. Lett. 2005, 15, 631-634. Corrigendum. Bioorg. Med. Chem. Lett. 2005, 15, 1955.
-
-
-
-
33
-
-
19944428963
-
-
Doherty, E. M.; Fotsch, C.; Bo, Y.; Chakrabarti, P.; Chen, N.; Gavva, N.; Han, N.; Kelly, M. G.; Kincaid, J.; Klionsky, L.; J.; Liu, Q.; Ognyanov, V. I.; Tamir, R.; Wang, Q.; Zhu Z.; Norman, M. H.; Treanor, J. J. S. Discovery of Potent, Orally Available Vanilloid Receptor-1 Antagonists. Structure-Activity Relationship of N-Aryl Cinnamides. J. Med. Chem. 2005, 48, 71-90.
-
(a) Doherty, E. M.; Fotsch, C.; Bo, Y.; Chakrabarti, P.; Chen, N.; Gavva, N.; Han, N.; Kelly, M. G.; Kincaid, J.; Klionsky, L.; J.; Liu, Q.; Ognyanov, V. I.; Tamir, R.; Wang, Q.; Zhu Z.; Norman, M. H.; Treanor, J. J. S. Discovery of Potent, Orally Available Vanilloid Receptor-1 Antagonists. Structure-Activity Relationship of N-Aryl Cinnamides. J. Med. Chem. 2005, 48, 71-90.
-
-
-
-
34
-
-
34547560654
-
-
Doherty, E. M.; Zhu, J.; Stec, M.; Norman M. H.; Ognyanov, V. I.; Fotsch, C. H.; Chen, N.; Chakrabarti, P. P.; Pettus, L. H.; Wang H.; Wang X; Arasasingham, P. Vanilloid Receptor Ligands and Their Use in Treatments. WO 2003/049702 A3, 2003.
-
(b) Doherty, E. M.; Zhu, J.; Stec, M.; Norman M. H.; Ognyanov, V. I.; Fotsch, C. H.; Chen, N.; Chakrabarti, P. P.; Pettus, L. H.; Wang H.; Wang X; Arasasingham, P. Vanilloid Receptor Ligands and Their Use in Treatments. WO 2003/049702 A3, 2003.
-
-
-
-
35
-
-
34547565943
-
-
Society for Neuroscience: Washington D.C, Abstract No. 292.16
-
(c) Gavva, N. R.; Bannon, A. W.; Tamir, R.; Wang, Q.; Zhu, D.; Le, A.; Youngblood, B.; Kuang, R.; Deng, H.; Wang, J.; Surapaneni, S.; Magal, E.; Norman, M. H.; Louis, J.-C.; Treanor, J. J. S. Identification and Biological Evaluation of AMG0347, ((E)-N-(7-Hydroxy-5,6,7,8- tetrahydronaphthalen-1-yl)-3-(2-(piperidin-1-yl)-6-(trifluoromethyl) pyridin-3-yl)acrylamide), a Potent Vanilloid Receptor 1 (TRPV1) Antagonist; Society for Neuroscience: Washington D.C., 2005; Abstract No. 292.16.
-
(2005)
Identification and Biological Evaluation of AMG0347, ((E)-N-(7-Hydroxy-5,6,7,8- tetrahydronaphthalen-1-yl)-3-(2-(piperidin-1-yl)-6-(trifluoromethyl) pyridin-3-yl)acrylamide), a Potent Vanilloid Receptor 1 (TRPV1) Antagonist
-
-
Gavva, N.R.1
Bannon, A.W.2
Tamir, R.3
Wang, Q.4
Zhu, D.5
Le, A.6
Youngblood, B.7
Kuang, R.8
Deng, H.9
Wang, J.10
Surapaneni, S.11
Magal, E.12
Norman, M.H.13
Louis, J.-C.14
Treanor, J.J.S.15
-
36
-
-
26844506569
-
Synthesis and Evaluation of Thiazole Carboxamides as Vanilloid Receptor 1 (TRPV1) Antagonists
-
(a) Xi, N.; Bo, Y.; Doherty, E. M.; Fotsch, C.; Gavva, N.; Han, N.; Hungate, R. W.; Klionsky, L.; Liu, Q.; Tamir, R.; Xu, S.; Treanor, J. J. S.; Norman, M. H. Synthesis and Evaluation of Thiazole Carboxamides as Vanilloid Receptor 1 (TRPV1) Antagonists. Bioorg. Med. Chem. Lett. 2005, 15, 5211-5217.
-
(2005)
Bioorg. Med. Chem. Lett
, vol.15
, pp. 5211-5217
-
-
Xi, N.1
Bo, Y.2
Doherty, E.M.3
Fotsch, C.4
Gavva, N.5
Han, N.6
Hungate, R.W.7
Klionsky, L.8
Liu, Q.9
Tamir, R.10
Xu, S.11
Treanor, J.J.S.12
Norman, M.H.13
-
37
-
-
22244474357
-
The Taming of Capsaicin. Reversal of the Vanilloid Activity of N-Acylvanillamines by Aromatic Iodination
-
(b) Appendino, G.; Daddario, N.; Minassi, A.; Moriello, A. S.; Petrocellis, L. D.; Di Marzo, V. The Taming of Capsaicin. Reversal of the Vanilloid Activity of N-Acylvanillamines by Aromatic Iodination. J. Med. Chem. 2005, 48, 4663-4669.
