Patent TW-I255266-B (TW)
Title: Benzodiazepine derivatives
Inventor: ADAM GEO
IPC: C07D409/04
Filed: 2000-10-06
Granted: 2006-05-21
Abstract: The present invention relates to compounds of general formula, wherein X is a single bond or an ethynediyl group, wherein, in case X is single bond, R1 is halogen or phenyl which is optionally substituted with halogen, lower alkyl, halo-lower alkyl, lower alkoxy, halo-lower alkoxy, or cyano; in case X is an ethynediyl group, R1 is phenyl, optionally substituted with halogen, lower alkyl, halo-lower alkyl, lower cycloalkyl, lower alkoxy or halo-lower alkoxy; R2 is halogen; hydroxy; lower alkyl; lower halo-alkyl; lower alkoxy; hydroxymethyl; hydroxyethoxy; lower alkoxy-(ethoxy)n (n=1 to 4); lower alkoxymethyl; cyanomethoxy; morpholine-4-yl; thiomorpholine-4-yl; 1-oxothiomorpholine-4-yl; 1,1-dioxothiomorpholine-4-yl; 4-oxo-piperidine-1-yl; 4-alkoxy-piperidine-1-yl; 4-hydroxy-piperidine-1-yl; 4-hydroxyethoxy-piperidine-1-yl; 4-lower alkyl-piperazine-1-yl; alkoxycarbonyl; 2-dialkylamino-ethylsulfanyl-; N,N-bis lower alkylamino lower alkyl; carbamoylmethyl; alkylsulfonyl; lower alkoxycarbonyl-lower alkyl; alkylcarboxy-lower alkyl; carboxy-lower alkyl; alkoxycarbonylmethylsulfanyl; carboxymethylsulfanyl; 1,4-dioxa-8-aza-spiro[4.5]dec-8-yl; carboxy-lower alkoxy; cyano-lower alkyl; 2,3-dihydroxy-lower alkoxy; carbamoylmethoxy; 2-oxo-[1,3]-dioxolan-4-yl-lower alkoxy; (2-hydroxy-lower alkyl)-lower alkyl amino; hydroxycarbamoyl-lower alkoxy; 2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5c]-pyrrol-5-yl; lower alkoxy-carbamoyl-lower alkoxy; 3R-hydroxy-pyrrolidin-1-yl; 3,4-dihydroxy-pyrrolidin-1-yl; 2-oxo-oxazolidin-3-yl; lower alkyl-carbamoylmethoxy; or aminocarbamoyl-lower alkoxy; R3 is a 5 or 6 membered aryl or heteroaryl which are optionally substituted by halogen; cyano; nitro; azido; hydroxy; carboxy; morpholine-4-carbonyl; carbamoyl; thiocarbamoyl; N-hydroxycarbamoyl; trimethylsilyl-ethynyl; or lower alkyl; lower alkoxy; halo-lower alkyl; 4-lower alkyl-piperazine-l-carbonyl; lower alkylcarbamoyl which are optionally substituted by amino, lower alkylamino, acylamino, oxo, hydroxy; lower alkoxy, lower alkylthio, or carboxy which is optionally esterified or amidated; or an optionally substituted five-membered aromatic heterocycle, which may be optionally substituted by amino, lower alkylamino, acylamino, oxo, hydroxy; lower alkoxy, lower alkylthio, or carboxy which is optionally esterified or amidated, or lower alkyl which is optionally substituted by halogen, amino, lower alkylamino, acylamino, hydroxy, lower alkoxy, lower alkylthio, acyloxy, lower alkenoyl, lower alkylsulfinyl, lower alkylsulfonyl, cycloalkylsulfinyl, cycloalkylsulfonyl, hydroxyimino, alkoxyimino, carboxy which is optionally esterified or amidated, lower alkenyl, oxo, cyano, carbamoyloxy, sulfamoyl which is optionally substituted by lower alkyl, or amidino which is optionally substituted by lower alkyl, -C(NRR')=NR"" (where R, R' and R"" are hydrogen or lower alkyl) and their pharmaceutically acceptable addition salts. The compounds according to the present invention can be used for treating or preventing acute and/or chronic neurological disorders such as psychosis, schizophrenia, Alzheimer's disease, cognitive disorders and memory deficits.