FIELD: organic chemistry, medicine, endocrinology.
SUBSTANCE: invention relates to novel compounds representing C-glycoside derivatives and their salts of the formula: wherein ring A represents (1) benzene ring; (2) five- or six-membered monocyclic heteroaryl ring comprising 1, 2 or 4 heteroatoms chosen from nitrogen (N) and sulfur (S) atoms but with exception of tetrazoles, or (3) unsaturated nine-membered bicyclic heterocycle comprising 1 heteroatom representing oxygen atom (O); ring B represents (1) unsaturated eight-nine-membered bicyclic heterocycle comprising 1 or 2 heteroatoms chosen from N, S and O; (2) saturated or unsaturated five- or six-membered monocyclic heterocycle comprising 1 or 2 heteroatoms chosen from N, S and O; (3) unsaturated nine-membered bicyclic carbocycle, or (4) benzene ring; X represents a bond or lower alkylene wherein values for ring A, ring B and X correlate so manner that (1) when ring A represents benzene ring then ring B is not benzene ring, or (2) when ring A represents benzene ring and ring B represents unsaturated eight-nine-membered bicyclic heterocycle comprising 1 or 2 heteroatoms chosen from N, S and O and comprising benzene ring or unsaturated nine-membered bicyclic carbocycle comprising benzene ring then X is bound to ring B in moiety distinct from benzene ring comprised in ring B; each among R1-R4 represents separately hydrogen atom, -C(=O)-lower alkyl or lower alkylene-aryl; each R5-R11 represents separately hydrogen atom, lower alkyl, halogen atom, -OH, =O, -NH2, halogen-substituted lower alkyl-sulfonyl, phenyl, saturated six-membered monocyclic heterocycle comprising 1 or 2 heteroatoms chosen from N and O, lower alkylene-OH, lower alkyl, -COOH, -CN, -C(=O)-O-lower alkyl, -O-lower alkyl, -O-cycloalkyl, -O-lower alkylene-OH, -O-lower alkylene-O-lower alkyl, -O-lower alkylene-COOH, -O-lower alkylene-C(=O)-O-lower alkyl, -O-lower alkylene-C(=O)-NH2, -O-lower alkylene-C(=O)-N-(lower alkyl)2, -O-lower alkylene-CH(OH)-CH2(OH), -O-lower alkylene-NH, -O-lower alkylene-NH-lower alkyl, -O-lower alkylene-N-(lower alkyl)2, -O-lower alkylene-NH-C(=O)-lower alkyl, -NH-lower alkyl, -N-(lower alkyl)2, -NH-lower alkylene-OH or NH-C(=O)-lower alkyl. Indicated derivatives can be used as inhibitor of co-transporter of Na+-glucose and especially as a therapeutic and/or prophylactic agent in diabetes mellitus, such as insulin-dependent diabetes mellitus (diabetes mellitus 1 type) and non-insulin-dependent diabetes mellitus (diabetes mellitus 2 type), and in diseases associated with diabetes mellitus, such as insulin-resistant diseases and obesity.
EFFECT: valuable medicinal properties of compounds.
11 cl, 41 tbl, 243 ex
Title | Year | Author | Number |
---|---|---|---|
AZULENE DERIVATIVE, PHARMACEUTICAL COMPOSITION BASED ON THEREOF AND METHOD FOR TREATMENT OF DIABETES MELLITUS | 2003 |
|
RU2295522C2 |
C-PHENYL GLYCITOL COMPOUND FOR TREATING DIABETES | 2007 |
|
RU2437876C2 |
SPIROKETAL DERIVATIVES AND USE THEREOF AS MEDICINAL AGENT AGAINST DIABETES | 2006 |
|
RU2416617C2 |
1-THIO-D-GLUCITOL DERIVATIVES | 2006 |
|
RU2387649C2 |
C-PHENYL-1-THIOGLUCITOLS | 2007 |
|
RU2434862C2 |
DERIVATIVES OF ARYL-5-THIO-β-D-GLYCOPYRANOSIDE AND THERAPEUTIC AGENT COMPRISING THEREOF USED IN DIABETES MELLITUS | 2003 |
|
RU2322449C2 |
PYRAZOLE DERIVATIEVES, MEDICAL COMPOSITIONS, CONTAINING SAID DERIVATIVES, THEIR APPLICATION IN MEDICINE AND INTERMEDIATE COMPOUNDS FOR THEIR OBTAINING | 2003 |
|
RU2356906C2 |
PYRAZOL DERIVATIVES, MEDICAL COMPOSITIONS, CONTAINING THEM, THEIR APPLICATION IN MEDICINE AND INTERMEDIATE COMPOUNDS FOR THEIR PRODUCTION | 2003 |
|
RU2369613C2 |
DERIVATIVES OF GLUCOPYRANOSYLOXYPYRAZOLE AND THEIR USING IN MEDICINAL AGENTS | 2001 |
|
RU2317302C2 |
SUBSTITUTED ARYLAMINES AND THEIR APPLICATION AS 5-HT-RECEPTOR MODULATORS | 2006 |
|
RU2440996C2 |
Authors
Dates
2008-02-20—Published
2004-03-12—Filed