-
(2005)
J. Med. Chem
, vol.48
, pp. 4663-4669
-
-
Appendino, G.1
Daddario, N.2
Minassi, A.3
Moriello, A.S.4
Petrocellis, L.D.5
Di Marzo, V.6
-
38
-
-
34547588824
-
-
Suh, Y. G.; Oh, U. T.; Kim, H. D.; Lee, J. W.; Park, H. G.; Park, Y. H.; Yi, J. B. Novel Thiourea Compounds and the Pharmaceutical Compositions Containing the Same. WO 2002/16319 A1, 2002.
-
(c) Suh, Y. G.; Oh, U. T.; Kim, H. D.; Lee, J. W.; Park, H. G.; Park, Y. H.; Yi, J. B. Novel Thiourea Compounds and the Pharmaceutical Compositions Containing the Same. WO 2002/16319 A1, 2002.
-
-
-
-
39
-
-
34547605268
-
-
Rami, H. K.; Thompson, M.; Macdonald, G. J. Westaway, S. M.; Mitchell, D. J. Vanilloid Receptor Modulators. WO 2003/068749 A1, 2003.
-
(d) Rami, H. K.; Thompson, M.; Macdonald, G. J. Westaway, S. M.; Mitchell, D. J. Vanilloid Receptor Modulators. WO 2003/068749 A1, 2003.
-
-
-
-
40
-
-
34547587246
-
-
Lee, C.-H.; Bayburt, E. K.; Didomenico, S., Jr.; Drizin, I.; Gomtsyan, A. R.; Koenig, J. R.; Perner, R, J.; Schmidt, R, G.; Turner, S. C.; White, T. K.; Zheng, G. Z. Fused Azabicyclic Compounds that Inhibit Vanilloid Receptor Subtype 1 (VR1) Receptor. WO 2003/070247 A1, 2003.
-
(e) Lee, C.-H.; Bayburt, E. K.; Didomenico, S., Jr.; Drizin, I.; Gomtsyan, A. R.; Koenig, J. R.; Perner, R, J.; Schmidt, R, G.; Turner, S. C.; White, T. K.; Zheng, G. Z. Fused Azabicyclic Compounds that Inhibit Vanilloid Receptor Subtype 1 (VR1) Receptor. WO 2003/070247 A1, 2003.
-
-
-
-
41
-
-
34547596440
-
-
Tajimi, M.; Kokubo, T.; Shiroo, M.; Tsukimi, Y.; Yara, T.; Urbahns, K.; Yamamoto, N.; Mogi, M.; Fujishima, H.; Masuda, T.; Yoshida, N.; Mori-Waki, T. Tetrahydro-Naphthalene Derivatives. WO 2004/ 052846 A1, 2004.
-
(f) Tajimi, M.; Kokubo, T.; Shiroo, M.; Tsukimi, Y.; Yara, T.; Urbahns, K.; Yamamoto, N.; Mogi, M.; Fujishima, H.; Masuda, T.; Yoshida, N.; Mori-Waki, T. Tetrahydro-Naphthalene Derivatives. WO 2004/ 052846 A1, 2004.
-
-
-
-
42
-
-
34547565944
-
-
Bakthavatchalam, R.; Blum, C. A.; Brielmann, H.; Darrow, J. W.; De Lombaert, S.; Yoon, T.; Zheng, Z. Substituted Biphenyl-4-carboxylic Acid Arylamide Analogues. WO 2005/056774 A2, 2005.
-
(g) Bakthavatchalam, R.; Blum, C. A.; Brielmann, H.; Darrow, J. W.; De Lombaert, S.; Yoon, T.; Zheng, Z. Substituted Biphenyl-4-carboxylic Acid Arylamide Analogues. WO 2005/056774 A2, 2005.
-
-
-
-
43
-
-
34547586927
-
-
Kuramochi, T.; Asai, N.; Ikegai, K.; Akamatsu, S.; Harada, H.; Ishikawa, N.; Shirakami, S.; Miyamoto, S.; Watanabe, T.; Kiso, T. Benzamide Derivative or Salt Thereof. WO 2004/110986 A1, 2004.
-
(h) Kuramochi, T.; Asai, N.; Ikegai, K.; Akamatsu, S.; Harada, H.; Ishikawa, N.; Shirakami, S.; Miyamoto, S.; Watanabe, T.; Kiso, T. Benzamide Derivative or Salt Thereof. WO 2004/110986 A1, 2004.
