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Volumn 42, Issue 9, 1999, Pages 1556-1575

Novel potent and selective central 5-HT3 receptor ligands provided with different intrinsic efficacy. 2. Molecular basis of the intrinsic efficacy of arylpiperazine derivatives at the central 5-HT3 receptors

Author keywords

[No Author keywords available]

Indexed keywords

2 (4 METHYL 1 PIPERAZINYL)INDENO[1,2,3 DE]QUINOLINE; 4 (4 METHYLPIPERAZINYL)BENZOISOQUINOLINE; 5,6 DIHYDRO 4 (4 METHYL 1 PIPERAZINYL)BENZOISOQUINOLINE; 6 (4 METHYL 1 PIPERZINYL) 7,8,8A,9,10,11,12,12A OCTAHYDROBENZOPHENANTHRIDINE; 7,8 DIHYDRO 6 (4 METHYL 1 PIPERAZINYL)THIENO[2,3 K]PHENANTHRIDINE; GRANISETRON; GUANIDINE; N,N DIPROPYL 2 (4 METHYL 1 PIPERAZINYL)INDENO[1,2,3 DE]QUINOLINE 1 CARBOXAMIDE; PIPERAZINE DERIVATIVE; QUIPAZINE; SEROTONIN 3 AGONIST; SEROTONIN 3 ANTAGONIST; SEROTONIN 3 RECEPTOR; UNCLASSIFIED DRUG;

EID: 0033529018     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm981112s     Document Type: Article
Times cited : (40)

