EP 1077970 A1 20010228 - 11-ARYL-BENZO(B)NAPHTHO(2,3-D)FURANS AND 11-ARYL-BENZO(B)NAPHTHO(2,3-D)THIOPHENES USEFUL IN THE TREATMENT OF INSULIN RESISTANCE AND HYPERGLYCEMIA
Title (en)
11-ARYL-BENZO(B)NAPHTHO(2,3-D)FURANS AND 11-ARYL-BENZO(B)NAPHTHO(2,3-D)THIOPHENES USEFUL IN THE TREATMENT OF INSULIN RESISTANCE AND HYPERGLYCEMIA
Title (de)
11-ARYL-BENZO(B)NAPHTHO(2,3-D)FURAN- UND 11-ARYL-BENZO(B)NAPHTHO(2,3-D)THIOPHEN-DERIVATE VERWENDBAR ZUR BEHANDLUNG VON INSULINRESISTENZ UND HYPERGLYKAEMIE
Title (fr)
11-ARYL-BENZO B NAPHTO 2,3-D FURANES ET 11-ARYL-BENZO b NAPHTO 2,3-d THIOPHENES UTILES DANS LES TRAITEMENTS DE LA RESISTANCE INSULINIQUE ET DE L'HYPERGLYCEMIE
Publication
Application
Priority
- US 9910185 W 19990510
- US 7659298 A 19980512
Abstract (en)
[origin: WO9958521A1] The invention provides compounds of formula (I) having a structure wherein A is hydrogen, halogen, or OH; B and D are each, independently, hydrogen, halogen, CN, alkyl of 1-6 carbon atoms, aryl, aralkyl of 6-12 carbon atoms, nitro, amino or OR; R is hydrogen, alkyl of 1-6 carbon atoms, -COR<1>, -CH2CO2R<1>, -CH(R<1a>)CO2R<1>, or -SO2R<1>; R<1> and R<1a> are each, independently, hydrogen, alkyl of 1-6 carbon atoms, aralkyl of 6-12 carbon atoms or aryl; E is S, SO, SO2, O; X is hydrogen, halogen, alkyl of 1-6 carbon atoms, CN, perfluoroalkyl of 1-6 carbon atoms, alkoxy of 1-6 carbon atoms, aryloxy, arylalkoxy of 6-12 carbon atoms, nitro, amino, alkylsulfanyl of 1-6 carbon atoms, arylsulfanyl, pyridylsulfanyl, 2-N,N-dimethylaminoethylsulfanyl, or -OCH2CO2R<1b>; R<1b> is hydrogen or alkyl of 1-6 carbon atoms; Y and Z are each, independently, hydrogen or OR<2>; R<2> is hydrogen, alkyl of 1-6 carbon atoms, aralkyl of 6-12 carbon atoms, or -CH2CO2R<3>; R<3> is hydrogen or alkyl of 1-6 carbon atoms; C is hydrogen, halogen or OR<4>; R<4> is hydrogen, alkyl of 1-6 carbon atoms, -CH(R<5>)W, -C(CH3)2CO2R<6>, 5-thiazolidine-2,4-dione, -CH(R<7>)CH2CO2R<6>, -COR<6>, PO3(R<6>)2, or -SO2R<6>; R<5> is hydrogen, alkyl of 1-6 carbon atoms, aralkyl, aryl, CH2(1H-imidazol-4-yl), -CH2(3-1H-indolyl), -CH2CH2(1,3-dioxo-1,3-dihydro-isoindol-2-yl), -CH2CH2(1-oxo-1,3-dihydro-isoindol-2-yl), -CH2(3-pyridyl), or -CH2CO2H; W is -CO2R<6>, -CONH2, -CONHOH, CN, -CONH(CH2)2CN, 5-tetrazole, -PO3(R<6>)2, -CH2OH, or -CH2Br, -CONR<6>CHR<7>CO2R<8>, R<6> is hydrogen, alkyl of 1-6 carbon atoms, aryl or aralkyl; R<7> is hydrogen, alkyl of 1-6 carbon atoms, aryl or aralkyl; R<8> is hydrogen, alkyl of 1-6 carbon atoms, aryl or aralkyl; or a pharmaceutically acceptable salt thereof, which are useful in treating metabolic disorders related to insuling resistance or hyperglycemia.
IPC 1-7
C07D 333/74; C07D 307/77; A61K 31/38; A61K 31/34; C07D 409/10
IPC 8 full level
C07D 333/50 (2006.01); A61K 31/343 (2006.01); A61K 31/381 (2006.01); A61K 31/4035 (2006.01); A61K 31/41 (2006.01); A61K 31/4178 (2006.01); A61K 31/427 (2006.01); A61K 31/4433 (2006.01); A61K 31/4436 (2006.01); A61K 31/665 (2006.01); A61K 31/67 (2006.01); A61P 3/10 (2006.01); C07D 307/77 (2006.01); C07D 333/74 (2006.01); C07D 409/10 (2006.01); C07D 409/12 (2006.01); C07D 417/12 (2006.01); C07F 9/655 (2006.01); C07F 9/6553 (2006.01)
CPC (source: EP)
A61P 3/10 (2017.12); C07D 307/77 (2013.01); C07D 333/74 (2013.01); C07D 409/10 (2013.01)
Citation (search report)
See references of WO 9958521A1
Designated contracting state (EPC)
AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU NL PT SE
Designated extension state (EPC)
AL LT LV RO SI
DOCDB simple family (publication)
WO 9958521 A1 19991118; AU 3979199 A 19991129; CA 2330623 A1 19991118; CN 1308627 A 20010815; EP 1077970 A1 20010228; JP 2002514638 A 20020521
DOCDB simple family (application)
US 9910185 W 19990510; AU 3979199 A 19990510; CA 2330623 A 19990510; CN 99808422 A 19990510; EP 99922897 A 19990510; JP 2000548325 A 19990510