메뉴 건너뛰기




Volumn 47, Issue 3, 2004, Pages 530-549

Discovery of 4-Substituted Pyrrolidone Butanamides as New Agents with Significant Antiepileptic Activity

Author keywords

[No Author keywords available]

Indexed keywords

2 (2 OXO 4 PROPYLPYRROLIDIN 1 YL)BUTANAMIDE; 2 [4 (IODOMETHYL) 2 OXO 1 PYRROLIDINYL]BUTANAMIDE; 2 OXOPYRROLIDINE; 2 PYRROLIDONE DERIVATIVE; ACYCLIC HYDROCARBON SUBSTITUENT; AMIDE; BEMEGRIDE; BRIVARACETAM; ETHOSUXIMIDE; ETHYL DERIVATIVE; ETIRACETAM; FUNCTIONAL GROUP; LACTAM; NEW DRUG; PENTETRAZOLE; PENTOBARBITAL; PIPERIDINE DERIVATIVE; PIRACETAM; PYRROLIDONE BUTANAMIDE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 9144238050     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm030913e     Document Type: Article
Times cited : (217)

References (72)
  • 2
    • 0033600245 scopus 로고    scopus 로고
    • Emerging Insights into the Genesis of Epilepsy
    • McNamara, J. O. Emerging Insights into the Genesis of Epilepsy. Nature 1999, 399, A15-A22.
    • (1999) Nature , vol.399
    • McNamara, J.O.1
  • 4
    • 0034598762 scopus 로고    scopus 로고
    • Early Identification of Refractory Epilepsy
    • Kwan, P.; Brodie, M. J. Early Identification of Refractory Epilepsy. N. Engl. J. Med. 2000, 342, 314-319.
    • (2000) N. Engl. J. Med. , vol.342 , pp. 314-319
    • Kwan, P.1    Brodie, M.J.2
  • 5
    • 0036128985 scopus 로고    scopus 로고
    • Role of Multidrug Transporters in Pharmacoresistance to Antiepileptic Drugs
    • Löscher, W.; Potschka, H. Role of Multidrug Transporters in Pharmacoresistance to Antiepileptic Drugs. J. Pharmacol. Exp. Ther. 2002, 301, 7-14.
    • (2002) J. Pharmacol. Exp. Ther. , vol.301 , pp. 7-14
    • Löscher, W.1    Potschka, H.2
  • 6
    • 0034040925 scopus 로고    scopus 로고
    • Adverse Effects of Antiepileptic Drugs
    • Greenwood, R. S. Adverse Effects of Antiepileptic Drugs. Epilepsia 2000, 41, S42-S52.
    • (2000) Epilepsia , vol.41
    • Greenwood, R.S.1
  • 7
    • 0036499726 scopus 로고    scopus 로고
    • Current Status and Future Directions in the Pharmacotherapy of Epilepsy
    • Löscher, W. Current Status and Future Directions in the Pharmacotherapy of Epilepsy. Trends Pharmacol. Sci. 2002, 23, 113-118.
    • (2002) Trends Pharmacol. Sci. , vol.23 , pp. 113-118
    • Löscher, W.1
  • 8
    • 0036752811 scopus 로고    scopus 로고
    • Progress Report on New Antiepileptic Drugs: A Summary of the Sixth Eilat Conference (Eilat VI)
    • Bialer, M.; Johannessen, S. I.; Kupferberg, H. J.; Levy, R. H.; Loiseau, P.; Perucca, E. Progress Report on New Antiepileptic Drugs: A Summary of the Sixth Eilat Conference (Eilat VI). Epilepsy Res. 2002, 51, 31-71.