-
-
-
-
44
-
-
34547585345
-
-
Lee, J. W.; Kim, Y. H.; Kim, H.; Choi, H. K.; Ha, H. J. 4-(Methylsulfonylamino)phenyl Analogues as Vanilloid Antagonist Showing Excellent Analgesic Activity and the Pharmaceutical Compositions Comprising the Same. WO 2005/003084 A1, 2005.
-
(i) Lee, J. W.; Kim, Y. H.; Kim, H.; Choi, H. K.; Ha, H. J. 4-(Methylsulfonylamino)phenyl Analogues as Vanilloid Antagonist Showing Excellent Analgesic Activity and the Pharmaceutical Compositions Comprising the Same. WO 2005/003084 A1, 2005.
-
-
-
-
45
-
-
34547557291
-
-
Kyle, D. J.; Sun, Q.; Tafesse L. Therapeutic Agents Useful for Treating Pain. WO 2005/004866 A1, 2005.
-
(j) Kyle, D. J.; Sun, Q.; Tafesse L. Therapeutic Agents Useful for Treating Pain. WO 2005/004866 A1, 2005.
-
-
-
-
46
-
-
34547601965
-
-
Jamieson, C.; Miller, D. D.; Rami, H. K.; Tompson, M. Piperidine/Cyclohexane Carboxamide Derivatives for Use as Vanilloid Receptor Modulators. WO 2005/016915 A1, 2005.
-
(k) Jamieson, C.; Miller, D. D.; Rami, H. K.; Tompson, M. Piperidine/Cyclohexane Carboxamide Derivatives for Use as Vanilloid Receptor Modulators. WO 2005/016915 A1, 2005.
-
-
-
-
47
-
-
34547601675
-
-
Kelly, M. G.; Janagani, S.; Wu, G.; Kincaid, J. Amide Compounds and Ion Channel Ligands and Uses Thereof. WO 2005/034870 A3, 2005.
-
(l) Kelly, M. G.; Janagani, S.; Wu, G.; Kincaid, J. Amide Compounds and Ion Channel Ligands and Uses Thereof. WO 2005/034870 A3, 2005.
-
-
-
-
48
-
-
34547564776
-
-
Bouchon, A.; Diedrichs, N.; Hermann, A.; Lustig, K.; Meier, H.; Pernerstorfer, J.; Reismuller, E.; Mogi, M.; Yura, T.; Fujishima, H.; Seki, M.; Koriyama, Y.; Yasoshima, K.; Misawa, K.; Tajimi, M.; Yamamoto, N.; Urbahns, K.; Hayashi, F.; Tsukimi, Y.; Gupta, J. Tetrahydro-naphthalene and Urea Derivatives. WO 2005/040100 A1, 2005.
-
(m) Bouchon, A.; Diedrichs, N.; Hermann, A.; Lustig, K.; Meier, H.; Pernerstorfer, J.; Reismuller, E.; Mogi, M.; Yura, T.; Fujishima, H.; Seki, M.; Koriyama, Y.; Yasoshima, K.; Misawa, K.; Tajimi, M.; Yamamoto, N.; Urbahns, K.; Hayashi, F.; Tsukimi, Y.; Gupta, J. Tetrahydro-naphthalene and Urea Derivatives. WO 2005/040100 A1, 2005.
-
-
-
-
49
-
-
34547589102
-
-
Bouchon, A.; Diedrichs, N.; Hermann, A.; Lustig, K.; Meier, H.; Pernerstorfer, J.; Reismuller, E.; De Vry, J.; Mogi, M.; Urbahns, K.; Yura, T.; Fujishima, H.; Tajimi, M.; Yamamoto, N.; Yuasa, H.; Gupta, J.; Tsukimi, Y.; Hayashi, F. Tetrahydro-naphthalene and Urea Derivatives. WO 2005/040119 A1, 2005.
-
(n) Bouchon, A.; Diedrichs, N.; Hermann, A.; Lustig, K.; Meier, H.; Pernerstorfer, J.; Reismuller, E.; De Vry, J.; Mogi, M.; Urbahns, K.; Yura, T.; Fujishima, H.; Tajimi, M.; Yamamoto, N.; Yuasa, H.; Gupta, J.; Tsukimi, Y.; Hayashi, F. Tetrahydro-naphthalene and Urea Derivatives. WO 2005/040119 A1, 2005.
-
-
-
-
50
-
-
34547604959
-
-
Lance, C.-H.; Koenig, J. R.; Brown, B. S. Amides that Inhibit Vanilloid Receptor Subtype 1 (VR1) Receptor. WO 2005/040121 A2, 2005.
-
(o) Lance, C.-H.; Koenig, J. R.; Brown, B. S. Amides that Inhibit Vanilloid Receptor Subtype 1 (VR1) Receptor. WO 2005/040121 A2, 2005.
-
-
-
-
51
-
-
34547567190
-
-
Mogi, M.; Fujishima, H.; Tajimi, M.; Yamamoto, N.; Urbahns, K.; Hayashi, F. Tsukimi, Y.; Gupta, J.; Yuasa, H.; Bicyclic Amide, Carbamate or Urea Derivatives as Vanilloid Receptor Modulators. WO 2005/0444786 A1, 2005.