References (54)
  • 1
    • 0028309939 scopus 로고
    • Molecular pharmacology of serotonin receptors
    • (a) Hartig, P. R. Molecular Pharmacology of Serotonin Receptors. Experientia, Suppl. 1994, 71P, 93-102.
    • (1994) Experientia, Suppl. , vol.71 P , pp. 93-102
    • Hartig, P.R.1
  • 5
    • 0025891732 scopus 로고
    • 3 receptors in rat cerebral cortex and nucleus accumbens
    • 3 Receptors in Rat Cerebral Cortex and Nucleus Accumbens. Br. J. Pharmacol. 1991, 103, 1790-1794.
    • (1991) Br. J. Pharmacol. , vol.103 , pp. 1790-1794
    • Paudice, P.1    Raiteri, M.2
  • 7
    • 0023121855 scopus 로고
    • Pharmacological characterization of 5-hydroxytryptamine-induced depolarization of the rat isolated vagus nerve
    • (a) Ireland, S. J.; Tyers, M. B. Pharmacological Characterization of 5-Hydroxytryptamine-Induced Depolarization of the Rat Isolated Vagus Nerve. Br. J. Pharmacol. 1987, 90, 229-238.
    • (1987) Br. J. Pharmacol. , vol.90 , pp. 229-238
    • Ireland, S.J.1    Tyers, M.B.2
  • 8
    • 0023074764 scopus 로고
    • Further studies on the blockade of 5-HT depolarizations of rabbit vagal afferent and sympathetic ganglion cells by MDL 72222 and other antagonists
    • (b) Round, A.; Wallis, D. I. Further Studies on the Blockade of 5-HT Depolarizations of Rabbit Vagal Afferent and Sympathetic Ganglion Cells by MDL 72222 and Other Antagonists. Neuropharmacology 1987, 26, 39-48.
    • (1987) Neuropharmacology , vol.26 , pp. 39-48
    • Round, A.1    Wallis, D.I.2
  • 15
    • 0442283586 scopus 로고
    • A versatile new enammine synthesis
    • White, W. A.; Weingarten, J. J. A Versatile New Enammine Synthesis. J. Org. Chem. 1967, 32, 213-214.
    • (1967) J. Org. Chem. , vol.32 , pp. 213-214
    • White, W.A.1    Weingarten, J.J.2
  • 16
    • 0001096453 scopus 로고
    • Preparation of highly substituted 2-pyridones by reaction of vinyl isocyanates and enamines
    • Rigby, J. H.; Balasubramanian, N. Preparation of Highly Substituted 2-Pyridones by Reaction of Vinyl Isocyanates and Enamines. J. Org. Chem. 1989, 54, 224-228.
    • (1989) J. Org. Chem. , vol.54 , pp. 224-228
    • Rigby, J.H.1    Balasubramanian, N.2
  • 17
    • 84985247499 scopus 로고
    • Novel synthesis of pyridine derivatives
    • and references therein
    • (a) Eloy, F.; Deryckere, A. Novel Synthesis of Pyridine Derivatives. J. Heterocycl. Chem. 1970, 7, 1191-1193 and references therein.
    • (1970) J. Heterocycl. Chem. , vol.7 , pp. 1191-1193
    • Eloy, F.1    Deryckere, A.2
  • 18
    • 0344200789 scopus 로고
    • Sur une méthode nouvelle de synthèse des aza-2 phénanthrènes (benzo[f]isoquinoléines)
    • (b) Eloy, F.; Deryckere, A. Sur une Méthode Nouvelle de Synthèse des Aza-2 Phénanthrènes (Benzo[f]isoquinoléines). (New Method of Synthesizing 2-Azaphenanthrenes (Benzo[f]-isoquinolines)). Chim. Ther. 1971, 6, 48-49.
    • (1971) Chim. Ther. , vol.6 , pp. 48-49
    • Eloy, F.1    Deryckere, A.2
  • 19
    • 0029565796 scopus 로고
    • An improved synthesis of 5-ethenyl-4a-methyl-2-oxo-2,3,4,4a,7,8-hexahydronaphthalene and similar 1,3-dienes using palladium catalyzed cross-coupling methology
    • Pal, K. An Improved Synthesis of 5-Ethenyl-4a-methyl-2-oxo-2,3,4,4a,7,8-hexahydronaphthalene and Similar 1,3-Dienes Using Palladium Catalyzed Cross-Coupling Methology. Synthesis 1995, 1485-1487.
    • (1995) Synthesis , pp. 1485-1487
    • Pal, K.1
  • 21
    • 0141786350 scopus 로고
    • Lactones. IX. Reactions of highly conjugated butenolides under Friedel - Crafts conditions. Synthesis of polynuclear and aryl-substituted butadiene carboxylic acids
    • Filler, R.; Leipold, H. A. Lactones. IX. Reactions of Highly Conjugated Butenolides under Friedel - Crafts Conditions. Synthesis of Polynuclear and Aryl-substituted Butadiene Carboxylic Acids. J. Org. Chem. 1962, 27, 4440-4443.
    • (1962) J. Org. Chem. , vol.27 , pp. 4440-4443
    • Filler, R.1    Leipold, H.A.2
  • 22
    • 0026369128 scopus 로고
