1609938-67-1

Basic information

• Product Name: 1-methyl-5-phenoxy-1H-pyrazole-4-carboxylic acid
• Synonyms: 1-methyl-5-phenoxy-1H-pyrazole-4-carboxylic acid
• CAS NO: 1609938-67-1
• Molecular Weight: 218.212
• Mol File: 1609938-67-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1-methyl-5-phenoxy-1H-pyrazole-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-5-phenoxy-1H-pyrazole-4-carboxylic acid(1609938-67-1)
• EPA Substance Registry System: 1-methyl-5-phenoxy-1H-pyrazole-4-carboxylic acid(1609938-67-1)

Safety Data

• Hazardous Substances Data: 1609938-67-1(Hazardous Substances Data)

Upstream product

• 56984-32-8 5-chloro-1-methyl-1H-pyrazole-4-carboxylic acid,ethyl ester 
• 31037-02-2 ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate 
• 105486-72-4 5-bromo-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester 
• 108-95-2 phenol 

Downstream Products

• 1609938-68-2 1-methyl-5-phenoxy-1H-pyrazol-4-ylamine 
• 1609938-71-7 (1-methyl-5-phenoxy-1H-pyrazol-4-yl)boronic acid 

Relevant articles and documents

Amide compound and its preparation method, pharmaceutical composition and use thereof

The present invention relates to amide compounds as shown by structural formula (I). The compounds are low absorbable TGR5 agonists and can be used to treat type II diabetes, obesity, liver or intestine chronic inflammatory diseases.

Discovery and structure-activity relationship study of 4-phenoxythiazol-5-carboxamides as highly potent TGR5 agonists

A novel therapy that stimulates endogenous glucagon-like peptide-1 (GLP-1) secretion by Takeda G-protein-coupled receptor 5 (TGR5) agonists might be a superior alternative for the treatment of type 2 diabetes mellitus. A series of 4-phenoxythiazol-5-carboxamides were developed as highly potent TGR5 agonists using a bioisosteric replacement strategy based on the scaffold of 4-phenoxynicotinamides. The structure-activity relationship on the bottom phenyl ring and the thiazole ring was extensively studied, and the 2-methylthiazole derivatives 30c and e displayed the best in vitro potency toward human TGR5, with EC50 values of approximately 1 nM. While endowed with excellent in vitro potency, the 2-methyl-thiazoles were flawed with high microsomal clearance.

TRIAZOLOPYRAZINE

Disclosed are compounds of the formula (I) wherein the groups R1 to R3 have the meanings given in the claims and in the specification. The compounds of the invention are suitable for the treatment of diseases characterized by excessive or abnormal cell proliferation pharmaceutical preparations containing such compounds and their uses as a medicament.