    • (2002) Epilepsy Res. , vol.51 , pp. 31-71
    • Bialer, M.1    Johannessen, S.I.2    Kupferberg, H.J.3    Levy, R.H.4    Loiseau, P.5    Perucca, E.6
  • 9
    • 0007423644 scopus 로고    scopus 로고
    • Anti-Epileptic Drugs: Newly Licensed and under Development
    • Patsalos, P. N. Anti-Epileptic Drugs: Newly Licensed and Under Development. Curr. Opin. CPNS Invest. Drugs 1999, 5, 549-562. Beghi, E. The Use of Anticonvulsants in Neurological Conditions Other Than Epilepsy-A Review of the Evidence from Randomised Controlled Trials. CNS Drugs 1999, 11, 61-82.
    • (1999) Curr. Opin. CPNS Invest. Drugs , vol.5 , pp. 549-562
    • Patsalos, P.N.1
  • 10
    • 0032930337 scopus 로고    scopus 로고
    • The Use of Anticonvulsants in Neurological Conditions Other Than Epilepsy-A Review of the Evidence from Randomised Controlled Trials
    • Patsalos, P. N. Anti-Epileptic Drugs: Newly Licensed and Under Development. Curr. Opin. CPNS Invest. Drugs 1999, 5, 549-562. Beghi, E. The Use of Anticonvulsants in Neurological Conditions Other Than Epilepsy-A Review of the Evidence from Randomised Controlled Trials. CNS Drugs 1999, 11, 61-82.
    • (1999) CNS Drugs , vol.11 , pp. 61-82
    • Beghi, E.1
  • 11
    • 0033765115 scopus 로고    scopus 로고
    • Efficacy and Tolerability of 1000-4000 mg per Day of Levetiracetam as Add-on Therapy in Patients with Refractory Epilepsy
    • Grant, R.; Shorvon, S. D. Efficacy and Tolerability of 1000-4000 mg per Day of Levetiracetam as Add-on Therapy in Patients with Refractory Epilepsy. Epilepsy Res. 2000, 42, 89-95.
    • (2000) Epilepsy Res. , vol.42 , pp. 89-95
    • Grant, R.1    Shorvon, S.D.2
  • 12
    • 0033811027 scopus 로고    scopus 로고
    • Multicenter Double-Blind, Randomized, Placebo-Controlled Trial of Levetiracetam as Add-on Therapy in Patients with Refractory Partial Seizures
    • Shorvon, S. D.; Lowenthal, A.; Janz, D.; Bielen, E.; Loiseau, P. Multicenter Double-Blind, Randomized, Placebo-Controlled Trial of Levetiracetam as Add-on Therapy in Patients with Refractory Partial Seizures. Epilepsia 2000, 41, 1179-1186
    • (2000) Epilepsia , vol.41 , pp. 1179-1186
    • Shorvon, S.D.1    Lowenthal, A.2    Janz, D.3    Bielen, E.4    Loiseau, P.5
  • 13
    • 0035655764 scopus 로고    scopus 로고
    • Pyrrolidone Derivatives
    • Shorvon, S. Pyrrolidone Derivatives. Lancet 2001, 358, 1885-1892.
    • (2001) Lancet , vol.358 , pp. 1885-1892
    • Shorvon, S.1
  • 14
    • 0032563178 scopus 로고    scopus 로고
    • Evidence for a Unique Profile of Levetiracetam in Rodent Models of Seizures an Epilepsy
    • Klitgaard, H.; Matagne, A.; Gobert, J.; Wülfert, E. Evidence for a Unique Profile of Levetiracetam in Rodent Models of Seizures an Epilepsy. Eur. J. Pharmacol. 1998, 353, 191-206.
    • (1998) Eur. J. Pharmacol. , vol.353 , pp. 191-206
    • Klitgaard, H.1    Matagne, A.2    Gobert, J.3    Wülfert, E.4
  • 15
    • 0002100772 scopus 로고    scopus 로고
    • Levetiracetam: Mechanisms of Action
    • Levy, R. H., Mattson, R. H., Meldrum, B. S., Perucca, E., Eds.; Lippincott Williams & Wilkins: Philadelphia
    • th ed.; Levy, R. H., Mattson, R. H., Meldrum, B. S., Perucca, E., Eds.; Lippincott Williams & Wilkins: Philadelphia, 2002; pp 419-427.
