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Volumn 46, Issue 18, 2003, Pages 3822-3839

Synthesis and pharmacological evaluation of potent and highly selective D3 receptor ligands: Inhibition of cocaine-seeking behavior and the role of dopamine D3/D2 receptors

Author keywords

[No Author keywords available]

Indexed keywords

2 (2 METHOXY 1,4 BENZODIOXAN 2 YL) 2 IMIDAZOLINE; 2 DIPROPYLAMINO 7 HYDROXYTETRALIN; 2 DIPROPYLAMINO 8 HYDROXYTETRALIN; 8 CHLORO 2,3,4,5 TETRAHYDRO 3 METHYL 5 PHENYL 1H 3 BENZAZEPIN 7 OL HYDROGEN MALEATE; ALPHA ADRENERGIC RECEPTOR; BP 897; COCAINE; DICHLOROPHENYLPIPERAZINE; DOPAMINE 2 RECEPTOR; DOPAMINE 3 RECEPTOR; DOPAMINE RECEPTOR BLOCKING AGENT; DOPAMINE RECEPTOR STIMULATING AGENT; GUANOSINE 5' O (3 THIOTRIPHOSPHATE); HALOPERIDOL; HETEROCYCLIC COMPOUND; LIGAND; N [2 [4 (2 METHOXYPHENYL) 1 PIPERAZINYL]ETHYL] N (2 PYRIDYL)CYCLOHEXANECARBOXAMIDE; N [4 [4 (2 METHOXYPHENYL)PIPERAZIN 1 YL]BUTYL] 1,2,3,4 TETRAHYDROPYRAZINO[1,2 A]INDOL 1(2H) ONE; N [4 [4 (2 METHOXYPHENYL)PIPERAZIN 1 YL]BUTYL]BENZO[B]FURAN 2 CARBOXAMIDE; N [4 [4 (2 METHOXYPHENYL)PIPERAZIN 1 YL]BUTYL]INDOLE 2 CARBOXAMIDE; N [4 [4 (2 METHOXYPHENYL)PIPERAZIN 1 YL]BUTYL]ISOQUINOLINE 3 CARBOXAMIDE; N [4 [4 (2 METHOXYPHENYL)PIPERAZIN 1 YL]BUTYL]QUINOLINE 2 CARBOXAMIDE; N [4 [4 (2,4 DICHLOROPHENYL)PIPERAZIN 1 YL]BUTYL] 5 CHLOROINDOLE 2 CARBOXAMIDE; N [4 [4 (2,4 DICHLOROPHENYL)PIPERAZIN 1 YL]BUTYL]INDOLE 2 CARBOXAMIDE; PIPERAZINE DERIVATIVE; PRAZOSIN; QUINPIROLE; RECEPTOR SUBTYPE; SEROTONIN RECEPTOR; SPIPERONE; UNCLASSIFIED DRUG;

EID: 0042921579     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm0211220     Document Type: Article
Times cited : (93)

