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US 2010/0137308 A1Published application
Quinoxaline Compounds and Use Thereof
AssigneeMerck Serono SA
InventorsPascale Gaillard, Vincent Pomel, Isabelle Jeanclaude-Etter, Jerome Dorbais, Jasna Klicic, Cyril Montagne
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Abstract
The present invention is related to quinoxaline compounds of Formula (I) in particular for the treatment of autoimmune disorders and/or inflammatory diseases, cardiovascular diseases, neurodegenerative diseases, bacterial or viral infections, kidney diseases, platelet aggregation, cancer, transplantation, graft rejection or lung injuries.
Claims24
1-29. (canceled)
A quinoxaline compound according to the following Formula (I)
- wherein:
- R1 is selected from H;
- or C1-C6alkyl;
- R2 is selected from (CH2)m-R4, (CH2)m-CH(R4)2, CH(R4)2, CH((CH)2mOH)2, CH((CH)2m-C1-C6 alkoxy)2, CO—R4′ or SO2—R4′;
- R3 is selected from C1-C6alkyl;
- C3-C8 cycloalkyl;
- C3-C8 heterocycloalkyl;
- C6-C18 aryl;
- and C3-C18 hetero aryl group;
- (CH2)m-S—C1-C6alkyl;
- (CH2)m-SO2—C1-C6alkyl;
- or (CH2)m-C1-C6alkoxy;
- wherein aryl and heteroaryl groups may also be substituted by one or more of the following groups:
- C1-C6alkyl;
- C1-C6alkoxy;
- NH2, NH—(C1-C6 alkyl), N(C1-C6 alkyl)2, (CH2)mNH2, (CH2)mNH—(C1-C6 alkyl), (CH2)mN(C1-C6 alkyl)2, (CH2)mOH, (CH2)m-(C1-C6 alkoxy), halogen, CN, NHCO(CH2)mOH, NHCO(CH2)m-(C1-C6 alkoxy), or C3-C8 heterocycloalkyl;
- or R3 is the following group:
- wherein:
- X1 is CH or N;
- X2 is CH2, O, S, SO2, NH, NQY, or CHOQY;
- Q is (CH2)p, (CH2)pCO(CH2)p′, or (CH2)pSO2(CH2)p′;
- Y is H, C1-C6 alkyl, C1-C6 alkoxy, NH(C1-C6 alkyl), N(C1-C6 alkyl)2, OCH2aryl, or Oaryl
- p, p′ is independently 0, 1, 3, 4, 5 or 6;
- R4 is selected from hydroxy;
- C1-C6 alkoxy;
- CH(OH)(CH2)mOH, N((CH2)mOH)C1-C6 alkyl, OCONH(C1-C6 alkyl), NH2, NH—(C1-C6 alkyl), N(C1-C6 alkyl)2, NH—CO—(C1-C8 alkyl), NH—SO2—(C1-C8 alkyl), NH(CH2)m-OH, NH—(CH2)m-(C1-C6 alkoxy), N(C1-C6 alkyl)(CH2)mOH, N(C1-C6 alkyl)(CH2)m(C1-C6 alkoxy), N((CH2)mOH)C1-C6 alkyl, SO2—(C1-C6 alkyl), C3-C8 cycloalkyl;
- C3-C8 heterocycloalkyl;
- OCOCH(NH2)(C1-C6 alkyl), OCOCH(C1-C6alkyl)NHCOOCH2-(9H-fluoren-9-yl) or the following group:
- wherein:
- X1, X2, Q, Y, and p are as defined above for R3;
- and
- W1, W2, W3, W4 are H or CH3, and Wand W3 together may also be CH2CH2;
- R4′ is selected from C1-C6 alkoxy;
- CH(OH)(CH2)mOH, N((CH2)mOH)C1-C6 alkyl, NH2, NH—(C1-C6 alkyl), N(C1-C6 alkyl)2, NH(CH2)m-OH, NH—(CH2)m-(C1-C6 alkoxy), N(C1-C6 alkyl)(CH2)mOH, N(C1-C6 alkyl)(CH2)m(C1-C6 alkoxy), N((CH2)mOH)C1-C6 alkyl, C3-C8 cycloalkyl;
- C3-C8 heterocycloalkyl;
- or the following group:
- wherein:
- X1, X2, Q, Y, W1, W2, W3, W4 and p are as defined above;
- m is an integer selected from 1 to 6;
- or geometrical isomers, enantiomers, diastereomers, tautomers, racemates thereof, and pharmaceutically acceptable salts thereof.
37 more elements
A compound of formula (II) selected from the following group:
- 4-{[(3-chloroquinoxalin-2-yl)amino]sulfonyl}-N,N-dimethylbenzamide;
- N-(3-chloroquinoxalin-2-yl)-4-fluorobenzenesulfonamide;
- N-(3-chloroquinoxalin-2-yl)pyridine-3-sulfonamide;
- N-(3-chloroquinoxalin-2-yl)methanesulfonamide;
- or
- N-(3-chloroquinoxalin-2-yl)-1-methyl-1H-imidazole-4-sulfonamide.
3 more elements
Dependencies are inferred from the claim text.