    • (2002) th Ed. , pp. 419-427
    • Margineanu, D.G.1    Klitgaard, H.2
  • 16
    • 0028825031 scopus 로고
    • The Novel Antiepileptic Drug Levetiracetam (ucb L059) Appears to Act Via a Specific Binding Site in CNS Membranes
    • Noyer M.; Gillard M.; Matagne A. H.; Henichart, JP.; Wulfert E. The Novel Antiepileptic Drug Levetiracetam (ucb L059) Appears to Act Via a Specific Binding Site in CNS Membranes. Eur. J. Pharmacol. 1995, 286, 137-146.
    • (1995) Eur. J. Pharmacol. , vol.286 , pp. 137-146
    • Noyer, M.1    Gillard, M.2    Matagne, A.H.3    Henichart, J.P.4    Wulfert, E.5
  • 19
  • 20
    • 1642506345 scopus 로고    scopus 로고
    • note
    • The formation of the mixed anhydride between ethyl chloroformiate and 8 must occurred below -20 °C in order to prevent its decomposition into the corresponding ethyl ester 22.
  • 21
    • 21844483038 scopus 로고
    • Synthetic and Analytical Aspects of the Chemistry of Piracetam-Type Substituted Pyrrolidines
    • Gouliaev, A. H.; Monster, J. B.; Vedso, M.; Senning, A. Synthetic and Analytical Aspects of the Chemistry of Piracetam-Type Substituted Pyrrolidines. A Review. Org. Prep. Proceed. Int. 1995, 27, 273-303.
    • (1995) A Review. Org. Prep. Proceed. Int. , vol.27 , pp. 273-303
    • Gouliaev, A.H.1    Monster, J.B.2    Vedso, M.3    Senning, A.4
  • 22
    • 0033585133 scopus 로고    scopus 로고
    • Nitroalkanes as a new Source of 2-Alkylidene-1,4-Diols, in Two Steps
    • Ballini, R.; Bosica, G.; Damiani, M.; Righi, P. Nitroalkanes as a new Source of 2-Alkylidene-1,4-Diols, in Two Steps. Tetrahedron 1999, 55, 13451-13456.
    • (1999) Tetrahedron , vol.55 , pp. 13451-13456
    • Ballini, R.1    Bosica, G.2    Damiani, M.3    Righi, P.4
  • 23
    • 0000646538 scopus 로고
    • 5,5-Dimethyl-2-Pyrrolidone
    • Moffet, R. B. 5,5-Dimethyl-2-Pyrrolidone. Org. Synth. 1952, Coll. Vol. IV, 357-359.
    • (1952) Org. Synth. , vol.4 , pp. 357-359
    • Moffet, R.B.1
  • 24
    • 1642547127 scopus 로고    scopus 로고
    • Cyclic sulphonyloxyimides. Patent US 4152326, 1979
    • Satzinger, G.; Hartenstein, J. Cyclic sulphonyloxyimides. Patent US 4152326, 1979.
    • Satzinger, G.1    Hartenstein, J.2
  • 25
    • 0001345418 scopus 로고
    • Substituted Pyrrolidines and Pyrrolidylethanols
    • Moffet, R. B.; White, J. J. Substituted Pyrrolidines and Pyrrolidylethanols. J. Org. Chem. 1952, 17, 407-412.
    • (1952) J. Org. Chem. , vol.17 , pp. 407-412
    • Moffet, R.B.1    White, J.J.2
  • 26
    • 0028047668 scopus 로고
    • Preparation of γ- and δ-Lactams by Ring Closure of β,γ-Unsaturated Amides Using Trifluoromethane-sulfonic Acid
    • Marson, C. M.; Fallah, A. Preparation of γ- and δ-Lactams by Ring Closure of β,γ-Unsaturated Amides Using Trifluoromethane-sulfonic Acid. Tetrahedron Lett. 1994, 35, 293-296.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 293-296
    • Marson, C.M.1    Fallah, A.2
  • 27
    • 0032760681 scopus 로고    scopus 로고
    • Synthesis and Biological Evaluation of New Oral Carbapenems with 1-Methyl-5-oxopyrrolidin-3-yl-thio Moiety
    • Kanno, O.; Miyauchi, M.; Shibayama, T.; Ohya, S.; Kawamoto, I. Synthesis and Biological Evaluation of New Oral Carbapenems with 1-Methyl-5-oxopyrrolidin-3-yl-thio Moiety J. Antibiot. Chem. 1999, 52, 900-907.