References (54)
  • 1
    • 0033615028 scopus 로고    scopus 로고
    • Pharmacotherapies for treatment of cocaine abuse: Preclinical aspects
    • Carrol, F. I.; Howell, L. L.; Kuhar, M. J. Pharmacotherapies for treatment of cocaine abuse: preclinical aspects. J. Med. Chem. 1999, 42, 2721-2736.
    • (1999) J. Med. Chem. , vol.42 , pp. 2721-2736
    • Carrol, F.I.1    Howell, L.L.2    Kuhar, M.J.3
  • 5
    • 0022591327 scopus 로고
    • Abstinence symptomatology and psychiatric diagnosis in cocaine abusers. Clinical observations
    • Gawin, F. H.; Kleber, H. D. Abstinence symptomatology and psychiatric diagnosis in cocaine abusers. Clinical observations. Arch. Gen. Psychiatry 1986, 43, 107-113.
    • (1986) Arch. Gen. Psychiatry , vol.43 , pp. 107-113
    • Gawin, F.H.1    Kleber, H.D.2
  • 7
    • 0025853962 scopus 로고
    • Cocaine addiction: Psychology and neurophysiology
    • Gawin, F. H. Cocaine addiction: psychology and neurophysiology. Science 1991, 251, 1580-1586.
    • (1991) Science , vol.251 , pp. 1580-1586
    • Gawin, F.H.1
  • 8
    • 0015621851 scopus 로고
    • Dynamics of drug dependence
    • Wikler, A. Dynamics of drug dependence. Arch. Gen. Psychiatry 1973, 28, 611-616.
    • (1973) Arch. Gen. Psychiatry , vol.28 , pp. 611-616
    • Wikler, A.1
  • 10
    • 0030023451 scopus 로고    scopus 로고
    • Myths about the treatment of addiction
    • O'Brien, C. P.; McLellan, A. T. Myths about the treatment of addiction. Lancet 1996, 347, 237-240.
    • (1996) Lancet , vol.347 , pp. 237-240
    • O'Brien, C.P.1    McLellan, A.T.2
  • 11
    • 0019780124 scopus 로고
    • Reinstatement of cocaine-reinforced responding in the rat
    • De Wit, H.; Stewart, J. Reinstatement of cocaine-reinforced responding in the rat. Psychopharmacology 1981, 75, 134-143.
    • (1981) Psychopharmacology , vol.75 , pp. 134-143
    • De Wit, H.1    Stewart, J.2
  • 12
    • 0030802011 scopus 로고    scopus 로고
    • Lesions of the basolateral amygdala abolish the ability of drug associated cues to reinstate responding during withdrawal from self-administered cocaine
    • Meil, W. M.; See, R. E. Lesions of the basolateral amygdala abolish the ability of drug associated cues to reinstate responding during withdrawal from self-administered cocaine. Behav. Brain Res. 1997, 87, 139-148.
    • (1997) Behav. Brain Res. , vol.87 , pp. 139-148
    • Meil, W.M.1    See, R.E.2
  • 13
    • 0034636046 scopus 로고    scopus 로고
    • Control of cocaine-seeking behavior by drug-associated stimuli in rats: Effects on recovery of extinguished operant-responding and extracellular dopamine levels in amygdala and nucleus accumbens
    • Weiss, F.; Maldonado-Vlaar, C. S.; Parsons, L. H.; Kerr, T. M.; Smith, D. L.; Ben-Shahar, O. Control of cocaine-seeking behavior by drug-associated stimuli in rats: effects on recovery of extinguished operant-responding and extracellular dopamine levels in amygdala and nucleus accumbens. Proc. Natl. Acad. Sci. U.S.A. 2000, 97, 4321-4326.
    • (2000) Proc. Natl. Acad. Sci. U.S.A. , vol.97 , pp. 4321-4326
    • Weiss, F.1    Maldonado-Vlaar, C.S.2    Parsons, L.H.3    Kerr, T.M.4    Smith, D.L.5    Ben-Shahar, O.6
  • 14
    • 0029851654 scopus 로고    scopus 로고
    • Excitotoxic lesions of the basolateral amygdala impair the acquisition of cocaine-seeking behavior under a second schedule of reinforcement
    • Whitelaw, R. B.; Markou, A.; Robbins, T. W.; Everitt, B. J. Excitotoxic lesions of the basolateral amygdala impair the acquisition of cocaine-seeking behavior under a second schedule of reinforcement. Psychopharmacology 1996, 127, 213-224.
    • (1996) Psychopharmacology , vol.127 , pp. 213-224
    • Whitelaw, R.B.1    Markou, A.2    Robbins, T.W.3    Everitt, B.J.4
  • 15
    • 0031903762 scopus 로고    scopus 로고
    • Conditioned changes in dopamine oxidation currents in the nucleus accumbens of rat by stimuli paired with self-administration or yoked-administration of D-amphetamine
    • Di Ciano, P.; Blaha, C. D.; Phillips, A. G. Conditioned changes in dopamine oxidation currents in the nucleus accumbens of rat by stimuli paired with self-administration or yoked-administration of D-amphetamine. Eur. J. Neurosci. 1998, 10, 1121-1127.