-
(p) Mogi, M.; Fujishima, H.; Tajimi, M.; Yamamoto, N.; Urbahns, K.; Hayashi, F. Tsukimi, Y.; Gupta, J.; Yuasa, H.; Bicyclic Amide, Carbamate or Urea Derivatives as Vanilloid Receptor Modulators. WO 2005/0444786 A1, 2005.
-
-
-
-
52
-
-
34547594432
-
-
Hulme, C.; Ncube, M. V.; Norman, M. H.; Ognyanov, V. I.; Pettus, L. H.; Zhu, J. Bis Bicyclic Amides as Vanilloid Receptor Ligands and their Use in Treatment of Inflammatory and Neuropatic Pain. WO 2005/070885 A1, 2005.
-
(q) Hulme, C.; Ncube, M. V.; Norman, M. H.; Ognyanov, V. I.; Pettus, L. H.; Zhu, J. Bis Bicyclic Amides as Vanilloid Receptor Ligands and their Use in Treatment of Inflammatory and Neuropatic Pain. WO 2005/070885 A1, 2005.
-
-
-
-
53
-
-
34547596439
-
-
Norman, M. H.; Ognyanov, V.; Pettus, L. H. Vanilloid Receptor Ligands and Their Use in Treatments. WO 2005/072681 A2, 2005.
-
(r) Norman, M. H.; Ognyanov, V.; Pettus, L. H. Vanilloid Receptor Ligands and Their Use in Treatments. WO 2005/072681 A2, 2005.
-
-
-
-
54
-
-
34547581062
-
-
Nagayama, S.; Shishido, Y.; Jinno, M.; Nakao, K. Substituted Benzamide Compounds as VR1 Receptor Antagonists. WO 2005/095329 A1, 2005.
-
(s) Nagayama, S.; Shishido, Y.; Jinno, M.; Nakao, K. Substituted Benzamide Compounds as VR1 Receptor Antagonists. WO 2005/095329 A1, 2005.
-
-
-
-
55
-
-
34547565945
-
-
Yata, S.; Koga, Y.; Watanabe, T.; Matsuo, T.; Sakata, M.; Kondo, W. 3-Aminobenzamide Compound and Vanilloid Receptor 1 (VR1) Activity Inhibitor. WO 2006/006740 A2, 2006.
-
(t) Yata, S.; Koga, Y.; Watanabe, T.; Matsuo, T.; Sakata, M.; Kondo, W. 3-Aminobenzamide Compound and Vanilloid Receptor 1 (VR1) Activity Inhibitor. WO 2006/006740 A2, 2006.
-
-
-
-
56
-
-
34547559501
-
-
Balan, C.; Bo, Y.; Dominguez, C.; Fotsch, C.; Gore, V. K.; Ma, V. V.; Norman, M. H.; Ognyanov, V. I.; Qian, Y.; Wang, X.; Xi, N.; Xu, S. Benzimidazole derivatives and their use as vanilloid receptor ligands. WO 2004/035549 A1, 2004.
-
(a) Balan, C.; Bo, Y.; Dominguez, C.; Fotsch, C.; Gore, V. K.; Ma, V. V.; Norman, M. H.; Ognyanov, V. I.; Qian, Y.; Wang, X.; Xi, N.; Xu, S. Benzimidazole derivatives and their use as vanilloid receptor ligands. WO 2004/035549 A1, 2004.
-
-
-
-
57
-
-
34547567191
-
-
Sun, Q.; Tafesse, L.; Victory, S. Benzoazolylpiperazine derivatives having MGLUR1-and MGLUR5-antagonistic activity. WO 2004/058754 A1, 2004.
-
(b) Sun, Q.; Tafesse, L.; Victory, S. Benzoazolylpiperazine derivatives having MGLUR1-and MGLUR5-antagonistic activity. WO 2004/058754 A1, 2004.
-
-
-
-
58
-
-
12444306550
-
4-(2-PyridyI)piperazine-1-benzimidazoles as Potent TRPV1 Antagonists
-
(c) Shao, B.; Huang, J.; Sun, Q.; Valenzano, K. J.; Schmid, L.; Nolan, S. 4-(2-PyridyI)piperazine-1-benzimidazoles as Potent TRPV1 Antagonists. Bioorg. Med. Chem. Lett. 2005, 15, 719-723.
-
(2005)
Bioorg. Med. Chem. Lett
, vol.15
, pp. 719-723
-
-
Shao, B.1
Huang, J.2
Sun, Q.3
Valenzano, K.J.4
Schmid, L.5
Nolan, S.6
-
59
-
-
33745136758
-
-
Ognyanov, V. I.; Balan, C.; Bannon, A.W.; Bo, Y.; Dominguez, C.; Fotsch, C.; Gore, V. K.; Klionsky, L.; Ma, V. M.; Qian, Y-X; Tamir, R. Wang, X.; Xi, N.; Xu, S.; Zhu, D.; Gavva, N. R.; Treanor, J. J. S.; Norman, M. H. Design of Potent, Orally Available Antagonists of Transient Receptor Potential Vanilloid 1. Structure-Activity Relationships of 2-(Piperazin-1-yl)-1H- benzimidazoles J. Med. Chem. 2006, 49 (12), 3719-3742.