    • (1999) J. Antibiot. Chem. , vol.52 , pp. 900-907
    • Kanno, O.1    Miyauchi, M.2    Shibayama, T.3    Ohya, S.4    Kawamoto, I.5
  • 28
    • 0035966190 scopus 로고    scopus 로고
    • Electrophilic Fluorination of Pyroglutamic Acid Derivatives: Application of Substrate-Dependent Reactivity and Diastereoselectivity to the Synthesis of Optically Active 4-Fluoroglutamic Acids
    • Konas, D. W.; Coward, J. K. Electrophilic Fluorination of Pyroglutamic Acid Derivatives: Application of Substrate-Dependent Reactivity and Diastereoselectivity to the Synthesis of Optically Active 4-Fluoroglutamic Acids. J. Org. Chem. 2001, 66, 8831-8842.
    • (2001) J. Org. Chem. , vol.66 , pp. 8831-8842
    • Konas, D.W.1    Coward, J.K.2
  • 29
    • 85018051466 scopus 로고
    • A Reductive Amination-Lactamisation Procedure Using Borohydride Reagents
    • Abdel, M.; Harris, B. D.; Maryanoff, C. A. A Reductive Amination-Lactamisation Procedure Using Borohydride Reagents. Synlett 1994, 81-83.
    • (1994) Synlett , pp. 81-83
    • Abdel, M.1    Harris, B.D.2    Maryanoff, C.A.3
  • 30
    • 1642547131 scopus 로고
    • A Simplified procedure for Enamine Alkylation
    • Ho, T.-L.; Wong, C. M. A Simplified procedure for Enamine Alkylation Synth. Commun. 1974, 4, 147-149.
    • (1974) Synth. Commun. , vol.4 , pp. 147-149
    • Ho, T.-L.1    Wong, C.M.2
  • 34
    • 0000604444 scopus 로고
    • Lactone Chemistry. Synthesis of β-Substituted, γ -Functionalized Butanolides and Butenolides and Succinaldehydic Acids from Glyoxylic Acid
    • Bourguignon, J. J.; Wermuth, C. G. Lactone Chemistry. Synthesis of β-Substituted, γ-Functionalized Butanolides and Butenolides and Succinaldehydic Acids From Glyoxylic Acid. J. Org. Chem. 1981, 46, 4889-4898.
    • (1981) J. Org. Chem. , vol.46 , pp. 4889-4898
    • Bourguignon, J.J.1    Wermuth, C.G.2
  • 36
    • 35848945419 scopus 로고
    • Diphenyl Phosphorazidate (DPPA). A New Convenient Reagent for a Modified Curtius Reaction
    • Ninomiya, K.; Shiori, T.; Yamada, S. Diphenyl Phosphorazidate (DPPA). A New Convenient Reagent for a Modified Curtius Reaction. Tetrahedron 1974, 30, 2151-2157.
    • (1974) Tetrahedron , vol.30 , pp. 2151-2157
    • Ninomiya, K.1    Shiori, T.2    Yamada, S.3
  • 37
    • 1642465575 scopus 로고    scopus 로고
    • (S)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide. Patent EP 0165919, 1985
    • Gobert, J.; Giurgea, C.; Geerts, J.-P.; Bodson, G. (S)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide. Patent EP 0165919, 1985.
    • Gobert, J.1    Giurgea, C.2    Geerts, J.-P.3    Bodson, G.4
  • 38
    • 0015780498 scopus 로고
    • The Synthesis of 4-Chlorobutyric Acids Esters from γ-Butyrolactone
    • Goel, O. P.; Seamans, R. E. The Synthesis of 4-Chlorobutyric Acids Esters From γ-Butyrolactone. Synthesis 1973, 538-539.