    • (1998) Eur. J. Neurosci. , vol.10 , pp. 1121-1127
    • Di Ciano, P.1    Blaha, C.D.2    Phillips, A.G.3
  • 16
    • 0034307461 scopus 로고    scopus 로고
    • Dissociation in conditioned dopamine release in the nucleus accumbens core and shell in response to cocaine cues and during cocaine-seeking behavior in rats
    • Ito, R.; Dalley, J. W.; Howes, S. R.; Robbins, T. W.; Everitt, B. J. Dissociation in conditioned dopamine release in the nucleus accumbens core and shell in response to cocaine cues and during cocaine-seeking behavior in rats. J. Neurosci. 2000, 20, 7849-7495.
    • (2000) J. Neurosci. , vol.20 , pp. 7849-7495
    • Ito, R.1    Dalley, J.W.2    Howes, S.R.3    Robbins, T.W.4    Everitt, B.J.5
  • 17
    • 0025212232 scopus 로고
    • Antagonism of behavioural effects of cocaine by selective dopamine receptor blockers
    • Spealman, R. D. Antagonism of behavioural effects of cocaine by selective dopamine receptor blockers. Psychopharmacology 1990, 101, 142-145.
    • (1990) Psychopharmacology , vol.101 , pp. 142-145
    • Spealman, R.D.1
  • 18
    • 0026787337 scopus 로고
    • Enhanced sensitivity to the behavioural effects of cocaine by selective dopamine receptor blockers
    • (b) Howell, L. L.; Byrd, L. D. Enhanced sensitivity to the behavioural effects of cocaine by selective dopamine receptor blockers. J. Pharmacol. Exp. Ther. 1992, 262, 907-915.
    • (1992) J. Pharmacol. Exp. Ther. , vol.262 , pp. 907-915
    • Howell, L.L.1    Byrd, L.D.2
  • 28
    • 0034712161 scopus 로고    scopus 로고
    • Scope and limitations of the Pd/BINAP-catalyzed amination of aryl bromides
    • Wolfe, J. P.; Buchwald, S. L. Scope and limitations of the Pd/BINAP-catalyzed amination 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
  • 29
    • 0033617331 scopus 로고    scopus 로고
    • Cyclic dipeptides. Synthesis of methyl (R)-6-[(tert-butoxycarbonyl)-amino]-4,5,6,7-tetrahydro-2-methyl-5-oxo-1, 4-thiazepine-3-carboxylate and its hexahydro analogues: Elaboration of a novel ACE/NEP inhibitor
    • Crescenza, A.; Botta, M.; Corelli, F.; Santini, A.; Tafi, A. Cyclic dipeptides. Synthesis of methyl (R)-6-[(tert-butoxycarbonyl)-amino]-4,5,6,7-tetrahydro-2-methyl-5-oxo-1, 4-thiazepine-3-carboxylate and its hexahydro analogues: elaboration of a novel ACE/NEP inhibitor. J. Org. Chem. 1999, 64, 3019-3025.
    • (1999) J. Org. Chem. , vol.64 , pp. 3019-3025
    • Crescenza, A.1    Botta, M.2    Corelli, F.3    Santini, A.4    Tafi, A.5
  • 30
    • 0010338791 scopus 로고
    • Condensed heterotricycles: Pyrrolo[1,2-α]quinoxaline derivatives
    • Nagarajan, K.; Ranga Rao, V.; Venkateswarlu, A. Condensed heterotricycles: pyrrolo[1,2-α]quinoxaline derivatives. Indian J. Chem. 1972, 10, 344-350.
    • (1972) Indian J. Chem. , vol.10 , pp. 344-350
    • Nagarajan, K.1    Ranga Rao, V.2    Venkateswarlu, A.3
  • 31
    • 0035900310 scopus 로고    scopus 로고
    • Total syntheses of conformationally constrained didemnin B analogues. Replacements of N,O-dimethyltyrosine with L-1,2,3,4-tetrahydroisoquinoline and L-1,2,3,4-tetrahydro-7-methoxyisoquinoline
    • Tarver, J. E., Jr.; Pfizenmayer, A. J.; Joullié, M. M. Total syntheses of conformationally constrained didemnin B analogues. Replacements of N,O-dimethyltyrosine with L-1,2,3,4-tetrahydroisoquinoline and L-1,2,3,4-tetrahydro-7-methoxyisoquinoline. J. Org. Chem. 2001, 66, 7575-7587.
    • (2001) J. Org. Chem. , vol.66 , pp. 7575-7587
    • Tarver J.E., Jr.1    Pfizenmayer, A.J.2    Joullié, M.M.3
  • 32
    • 0015505948 scopus 로고
    • Halo sugar nucleosides. Reactions for the chlorination and bromination of nucleoside hydroxyl groups
    • Verheyden, J. P. H.; Moffatt, J. G. Halo sugar nucleosides. Reactions for the chlorination and bromination of nucleoside hydroxyl groups. J. Org. Chem. 1972, 37, 2289-2299.
    • (1972) J. Org. Chem. , vol.37 , pp. 2289-2299
    • Verheyden, J.P.H.1    Moffatt, J.G.2
  • 33
    • 0028205262 scopus 로고