-
(d) Ognyanov, V. I.; Balan, C.; Bannon, A.W.; Bo, Y.; Dominguez, C.; Fotsch, C.; Gore, V. K.; Klionsky, L.; Ma, V. M.; Qian, Y-X; Tamir, R. Wang, X.; Xi, N.; Xu, S.; Zhu, D.; Gavva, N. R.; Treanor, J. J. S.; Norman, M. H. Design of Potent, Orally Available Antagonists of Transient Receptor Potential Vanilloid 1. Structure-Activity Relationships of 2-(Piperazin-1-yl)-1H- benzimidazoles J. Med. Chem. 2006, 49 (12), 3719-3742.
-
-
-
-
60
-
-
34547577108
-
-
Bakthavatchalam, R. Capsaicin Receptor Ligands. WO 2002/ 08221 A1, 2002.
-
(a) Bakthavatchalam, R. Capsaicin Receptor Ligands. WO 2002/ 08221 A1, 2002.
-
-
-
-
61
-
-
0345814093
-
Vanilloid Receptor Antagonists Structure-Activity Relationships via Parallel and Targeted Synthesis
-
(b) Dax, S.; Dublin, A.; Jetter, M.; Nasser, N.; Shah, C.; Swanson, D.; Carruthers, N. I. Vanilloid Receptor Antagonists Structure-Activity Relationships via Parallel and Targeted Synthesis, Drugs Future 2002, 27 (Suppl. A), 93.
-
(2002)
Drugs Future
, vol.27
, Issue.SUPPL. A
, pp. 93
-
-
Dax, S.1
Dublin, A.2
Jetter, M.3
Nasser, N.4
Shah, C.5
Swanson, D.6
Carruthers, N.I.7
-
62
-
-
34547590541
-
-
Yura, T.; Mogi, M.; Ikegami, Y.; Masuda, T.; Kokubo, T.; Urbahns, K.; Yoshida, N.; Marumo, M.; Shiroo, M.; Tajimi, M.; Takeshita, K.; Moriwaki, T.; Tsukumi, Y. Piperazinecarboxamide Derivative. JP 2003/192673 A2, 2003.
-
(c) Yura, T.; Mogi, M.; Ikegami, Y.; Masuda, T.; Kokubo, T.; Urbahns, K.; Yoshida, N.; Marumo, M.; Shiroo, M.; Tajimi, M.; Takeshita, K.; Moriwaki, T.; Tsukumi, Y. Piperazinecarboxamide Derivative. JP 2003/192673 A2, 2003.
-
-
-
-
63
-
-
5144232587
-
Synthesis and Evaluation of Pyridazinylpiperazines as Vanilloid Receptor 1 Antagonists
-
(d) Tafesse, L.; Sun, Q.; Schmid, L.; Valenzano, K. J.; Rotshteyn, Y.; Su, Xi, Su.; Kyle, D. Synthesis and Evaluation of Pyridazinylpiperazines as Vanilloid Receptor 1 Antagonists. Bioorg. Med. Chem. Lett. 2004, 14, 5513-5519.
-
(2004)
Bioorg. Med. Chem. Lett
, vol.14
, pp. 5513-5519
-
-
Tafesse, L.1
Sun, Q.2
Schmid, L.3
Valenzano, K.J.4
Rotshteyn, Y.5
Su, X.6
Su7
Kyle, D.8
-
64
-
-
20144362216
-
AMG 9810 [(E)-3-(4-t-Butylphenyl)-N-(2,3-dihydrobenzo[b][1,4] dioxin-6-yl)acrylamide], a Novel Vanilloid Receptor 1 (TRPV1) Antagonist with Antihyperalgesic Properties
-
Gavva, N. R.; Tamir, R.; Qu, Y.; Klionsky, L.; Zhang, T. J.; Immke, D.; Wang, J.; Zhu, D.; Vanderah, T. W.; Porreca, F.; Doherty, E. M.; Norman, M. H.; Wild, K. D.; Bannon, A. W.; Louis, J.-C.; Treanor, J. J. S. AMG 9810 [(E)-3-(4-t-Butylphenyl)-N-(2,3-dihydrobenzo[b][1,4] dioxin-6-yl)acrylamide], a Novel Vanilloid Receptor 1 (TRPV1) Antagonist with Antihyperalgesic Properties. J. Pharmacol. Exp. Ther. 2005, 313, 474-484.