    • (1973) Synthesis , pp. 538-539
    • Goel, O.P.1    Seamans, R.E.2
  • 39
    • 0031575602 scopus 로고    scopus 로고
    • A Chemoenzymic Strategy for the Synthesis of Enantiopure (R)-(-)-Baclofen
    • Mazzini, C.; Lebreton, J.; Alphand, V.; Furstoss, R. A Chemoenzymic Strategy for the Synthesis of Enantiopure (R)-(-)-Baclofen. Tetrahedron Lett. 1998, 38(7), 1195-1196.
    • (1998) Tetrahedron Lett. , vol.38 , Issue.7 , pp. 1195-1196
    • Mazzini, C.1    Lebreton, J.2    Alphand, V.3    Furstoss, R.4
  • 40
    • 0003686469 scopus 로고
    • Transformation with TMSCl-NaI in Situ Generation of TMSI
    • Olah, G. A.; Narang, S. C.; Gupta, B. G. B.; Malhotra, R. Transformation with TMSCl-NaI in Situ Generation of TMSI. J. Org. Chem. 1979, 44, 1247-1250.
    • (1979) J. Org. Chem. , vol.44 , pp. 1247-1250
    • Olah, G.A.1    Narang, S.C.2    Gupta, B.G.B.3    Malhotra, R.4
  • 41
    • 0000024394 scopus 로고
    • Organocopper Conjugate Addition Reaction in the Presence of Trimethylchlorosilane
    • Alexakis, A.; Berlan, J.; Besace, Y. Organocopper Conjugate Addition Reaction in the Presence of Trimethylchlorosilane. Tetrahedron Lett. 1986, 27, 1047-1050.
    • (1986) Tetrahedron Lett. , vol.27 , pp. 1047-1050
    • Alexakis, A.1    Berlan, J.2    Besace, Y.3
  • 42
    • 0009146981 scopus 로고
    • A Simple Preparation or R(+)-β-Butanolide, and Its Use in the Total Synthesis of Naturally Occurring Dibenzylbutanolide Lignans
    • Lalami, K.; Dhal, R.; Brown, E. A Simple Preparation or R(+)-β-Butanolide, and Its Use in the Total Synthesis of Naturally Occurring Dibenzylbutanolide Lignans. Heterocycles 1988, 27, 1131-1134.
    • (1988) Heterocycles , vol.27 , pp. 1131-1134
    • Lalami, K.1    Dhal, R.2    Brown, E.3
  • 44
    • 0001236119 scopus 로고
    • A Highly Activated Cyclopropane for Homoconjugate Reactions
    • Danishefsky, S.; Singh, R. K. A Highly Activated Cyclopropane for Homoconjugate Reactions. J. Am. Chem. Soc. 1975, 97, 3239-3241.
    • (1975) J. Am. Chem. Soc. , vol.97 , pp. 3239-3241
    • Danishefsky, S.1    Singh, R.K.2
  • 45
    • 0001422667 scopus 로고
    • Preparation of Activated Cyclopropanes by Phase Transfert Alkylation
    • Danishefsky, S.; Singh, R. K. Preparation of Activated Cyclopropanes by Phase Transfert Alkylation. J. Org. Chem. 1975, 40, 2669-2670.
    • (1975) J. Org. Chem. , vol.40 , pp. 2669-2670
    • Danishefsky, S.1    Singh, R.K.2
  • 46
    • 0009492753 scopus 로고
    • Open Chain Reissert Compounds: One-Pot Synthesis and Utility in Synthesis of Unsymmetrical Imides, Alpha-Acylamino Carboxamides, Imidazolinones, and Hydantoins
    • Leblanc, J.-P.; Gibson, H. W. Open Chain Reissert Compounds: One-Pot Synthesis and Utility in Synthesis of Unsymmetrical Imides, Alpha-Acylamino Carboxamides, Imidazolinones, and Hydantoins. J. Org. Chem. 1994, 59, 1072-1077.