    • An improved procedure for the preparation of the Garner aldehyde and its use for the synthesis of N-protected 1-halo-2-(R)-amino-3-butenes
    • McKillop, A.; Taylor, R. J. K.; Watson, R. J.; Lewis, N. An improved procedure for the preparation of the Garner aldehyde and its use for the synthesis of N-protected 1-halo-2-(R)-amino-3-butenes. Synthesis 1994, 1, 31-33.
    • (1994) Synthesis , vol.1 , pp. 31-33
    • McKillop, A.1    Taylor, R.J.K.2    Watson, R.J.3    Lewis, N.4
  • 35
    • 0024806160 scopus 로고
    • Synthesis of 1,2,3,4-tetrahydropyrazino[1,2-a]indoles and ethyl 1-(2-amino-ethyl)indole-2-carboxylates
    • Rajur, S. B.; Merwade A. Y.; Flendi S. B.; Basanagoudar I. D. Synthesis of 1,2,3,4-tetrahydropyrazino[1,2-a]indoles and ethyl 1-(2-amino-ethyl)indole-2-carboxylates. Indian J. Chem. 1989, 28B, 1065-1068.
    • (1989) Indian J. Chem. , vol.28 B , pp. 1065-1068
    • Rajur, S.B.1    Merwade, A.Y.2    Flendi, S.B.3    Basanagoudar, I.D.4
  • 36
    • 33845555740 scopus 로고
    • Mechanism of sodium borohydride-cobaltous boride reductions
    • Heinzman, S. W.; Ganem, B. Mechanism of sodium borohydride-cobaltous boride reductions. J. Am. Chem. Soc. 1982, 104, 6801-6802.
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 6801-6802
    • Heinzman, S.W.1    Ganem, B.2
  • 38
    • 0034605131 scopus 로고    scopus 로고
    • Phenyloxazoles and phenylthiazoles as benzamide bioisosteres: Synthesis and dopamine receptor binding profiles
    • Einsiedel, J.; Thomas, C.; Hübner, H.; Gmeiner, P. Phenyloxazoles and phenylthiazoles as benzamide bioisosteres: synthesis and dopamine receptor binding profiles. Bioorg. Med. Chem. Lett. 2000, 10, 2041-2044.
    • (2000) Bioorg. Med. Chem. Lett. , vol.10 , pp. 2041-2044
    • Einsiedel, J.1    Thomas, C.2    Hübner, H.3    Gmeiner, P.4
  • 39
    • 0036584948 scopus 로고    scopus 로고
    • Psychomotor stimulant addiction: A neural systems perspective
    • Everitt, B. J.; Wolf, M. E. Psychomotor stimulant addiction: a neural systems perspective. J. Neurosci. 2002, 22, 3312-3320.
    • (2002) J. Neurosci. , vol.22 , pp. 3312-3320
    • Everitt, B.J.1    Wolf, M.E.2
  • 45
    • 0032545813 scopus 로고    scopus 로고
    • 35S]-GTPγS binding in rat hippocampal membranes
    • 35S]-GTPγS binding in rat hippocampal membranes. Eur. J. Pharmacol. 1998, 343, 303-312.
    • (1998) Eur. J. Pharmacol. , vol.343 , pp. 303-312
    • Alper, R.H.1    Nelson, D.L.2
  • 47
    • 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
  • 49
    • 0000615577 scopus 로고
    • Intravenous drug self-administration techniques in animals
    • Sahgal, E. A., Ed; Oxford IRL Press: Oxford
    • Caine, S. B.; Lintz, R.; Koob, G. F. Intravenous drug self-administration techniques in animals. In Behavioral Neuroscience: A Practical Approach; Sahgal, E. A., Ed; Oxford IRL Press: Oxford, 1993; pp 117-143.
    • (1993) Behavioral Neuroscience: A Practical Approach , pp. 117-143
    • Caine, S.B.1    Lintz, R.2    Koob, G.F.3
  • 50
    • 0000051486 scopus 로고
    • Derivation of force fields for molecular mechanics and dynamics from ab initio energy surfaces
    • Maple, J. R.; Diniur, U.; Hagler, A. T. Derivation of force fields for molecular mechanics and dynamics from ab initio energy surfaces. Proc. Natl. Acad. Sci. U.S.A. 1988, 85, 5350-5354.
    • (1988) Proc. Natl. Acad. Sci. U.S.A. , vol.85 , pp. 5350-5354
    • Maple, J.R.1    Diniur, U.2    Hagler, A.T.3
  • 52
    • 0007882409 scopus 로고
    • Unconstrained optimization
    • John Wiley & Sons: New York
    • Fletcher, R. Unconstrained Optimization. In Practical Methods of Optimization; John Wiley & Sons: New York, 1980; Vol. 1.
    • (1980) Practical Methods of Optimization , pp. 1
    • Fletcher, R.1
  • 53
    • 0025390935 scopus 로고
    • MOPAC: A semiempirical molecular orbital program
    • (a) Stewart, J. J. P. MOPAC: A Semiempirical Molecular Orbital Program J. Comput.-Aided Mol. Des. 1990, 4, 1-105.
    • (1990) J. Comput.-Aided Mol. Des. , vol.4 , pp. 1-105
    • Stewart, J.J.P.1


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