    • Synthesis and 5-HT receptor binding studies of some 3-substituted-2-(4-methyl-1-piperazinyl)-4-phenylquinolines
    • (a) Anzini, M.; Cappelli, A.; Vomero, S.; Campiani, G. Synthesis and 5-HT Receptor Binding Studies of some 3-Substituted-2-(4-methyl-1-piperazinyl)-4-phenylquinolines. Farmaco 1991, 46, 1435-1447.
    • (1991) Farmaco , vol.46 , pp. 1435-1447
    • Anzini, M.1    Cappelli, A.2    Vomero, S.3    Campiani, G.4
  • 24
    • 0000746580 scopus 로고
    • Ortho functionalization of N-(tert-butoxycarbonyl)aniline
    • Muchowski, J. M.; Venuti, M. C. Ortho Functionalization of N-(tert-Butoxycarbonyl)aniline. J. Org. Chem. 1980, 45, 4798-4801.
    • (1980) J. Org. Chem. , vol.45 , pp. 4798-4801
    • Muchowski, J.M.1    Venuti, M.C.2
  • 25
    • 84960235560 scopus 로고
    • 3-catalysed rearrangement of 4-phenyl-2,3-dihydrofuro[2,3-b]quinolines. A new route to the 5,6-benzophenanthridine system
    • 3-Catalysed Rearrangement of 4-Phenyl-2,3-dihydrofuro[2,3-b]quinolines. A New Route to the 5,6-Benzophenanthridine System. Synthesis 1977, 768-770.
    • (1977) Synthesis , pp. 768-770
    • Paramasivam, K.1    Ramasamy, K.2    Shanmugam, P.3
  • 26
    • 0008725996 scopus 로고
    • Synthesis, nitration and oxidation of 3-azafluoranthene
    • Koelsch, C. F.; Steinhauer, A. F. Synthesis, Nitration and Oxidation of 3-Azafluoranthene. J. Org. Chem. 1953, 18, 1516-1522.
    • (1953) J. Org. Chem. , vol.18 , pp. 1516-1522
    • Koelsch, C.F.1    Steinhauer, A.F.2
  • 28
    • 0345494530 scopus 로고    scopus 로고
    • QUANTA/CHARMm, 1996 Molecular Simulations Inc., 16 New England Executive Park, Burlington, MA 01803-5297
    • QUANTA/CHARMm, 1996 Molecular Simulations Inc., 16 New England Executive Park, Burlington, MA 01803-5297.
  • 29
    • 0001321370 scopus 로고
    • QSPR: The correlation and quantitative prediction of chemical and physical properties from structure
    • Katritzky, A R.; Lobanov, V. S.; Karelson, M. QSPR: The Correlation and Quantitative Prediction of Chemical and Physical Properties from Structure. Chem. Soc. Rev. 1995, 279-287.
    • (1995) Chem. Soc. Rev. , pp. 279-287
    • Katritzky, A.R.1    Lobanov, V.S.2    Karelson, M.3
  • 31
    • 18144404059 scopus 로고    scopus 로고
    • Correlation of boiling points with molecular structure. 1. A training set of 298 diverse organics and a test set of 9 simple inorganics
    • Katritzky, A R.; Mu, L.; Lobanov, V. S.; Karelson, M. Correlation of Boiling Points with Molecular Structure. 1. A Training Set of 298 Diverse Organics and a Test Set of 9 Simple Inorganics. J. Phys. Chem. 1996, 100, 10400-10407.
    • (1996) J. Phys. Chem. , vol.100 , pp. 10400-10407
    • Katritzky, A.R.1    Mu, L.2    Lobanov, V.S.3    Karelson, M.4
  • 33
    • 0024477855 scopus 로고
    • 3 binding sites in rat brain cortical membranes
    • 3 Binding Sites in Rat Brain Cortical Membranes. Biochem. Pharmacol. 1989, 38, 1693-1695.
    • (1989) Biochem. Pharmacol. , vol.38 , pp. 1693-1695
    • Nelson, D.R.1    Thomas, D.R.2
  • 36
    • 0019155974 scopus 로고
    • Use of molecular negentropy to encode structure governing biological activity
    • Kier, L. B. Use of Molecular Negentropy to Encode Structure Governing Biological Activity. J. Pharm. Sci. 1980, 69, 807-810.
    • (1980) J. Pharm. Sci. , vol.69 , pp. 807-810
    • Kier, L.B.1
  • 37
    • 0001728908 scopus 로고    scopus 로고
    • Quantum-chemical descriptors in QSAR/QSPR studies
    • and references cited therein
    • Karelson, M.; Lobanov, V. S.; Katritzky, A. R. Quantum-Chemical Descriptors in QSAR/QSPR Studies. Chem. Rev. 1996, 96, 1027-1043 and references cited therein.
    • (1996) Chem. Rev. , vol.96 , pp. 1027-1043
    • Karelson, M.1    Lobanov, V.S.2    Katritzky, A.R.3
  • 38
    • 0000532443 scopus 로고    scopus 로고
    • Use of the supermolecule approach to derive molecular similarity descriptors for QSAR analysis