    • (1994) J. Org. Chem. , vol.59 , pp. 1072-1077
    • Leblanc, J.-P.1    Gibson, H.W.2
  • 47
    • 0030684665 scopus 로고    scopus 로고
    • A New O-Nitrobenzyl Photocleavable Linker for Solid Phase
    • Rodebaugh, R.; Fraser-reid, B.; Geysen, H. M. A New O-Nitrobenzyl Photocleavable Linker for Solid Phase. Tetrahedron Lett. 1997, 38, 7653-7656.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 7653-7656
    • Rodebaugh, R.1    Fraser-Reid, B.2    Geysen, H.M.3
  • 48
    • 0023897574 scopus 로고
    • Which Animal Models Should Be Used in the Search for New Antiepileptic Drugs? A Proposal Based on Experimental and Clinical Considerations
    • Löscher, W.; Schmidt, D. Which Animal Models Should Be Used in the Search for New Antiepileptic Drugs? A Proposal Based on Experimental and Clinical Considerations. Epilepsy Res. 1986, 2, 145-181.
    • (1986) Epilepsy Res. , vol.2 , pp. 145-181
    • Löscher, W.1    Schmidt, D.2
  • 49
    • 0025690163 scopus 로고
    • Cognitive Enhancing Agents or the Treatment of Senile Dementia of the Alzheimer's Type
    • Rosenberg, D. R.; Wright, B. A.; Gershon, S. Cognitive Enhancing Agents or the Treatment of Senile Dementia of the Alzheimer's Type. Drugs Today 1990, 26, 449-471.
    • (1990) Drugs Today , vol.26 , pp. 449-471
    • Rosenberg, D.R.1    Wright, B.A.2    Gershon, S.3
  • 50
    • 0032862374 scopus 로고    scopus 로고
    • Effects of Anticonvulsant Lactams on in vitro Seizures in the Hippocampal Slice Preparation
    • Hill, M. W.; de la Cruz, M. A. M.; Covey, D. F.; Rothman, S. M. Effects of Anticonvulsant Lactams on in vitro Seizures in the Hippocampal Slice Preparation. Epilepsy Res. 1999, 37, 121-131.
    • (1999) Epilepsy Res. , vol.37 , pp. 121-131
    • Hill, M.W.1    De La Cruz, M.A.M.2    Covey, D.F.3    Rothman, S.M.4
  • 51
    • 0031808912 scopus 로고    scopus 로고
    • Inhibition of Voltage-Dependent Sodium Channels by the Anticonvulsant γ-Aminobutyric Acid Type A Receptor Modulator, 3-Benzyl-3-Ethyl-2-Piperidinone
    • Hill, M. W.; Reddy, A.; Covey, D. F.; Rothman, S. M. Inhibition of Voltage-Dependent Sodium Channels by the Anticonvulsant γ-Aminobutyric Acid Type A Receptor Modulator, 3-Benzyl-3-Ethyl-2-Piperidinone. J. Pharmacol. Exp. Ther. 1998, 285, 1303-1309.
    • (1998) J. Pharmacol. Exp. Ther. , vol.285 , pp. 1303-1309
    • Hill, M.W.1    Reddy, A.2    Covey, D.F.3    Rothman, S.M.4
  • 52
    • 0031022027 scopus 로고    scopus 로고
    • Synthesis and Anticonvulsant Activities of 3,3-Dialkyl and 3-Alkyl-3-Benzyl-2-Piperidinones (δ-Valerolactams) and hexahydro-2H-azepin-2-ones (ε-Caprolactams)
    • Reddy, P. A.; Woodward, K. E.; MsIlheran, S. M.; Hsiang, B. C. H.; Latifi, T. N.; Hill, M. W.; Rothman, S. M.; Ferrendelli, J. A.; Covey, D. F. Synthesis and Anticonvulsant Activities of 3,3-Dialkyl and 3-Alkyl-3-Benzyl-2-Piperidinones (δ-Valerolactams) and hexahydro-2H-azepin-2-ones (ε-Caprolactams). J. Med. Chem. 1997, 40, 44-49.