-
(2005)
J. Pharmacol. Exp. Ther
, vol.313
, pp. 474-484
-
-
Gavva, N.R.1
Tamir, R.2
Qu, Y.3
Klionsky, L.4
Zhang, T.J.5
Immke, D.6
Wang, J.7
Zhu, D.8
Vanderah, T.W.9
Porreca, F.10
Doherty, E.M.11
Norman, M.H.12
Wild, K.D.13
Bannon, A.W.14
Louis, J.-C.15
Treanor, J.J.S.16
-
65
-
-
34547612755
-
-
23e
-
23e
-
-
-
-
66
-
-
34547592343
-
-
Zhu, J.; Viswanadhan, V.; Ognyanov, V.; Bo, Y.; Chen, N.; Chakrabarti, P.; Doherty, E.; Fotsch, C.; Gavva, N.; Han, N.; Klionski, L.; Liu, Q.; Tamir, R.; Wang, X.; Sun, Y.; Treanor, J. J. S.; Norman, M. H. Conformational Analyses of N-Aryl Cinnamides as TRPV1 Antagonists. American Chemical Society Division of Medicinal Chemistry, Abstracts, 229th National Meeting of the American Chemical Society, San Diego, CA, March 13-17, 2005; American Chemical Society: Washington, DC, 2005.
-
Zhu, J.; Viswanadhan, V.; Ognyanov, V.; Bo, Y.; Chen, N.; Chakrabarti, P.; Doherty, E.; Fotsch, C.; Gavva, N.; Han, N.; Klionski, L.; Liu, Q.; Tamir, R.; Wang, X.; Sun, Y.; Treanor, J. J. S.; Norman, M. H. Conformational Analyses of N-Aryl Cinnamides as TRPV1 Antagonists. American Chemical Society Division of Medicinal Chemistry, Abstracts, 229th National Meeting of the American Chemical Society, San Diego, CA, March 13-17, 2005; American Chemical Society: Washington, DC, 2005.
-
-
-
-
67
-
-
85050522215
-
-
Lipkowitz, K. B, Boyd, D. B, Eds, VCH Publishers: New York
-
Boyd, D. B. In Reviews in Computational Chemistry; Lipkowitz, K. B., Boyd, D. B., Eds., VCH Publishers: New York, 1990; Vol. 1, pp 321-354.
-
(1990)
Reviews in Computational Chemistry
, vol.1
, pp. 321-354
-
-
Boyd, D.B.1
-
68
-
-
9644290863
-
-
Similar isosteric replacements of trans-cinnamides have also been reported by Wang, G. T.; Wang, S.; Gentles, R.; Sowin, T.; Leitza, S.; Reilly, E. B.; von Geldern, T. W. Amino-Substituted Heterocycles as Isosteres of trans-Cinnamides: Design and Synthesis of Heterocyclic Biaryl Sulfides as Potent Antagonists of LFA-1/CAM-1 Binding. Bioorg. Med. Chem. Lett. 2005, 15, 195-201.
-
Similar isosteric replacements of trans-cinnamides have also been reported by Wang, G. T.; Wang, S.; Gentles, R.; Sowin, T.; Leitza, S.; Reilly, E. B.; von Geldern, T. W. Amino-Substituted Heterocycles as Isosteres of trans-Cinnamides: Design and Synthesis of Heterocyclic Biaryl Sulfides as Potent Antagonists of LFA-1/CAM-1 Binding. Bioorg. Med. Chem. Lett. 2005, 15, 195-201.
-
-
-
-
69
-
-
34547561242
-
-
Doherty, E. M.; Zhu, J.; Stec, M.; Norman, M. H.; Kelly, M. G.; Fotsch, C. H.; Chen, N.; Chakrabarti, P. P.; Hungate, R. W. Amino-pyridine, -pyrimidine, and -pyridazine Derivatives for Use as Vanilloid Receptor Ligands for the Treatment of Pain. WO 2003/ 03099284 A1, 2003.
-
(a) Doherty, E. M.; Zhu, J.; Stec, M.; Norman, M. H.; Kelly, M. G.; Fotsch, C. H.; Chen, N.; Chakrabarti, P. P.; Hungate, R. W. Amino-pyridine, -pyrimidine, and -pyridazine Derivatives for Use as Vanilloid Receptor Ligands for the Treatment of Pain. WO 2003/ 03099284 A1, 2003.
-
-
-
-
70
-
-
34547611229
-
-
Chakrabarti, P. P.; Chen, N.; Doherty, E. M.; Dominguez, C.; Falsey, J. R.; Fotsch, C. H.; Hulme, C.; Katon, J.; Nixey, T.; Norman, M. H.; Ognyanov, V. I.; Pettus, L. H.; Rzasa, R. M.; Stec, M.; Wang, H.; Zhu, J. Preparation of (Aryloxy)-pyrimidine and (Aryloxy)pyridazine as Vanilloid Receptor Ligands. WO 2004/014871 A1, 2004.
-
(b) Chakrabarti, P. P.; Chen, N.; Doherty, E. M.; Dominguez, C.; Falsey, J. R.; Fotsch, C. H.; Hulme, C.; Katon, J.; Nixey, T.; Norman, M. H.; Ognyanov, V. I.; Pettus, L. H.; Rzasa, R. M.; Stec, M.; Wang, H.; Zhu, J. Preparation of (Aryloxy)-pyrimidine and (Aryloxy)pyridazine as Vanilloid Receptor Ligands. WO 2004/014871 A1, 2004.