    • Cocchi, M.; De Benedetti, P. G. Use of the Supermolecule Approach to Derive Molecular Similarity Descriptors for QSAR Analysis. J. Mol. Model. 1998, 4, 113-131.
    • (1998) J. Mol. Model. , vol.4 , pp. 113-131
    • Cocchi, M.1    De Benedetti, P.G.2
  • 39
    • 10344253046 scopus 로고
    • Development and use of charged partial surface area structural descriptors in computer-assisted quantitative structure-propertiy relationship studies
    • Stanton, D. T.; Jurs, P. C. Development and Use of Charged Partial Surface Area Structural Descriptors in Computer-Assisted Quantitative Structure-Propertiy Relationship Studies. Anal. Chem. 1990, 62, 2323-2329.
    • (1990) Anal. Chem. , vol.62 , pp. 2323-2329
    • Stanton, D.T.1    Jurs, P.C.2
  • 40
    • 0021892571 scopus 로고
    • 3H]8-hydroxy-2-(di-n-propylamino)-tetralin binding to pre- and postsynaptic 5-hydroxytryptamine sites in various region of the rat brain
    • 3H]8-Hydroxy-2-(di-n-propylamino)-tetralin Binding to Pre- and Postsynaptic 5-Hydroxytryptamine Sites in Various Region of the Rat Brain. J. Neurochem. 1985, 44, 1685-1696.
    • (1985) J. Neurochem. , vol.44 , pp. 1685-1696
    • Hall, M.D.1    El Mestikawy, S.2    Emerit, M.B.3    Pichat, L.4    Hamon, M.5    Gozlan, M.6
  • 41
    • 0022514849 scopus 로고
    • 1C binding sites in rat frontal cortex
    • 1C Binding Sites in Rat Frontal Cortex. J. Neurochem. 1988, 47, 529-540.
    • (1988) J. Neurochem. , vol.47 , pp. 529-540
    • Peroutka, S.J.1
  • 46
    • 0032482376 scopus 로고    scopus 로고
    • Arylpiperazines with serotonin-3 antagonist activity: A comparative molecular field analysis
    • Morreale, A.; Gàlvez-Ruano, E.; Iriepa-Canalda, I.; Boyd, D. B. Arylpiperazines with Serotonin-3 Antagonist Activity: A Comparative Molecular Field Analysis. J. Med. Chem. 1998, 41, 2029-2039.
    • (1998) J. Med. Chem. , vol.41 , pp. 2029-2039
    • Morreale, A.1    Gàlvez-Ruano, E.2    Iriepa-Canalda, I.3    Boyd, D.B.4
  • 47
    • 0345063038 scopus 로고
    • Trasformazione di indoni in derivati della chinolina e della isochinolina. Nota I
    • Marsili, A. Trasformazione di Indoni in Derivati della Chinolina e della Isochinolina. Nota I. (Conversion of Indones to Quinoline and Isoquinoline Derivatives. I.) Ann. Chim. 1962, 52, 3-16.
    • (1962) Ann. Chim. , vol.52 , pp. 3-16
    • Marsili, A.1
  • 48
    • 0010440605 scopus 로고
    • Cycloadditions of 1,2-dihydrocyclobuta[c]quinolin-3(4H)ones to olefins. New aza-analogues of ortho-quinodimethanes
    • Kaneko, C.; Naito, T.; Ito, M. Cycloadditions of 1,2-Dihydrocyclobuta[c]quinolin-3(4H)ones to Olefins. New Aza-Analogues of ortho-Quinodimethanes. Tetrahedron Lett. 1980, 21, 1645-1648.
    • (1980) Tetrahedron Lett. , vol.21 , pp. 1645-1648
    • Kaneko, C.1    Naito, T.2    Ito, M.3
  • 49
    • 0345494525 scopus 로고
    • Photolysis of 4-phenyl-3-vinylquinolines; a facile new route to the benzo(κ)phenanthridine system
    • Veeramani, K.; Paramasivam, K.; Ramakrishnasubramanian, S.; Shanmugam, P. Photolysis of 4-Phenyl-3-vinylquinolines; A Facile New Route to the Benzo(κ)phenanthridine System. Synthesis 1978, 855-857.
    • (1978) Synthesis , pp. 855-857
    • Veeramani, K.1    Paramasivam, K.2    Ramakrishnasubramanian, S.3    Shanmugam, P.4
  • 51
    • 0004150157 scopus 로고    scopus 로고
    • Siemens Industrial Automation Inc.: Madison, WI
    • SHELXTL PC, version 5; Siemens Industrial Automation Inc.: Madison, WI, 1994.
    • (1994) SHELXTL PC, Version 5
  • 52
    • 0018001339 scopus 로고
    • Simultaneous analysis of families of sigmoidal curves: Application to bioassay, radioligand assay and physiological dose-response curves
    • De Lean, K. W.; Munson, P. J.; Rodbard, D. Simultaneous Analysis of Families of Sigmoidal Curves: Application to Bioassay, Radioligand Assay and Physiological Dose-Response Curves. Am. J. Physiol. 1978, 235, E97-E102.
    • (1978) Am. J. Physiol. , vol.235
    • De Lean, K.W.1    Munson, P.J.2    Rodbard, D.3


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