    • (1997) J. Med. Chem. , vol.40 , pp. 44-49
    • Reddy, P.A.1    Woodward, K.E.2    MsIlheran, S.M.3    Hsiang, B.C.H.4    Latifi, T.N.5    Hill, M.W.6    Rothman, S.M.7    Ferrendelli, J.A.8    Covey, D.F.9
  • 54
    • 2542509173 scopus 로고    scopus 로고
    • Multicomponent Reactions with Isocyanides
    • Dömling, A.; Ugi, I. Multicomponent Reactions with Isocyanides. Angew. Chem. Int. Ed. 2000, 39, 3168-3210.
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 3168-3210
    • Dömling, A.1    Ugi, I.2
  • 55
    • 1642506346 scopus 로고    scopus 로고
    • ucb 34714, a new pyrrolidone derivative, reveals potent activity in in vitro and in vivo models of epilepsy
    • New Orleans, LA, November 8-12; Poster 634.19
    • (a) Matagne, A.; Margineanu, D.-G.; Kenda, B.; Michel, P.; Klitgaard, H. ucb 34714, a new pyrrolidone derivative, reveals potent activity in in vitro and in vivo models of epilepsy. Presented at the 33rd Annual Meeting of the Society for Neuroscience, New Orleans, LA, November 8-12, 2003; Poster 634.19.
    • (2003) 33rd Annual Meeting of the Society for Neuroscience
    • Matagne, A.1    Margineanu, D.-G.2    Kenda, B.3    Michel, P.4    Klitgaard, H.5
  • 56
    • 1642547126 scopus 로고    scopus 로고
    • ucb 34714, a new pyrrolidone derivative, antagonizes harmaline-induced tremor in rats: Comparison to drugs for essential tremor and anti-epileptic drugs
    • New Orleans, LA, November 8-12; Poster 634.20
    • (b) De Ryck, M.; Matagne, A.; Kenda, B.; Michel, P.; Klitgaard, H. ucb 34714, a new pyrrolidone derivative, antagonizes harmaline-induced tremor in rats: Comparison to drugs for essential tremor and anti-epileptic drugs. Presented at the 33rd Annual Meeting of the Society for Neuroscience, New Orleans, LA, November 8-12, 2003; Poster 634.20.
    • (2003) 33rd Annual Meeting of the Society for Neuroscience
    • De Ryck, M.1    Matagne, A.2    Kenda, B.3    Michel, P.4    Klitgaard, H.5
  • 59
    • 0028342648 scopus 로고
    • Utility of in vitro Drug Metabolism Data in Predicting in vivo Metabolic Clearance
    • Houston, J. B. Utility of in vitro Drug Metabolism Data in Predicting in vivo Metabolic Clearance. Biochem. Pharmacol. 1994, 47, 1469-1479.
    • (1994) Biochem. Pharmacol. , vol.47 , pp. 1469-1479
    • Houston, J.B.1
  • 60
    • 1642506347 scopus 로고    scopus 로고
    • note
    • The apical to basolateral flux was measured by incubation with Caco-2 cells at the final concentration of 20 μM (up to 3 h incubation).
  • 61
    • 1642465576 scopus 로고    scopus 로고
    • note
    • Pharmacokinetic parameters were calculated according to the noncompartmental model, using the Kinetica 2000 package, version 3.0 (InnaPhase Corp., Philadelphia, PA 19103).
  • 62
    • 0000383875 scopus 로고
    • Synthesis of Some Polyfunctionalized Bicyclo[3.3.1]Nonane-2,9-Diones and Bicyclo[4.3.1]Decane-2,9-Dione
    • Hardin, K. E.; Clement, B. A.; Moreno, L.; Peter-Kalinic, J. Synthesis of Some Polyfunctionalized Bicyclo[3.3.1]Nonane-2,9-Diones and Bicyclo[4.3.1]Decane-2,9-Dione. J. Org. Chem. 1981, 46, 940-948.
