6-Chloro-2,3,4,5-tetrahydro-3-methyl-1H-3-benzazepine: a potent and selective antagonist of .alpha.2-adrenoceptors

Journal of Medicinal Chemistry
1983.0

Abstract

During the last decade much evidence has accumulated that supports the concept that in addition to the classical postsynaptic α₁-adrenoceptors that mediate the responses of effector organs to norepinephrine, there are also α₂-receptors located presynaptically on noradrenergic nerve terminals. These receptors are part of a negative feedback mechanism that modulates the release of norepinephrine in the periphery and the central nervous system. More generally, these α₂-receptors can be differentiated from the α₁-receptor by their specificity toward a series of agonists and antagonists. This pharmacological classification is independent of anatomical distribution. Such a subclassification of α-adrenoceptors opens new possibilities for drug discovery through the development of agonists or antagonists having a high degree of selectivity for each receptor subtype. We report here the synthesis and preliminary characterization of a novel and selective α₂-antagonist, 6-chloro-2,3,4,5-tetrahydro-3-methyl-1H-3-benzazepine (SK&F 86466).

Knowledge Graph

Similar Paper

6-Chloro-2,3,4,5-tetrahydro-3-methyl-1H-3-benzazepine: a potent and selective antagonist of .alpha.2-adrenoceptors
Journal of Medicinal Chemistry 1983.0
Development of an affinity ligand for purification of .alpha.2-adrenoceptors from human platelet membranes
Journal of Medicinal Chemistry 1984.0
N-(1,3,4,6,7,12b-hexahydro-2H-benzo[b]furo[2,3-a]quinolizin-2-yl)-N-methyl-2-hydroxyethanesulfonamide: a potent and selective .alpha.2-adrenoceptor antagonist
Journal of Medicinal Chemistry 1985.0
Separation of potent central and renal dopamine agonist activity in substituted 6-chloro-2,3,4,5-tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepines
Journal of Medicinal Chemistry 1980.0
(8a.alpha.,12a.alpha.,13a.alpha.)-5,8,8a,9,10,11,12,12a,13,13a,-Decahydro-3-methoxy-12-(methylsulfonyl)-6H-isoquino[2,1-g][1,6]naphthyridine, a potent and highly selective .alpha.2-adrenoceptor antagonist
Journal of Medicinal Chemistry 1989.0
Berbanes: a new class of selective .alpha.2-adrenoceptor antagonists
Journal of Medicinal Chemistry 1987.0
4-Amino-6-chloro-2-piperazinopyrimidines with selective affinity for .alpha.2-adrenoceptors
Journal of Medicinal Chemistry 1986.0
6-(Phenylthio)-substituted 2,3,4,5-tetrahydro-1H-3-benzazepines, a novel class of dopamine receptor antagonists and neuroleptics
Journal of Medicinal Chemistry 1980.0
Dopamine receptor agonists: 3-allyl-6-chloro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-1H-3-benzazepine-7,8-diol and a series of related 3-benzazepines
Journal of Medicinal Chemistry 1986.0
4-Amino-2-[4-[1-(benzyloxycarbonyl)-2(S)- [[(1,1-dimethylethyl)amino]carbonyl]- piperazinyl]-6,7-dimethoxyquinazoline (L-765,314):  A Potent and Selective α<sub>1b</sub> Adrenergic Receptor Antagonist
Journal of Medicinal Chemistry 1998.0