-
-
-
-
71
-
-
0037178121
-
A General and Efficient Copper Catalyst for the Amidation of Aryl Halides
-
Klapars, A.; Huang, X.; Buchwald, S. L. A General and Efficient Copper Catalyst for the Amidation of Aryl Halides. J. Am. Chem. Soc. 2002, 124, 1144-1157.
-
(2002)
J. Am. Chem. Soc
, vol.124
, pp. 1144-1157
-
-
Klapars, A.1
Huang, X.2
Buchwald, S.L.3
-
72
-
-
34547579482
-
-
2 group on the lactam ring (as indicated below).
-
2 group on the lactam ring (as indicated below).
-
-
-
-
73
-
-
0043286617
-
-
Almena, I.; Diaz-Ortiz, A.; Diez-Baria, E.; dl la Hoz, A.; Loupy, A. Solvent-Free Benzylations of 2-Pyridone. Regiospecific N- or C-Alkyation. Chem. Lett. 1995, 333-334.
-
Almena, I.; Diaz-Ortiz, A.; Diez-Baria, E.; dl la Hoz, A.; Loupy, A. Solvent-Free Benzylations of 2-Pyridone. Regiospecific N- or C-Alkyation. Chem. Lett. 1995, 333-334.
-
-
-
-
74
-
-
2342556503
-
An Efficient Copper-Catalyzed Coupling Reaction of Pyridin-2-ones with Aryl and Heterocyclic Halides Based on Buchwald's Protocol
-
Li, S. C.; Dixon, D. D. An Efficient Copper-Catalyzed Coupling Reaction of Pyridin-2-ones with Aryl and Heterocyclic Halides Based on Buchwald's Protocol. Tetrahedron Lett. 2004, 45, 4257-4260.
-
(2004)
Tetrahedron Lett
, vol.45
, pp. 4257-4260
-
-
Li, S.C.1
Dixon, D.D.2
-
75
-
-
2042507954
-
-
Miyaura, N.; Yanagi, T.; Suzuki, A. Palladium-Catalyzed Cross Coupling Reactions of Organoboron Compounds. Chem. Rev. 1995, 95, 2457-2483.
-
Miyaura, N.; Yanagi, T.; Suzuki, A. Palladium-Catalyzed Cross Coupling Reactions of Organoboron Compounds. Chem. Rev. 1995, 95, 2457-2483.
-
-
-
-
76
-
-
0034712161
-
Scope and Limitations of the Pd/BINAP-Catalyzed Animation of Aryl Bromides
-
Wolfe, J. P.; Buchwald, S. L. Scope and Limitations of the Pd/BINAP-Catalyzed Animation of Aryl Bromides. J. Org. Chem. 2000, 65, 1144-1157.
-
(2000)
J. Org. Chem
, vol.65
, pp. 1144-1157
-
-
Wolfe, J.P.1
Buchwald, S.L.2
-
77
-
-
0028826218
-
-
Bryant, R. D.; Kung, F.-A.; South, M. S. J. Heterocycl. Chem. 1995, 32, 1473.
-
(1995)
J. Heterocycl. Chem
, vol.32
, pp. 1473
-
-
Bryant, R.D.1
Kung, F.-A.2
South, M.S.3
-
78
-
-
2142760181
-
A Simple and Efficient Method for the Preparation of Pyridine N-Oxides
-
Coperet, C.; Adolfsson, H.; Khuong, T.-A. V.; Yudin, A. K.; Sharpless, K. B. A Simple and Efficient Method for the Preparation of Pyridine N-Oxides. J. Org. Chem. 1998, 63, 1740-1741.
-
(1998)
J. Org. Chem
, vol.63
, pp. 1740-1741
-
-
Coperet, C.1
Adolfsson, H.2
Khuong, T.-A.V.3
Yudin, A.K.4
Sharpless, K.B.5
-
79
-
-
0027742495
-
Condensation of Arylacetonitriles with Glyoxylic Acid. Facile Synthesis of Arylmaleic Acid Derivatives
-
Dean, W. D.; Blum, D. M. Condensation of Arylacetonitriles with Glyoxylic Acid. Facile Synthesis of Arylmaleic Acid Derivatives. J. Org. Chem. 1993, 58, 7916-7917.
-
(1993)
J. Org. Chem
, vol.58
, pp. 7916-7917
-
-
Dean, W.D.1
Blum, D.M.2
-
80
-
-
0024810540
-
Effect of 1,4-Dioxanyl Substitution on the Adrenergic Activity of some Standard α-Adrenoreceptor Agents
-
Chapleo, C. B.; Doxey, J. C.; Myers, P. L.; Myers, M.; Smith, C. F. C.; Stillings, M. R. Effect of 1,4-Dioxanyl Substitution on the Adrenergic Activity of some Standard α-Adrenoreceptor Agents. Eur. J. Med. Chem. 1989, 24 (6), 619-622.