    • (1981) J. Org. Chem. , vol.46 , pp. 940-948
    • Hardin, K.E.1    Clement, B.A.2    Moreno, L.3    Peter-Kalinic, J.4
  • 63
    • 1642506348 scopus 로고    scopus 로고
    • note
    • Chemical and biological data for this compound are described in the Supporting Information.
  • 65
    • 1642465577 scopus 로고
    • Synthesis of 2-Allyl-2-Ethylsuccinic Anhydride
    • Hajicek, J.; Trojanek, J. Synthesis of 2-Allyl-2-Ethylsuccinic Anhydride. Collect. Czech. Chem. Commun. 1981, 46, 1262-1271.
    • (1981) Collect. Czech. Chem. Commun. , vol.46 , pp. 1262-1271
    • Hajicek, J.1    Trojanek, J.2
  • 66
    • 84985659431 scopus 로고
    • A Flexible Synthesis of Methyl 4-Oxobutanoates and Their Derivatives
    • Thomas, K.; Janowitz, A.; Reissig, H.-U. A Flexible Synthesis of Methyl 4-Oxobutanoates and Their Derivatives. Synthesis 1990, 43-47.
    • (1990) Synthesis , pp. 43-47
    • Thomas, K.1    Janowitz, A.2    Reissig, H.-U.3
  • 68
    • 0017108165 scopus 로고
    • Stereochemical Studies of Adrenergic Drugs. Optically Active Derivatives of Imidazolines
    • Miller, D. D., Hsu, F.-L., Ruffolo, R. R., Patil, P. N. Stereochemical Studies of Adrenergic Drugs. Optically Active Derivatives of Imidazolines. J. Med. Chem. 1976, 19, 1382-1384.
    • (1976) J. Med. Chem. , vol.19 , pp. 1382-1384
    • Miller, D.D.1    Hsu, F.-L.2    Ruffolo, R.R.3    Patil, P.N.4
  • 69
    • 1642424430 scopus 로고
    • The Synthesis of 9-Azasteroids-II. Synthesis of β-cyano- and β-carbethoxy-3- and 4-oxo-1,2,3,4,5,6-hexahydro benzo[C]quinolizine
    • Jones, G.; Wood, J. The Synthesis of 9-Azasteroids-II. Synthesis of β-cyano- and β-carbethoxy-3- and 4-oxo-1,2,3,4,5,6-hexahydro benzo[C]quinolizine. Tetrahedron 1965, 21, 2961-2966.
    • (1965) Tetrahedron , vol.21 , pp. 2961-2966
    • Jones, G.1    Wood, J.2
  • 70
    • 1642424432 scopus 로고
    • Synthesis of β-Methyladipic Acid
    • Noyes, W. A.; Irving, J. C. Synthesis of β-Methyladipic Acid J. Am. Chem. Soc. 1903, 25, 1093-1096.
    • (1903) J. Am. Chem. Soc. , vol.25 , pp. 1093-1096
    • Noyes, W.A.1    Irving, J.C.2
  • 71
    • 0026713372 scopus 로고
    • Synthesis and Antibacterial Activity of Novel 6-Fluoro-7-(gem-disubstituted-piperazin-1-yl)-Quinolines
    • Chu, D. T.; Claiborne, A. K.; Clement, J. J.; Plattner, J. J. Synthesis and Antibacterial Activity of Novel 6-Fluoro-7-(gem-disubstituted-piperazin-1-yl)-Quinolines. Can. J. Chem. 1992, 70, 1328-1337.
    • (1992) Can. J. Chem. , vol.70 , pp. 1328-1337
    • Chu, D.T.1    Claiborne, A.K.2    Clement, J.J.3    Plattner, J.J.4
  • 72
    • 1642424434 scopus 로고    scopus 로고
    • N-Substituted Lactams. Patent US 3,459,738, 1969
    • Morren, H. N-Substituted Lactams. Patent US 3,459,738, 1969.
    • Morren, H.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.