135301-47-2Relevant academic research and scientific papers
Synthesis and structure-activity analysis of 2-(4-chlorophenyl)-5,6-dihydrothienothiepinopyridazin-3(2H)-ones as ligands for benzodiazepine receptors
Tanaka, H.,Kirihara, S,Yasumatsu, H.,Yakushiji, T.,Nakao, T.
, p. 859 - 868 (2007/10/03)
A series of 2-(4-chlorophenyl)-5,6-dihydrothienothiepinopyridazin-3(2H)-ones were synthesized and evaluated in vitro for their affinity toward benzodiazepine receptors (BZRs) in rats and for their intrinsic efficacy in the augmentation of the γ-aminobutyric acid (GABA)-induced chloride currents in the dissociated frog sensory neurons.Compounds in wich the 9-position of the condensed-ring system was substituted with alkyl group or bromine had a high affinity toward BZRs.The substituents at the same position also influenced significantly the GABA-induced chloride currents.As the result, 9-alkyl and 9-bromo substutuents would interact with the lipophilic area of BZRs.A series of 2-(4-chlorophenyl)-5,6-dihydrothienothiepinopyridazin-3(2H)-ones exhibited partial and full agonistic activities toward BZRs. benzodiazepine receptor / γ-aminobutyric acid / partial agonist / full agonist / structure activity relationship
Thiophene compounds and their pharmaceutical uses
-
, (2008/06/13)
Thiophene compounds of the formula: STR1 wherein R1 is hydrogen, nitro, amino, halogen or C1-4 alkyl; R2 is hydrogen, nitro, amino, halogen, C1-4 alkyl, C1-4 haloalkyl, acyl, C2-5 alkoxycarbonyl, C1-4 alkoxy-C1-4 alkyl, aryloxy-C1-4 alkyl, acyloxy-C1-4 alkyl, hydroxy-C1-4 alkyl, acyloxy-C2-5 alkanoyl, C1-4 alkoxy-C2-5 alkanoyl, hydroxy-C2-5 alkanoyl, aryloxy-C2-5 alkanoyl or C2-5 haloalkanoyl; R3 is hydrogen, C1-8 alkyl, hydroxy-C1-4 alkyl, C2-5 alkanoyloxy-C1-4 alkyl, aryl, aryl-C1-4 alkyl, heteroaryl, heteroaryl-C1-4 alkyl or aryl, aryl-C1-4 alkyl, heteroaryl or heteroaryl-C1-4 alkyl substituted by at least one substituent selected from the group consisting of halogen, hydroxy, amino, nitro, cyano, C1-4 alkyl, C1-4 alkoxy, C2-5 alkanoylamino, C1-4 haloalkyl, acyloxy, C2-5 alkoxycarbonyl and carboxyl on the aromatic ring; m is 0, 1 or 2; n is 1 or 2; the bond represented by---- is a single bond or a double bond. Thiophene compounds (I) are useful as antianxiety drugs, hypnotics, antiepileptic drugs or nootropics. Thiophene compounds (II) are useful as intermediates for said thiophene compounds (I).