-
(1989)
Eur. J. Med. Chem
, vol.24
, Issue.6
, pp. 619-622
-
-
Chapleo, C.B.1
Doxey, J.C.2
Myers, P.L.3
Myers, M.4
Smith, C.F.C.5
Stillings, M.R.6
-
81
-
-
2642625961
-
An Approach to the Synthesis of a Papaverin Analogue Containing a Quinazoline Ring System
-
Miyashita, A.; Matsuda, H.; Matsuoka, Y.; Iwamoto, K.; Higashino, T. An Approach to the Synthesis of a Papaverin Analogue Containing a Quinazoline Ring System. Heterocycles 1995, 40 (2), 653-660.
-
(1995)
Heterocycles
, vol.40
, Issue.2
, pp. 653-660
-
-
Miyashita, A.1
Matsuda, H.2
Matsuoka, Y.3
Iwamoto, K.4
Higashino, T.5
-
82
-
-
34547604751
-
-
Field, G.; Hammond, P. R. Method for Preparation of 7-Hydroxy-1,2,3,4- tetrahydroquinoline from 1,2,3,4-Tetrahydroquinoline. U.S. Patent 5,283,336, Feb 1, 1994.
-
Field, G.; Hammond, P. R. Method for Preparation of 7-Hydroxy-1,2,3,4- tetrahydroquinoline from 1,2,3,4-Tetrahydroquinoline. U.S. Patent 5,283,336, Feb 1, 1994.
-
-
-
-
83
-
-
34547609842
-
-
The bisarylated compound (80; shown below) was obtained as the major product when 7-aminoquinoline (77) and 4-chloro-6-(4- (trifluoromethyl)phenyl)pyrimidine (72) were coupled under Buchwald conditions. Formation of this byproduct could be avoided by heating the two reagents (77 and 72) neat in a microwave, thereby resulting in increased yields of the desired mono-addition product (79).
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The bisarylated compound (80; shown below) was obtained as the major product when 7-aminoquinoline (77) and 4-chloro-6-(4- (trifluoromethyl)phenyl)pyrimidine (72) were coupled under Buchwald conditions. Formation of this byproduct could be avoided by heating the two reagents (77 and 72) neat in a microwave, thereby resulting in increased yields of the desired mono-addition product (79).
-
-
-
-
84
-
-
84986437005
-
MacroModel - An Integrated Software System for Modeling Organic and Bioorganic Molecules using Molecular Mechanics
-
Mohamadi, F.; Richards, N. G. J.; Guida, W. C.; Liskamp, R.; Lipton, M.; Caufield, C.; Chang, G.; Hendrickson, T.; Still, W. C. MacroModel - An Integrated Software System for Modeling Organic and Bioorganic Molecules using Molecular Mechanics. J. Comput. Chem. 1990, 11, 440-467.
-
(1990)
J. Comput. Chem
, vol.11
, pp. 440-467
-
-
Mohamadi, F.1
Richards, N.G.J.2
Guida, W.C.3
Liskamp, R.4
Lipton, M.5
Caufield, C.6
Chang, G.7
Hendrickson, T.8
Still, W.C.9
-
85
-
-
34547586928
-
-
Frisch, M. J.; et al. Gaussian 98, revision A.11.3; Gaussian, Inc.: Pittsburgh, PA, 2002.
-
Frisch, M. J.; et al. Gaussian 98, revision A.11.3; Gaussian, Inc.: Pittsburgh, PA, 2002.
-
-
-
-
86
-
-
0001061464
-
Merck Molecular Force Field. IV. Conformational Energies and Geometries for MMFF94
-
(a) Halgren, T. A.; Nachbar, R. B. Merck Molecular Force Field. IV. Conformational Energies and Geometries for MMFF94. J. Comput. Chem. 1996, 17, 587-615.
-
(1996)
J. Comput. Chem
, vol.17
, pp. 587-615
-
-
Halgren, T.A.1
Nachbar, R.B.2
-
87
-
-
5544242529
-
-
Halgren, T. A. MMFF VI. MMFF94s Option for Energy Minimization Studies. J. Comput. Chem. 1999, 20, 720-729.
-
(b) Halgren, T. A. MMFF VI. MMFF94s Option for Energy Minimization Studies. J. Comput. Chem. 1999, 20, 720-729.
-
-
-
-
88
-
-
0344778061
-
Semianalytical Treatment of Solvation for Molecular Mechanics and Dynamics
-
Still, W. C.; Tempczyk, A.; Hawley, R. C.; Hendrickson, T. Semianalytical Treatment of Solvation for Molecular Mechanics and Dynamics. J. Am. Chem. Soc. 1990, 112, 6127-6129.
-
(1990)
J. Am. Chem. Soc
, vol.112
, pp. 6127-6129
-
-
Still, W.C.1
Tempczyk, A.2
Hawley, R.C.3
Hendrickson, T.4
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