569688-67-1

Basic information

• Product Name: 5-Chloro-2-Methoxy-4-Methylaniline
• Synonyms: 5-Chloro-2-Methoxy-4-Methylaniline;5-Chloro-2-methoxy-4-methyl-phenylamine
• CAS NO: 569688-67-1
• Molecular Formula: C₈H₁₀ClNO
• Molecular Weight: 171.6241
• Mol File: 569688-67-1.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-Chloro-2-Methoxy-4-Methylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-2-Methoxy-4-Methylaniline(569688-67-1)
• EPA Substance Registry System: 5-Chloro-2-Methoxy-4-Methylaniline(569688-67-1)

Safety Data

• Hazardous Substances Data: 569688-67-1(Hazardous Substances Data)

Upstream product

• 7147-89-9 4-chloro-5-methyl-2-nitrophenol 
• 101080-03-9 1-chloro-4-methoxy-2-methyl-5-nitro-benzene 

Downstream Products

• 82128-70-9 5-chloro-2-methoxy-4-methylbenzaldehyde 
• 886981-69-7 1-(5-chloro-4-formyl-2-methoxy-phenyl)-3-(5-cyano-pyrazin-2-yl)-urea 
• 886981-66-4 N-(4-bromomethyl-5-chloro-2-methoxy-phenyl)-2,2,2-trifluoro-acetamide 
• 886981-67-5 N-(5-chloro-4-formyl-2-methoxy-phenyl)-2,2,2-trifluoro-acetamide 
• 886981-68-6 4-amino-2-chloro-5-methoxy-benzaldehyde 

Relevant articles and documents

ISOINDOLINONE COMPOUNDS

Disclosed herein is a compound or pharmaceutically acceptable salts or stereoisomers thereof of of formula I wherein X1 is linear or branched C1-6 alkyl, C3-6 cycloalkyl, -C1-6 alkyl C3-6 cycloalkyl, C6-10 aryl, 5-10 membered heteroaryl, C1-6 alkyl C6-10 aryl, C1-6 alkyl 5-10 membered heteroaryl, wherein X1 is unsubstituted or substituted with one or more of halogen, linear or branched C1-6 alkyl, linear or branched C1-6 heteroalkyl, CF3, CHF2, -O-CHF2, -O-(CH2)2-OMe, OCF3, C1-6 alkylamino, -CN, -N(H)C(O)-C1- 6alkyl, -OC(O)-C1-6alkyl, -OC(O)-C1-4alkylamino, -C(O)O-C1-6alkyl, -COOH, - CHO, -C1-6alkylC(O)OH, -C1-6alkylC(O)O-C1-6alkyl, NH2, C1-6 alkoxy or C1-6 alkylhydroxy; X2 is hydrogen, C6-10 aryl, 5-10 membered heteroaryl, -O-(5-10 membered heteroaryl), 4-8 membered heterocycloalkyl, C1-4 alkyl 4-8 membered heterocycloalkyl, -O-(4-8 membered heterocycloalkyl), -O-C1-4 alkyl-(4-8 membered heterocycloalkyl), -OC(O)-C1-4alkyl-4-8 membered heterocycloalkyl or C6 aryloxy, wherein X2 is unsubstituted or substituted with one or more of linear or branched C1-6 alkyl, NH2, NMe2 or 5-6 membered heterocycloalkyl; n is 0, 1 or 2.

Synthesis and biological evaluation of 1-(2,4,5-trisubstituted phenyl)-3-(5-cyanopyrazin-2-yl)ureas as potent Chk1 kinase inhibitors

Based on the X-ray crystallography of our lead compound 1-(5-chloro-2,4-dimethoxyphenyl)-3-(5-cyanopyrazin-2-yl)urea in the checkpoint kinase 1 (Chk1) enzyme, we modified R4, and to a lesser extent, R2, and R5 of the phenyl ring, and made a variety of N-aryl-N′-pyrazinylurea Chk1 inhibitors. Enzymatic activity less than 20 nM was observed in 15 of 41 compounds. Compound 8i provided the best overall results in the cellular assays as it abrogated doxorubicin-induced cell cycle arrest (IC50 = 1.7 μM) and enhanced doxorubicin cytotoxicity (IC50 = 0.44 μM) while displaying no single agent activity.