1207961-33-8

Basic information

• Product Name: 2-AMino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-Methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyriMidine-6-carboxylic acid (2,2-difluoropropyl)aMide
• Synonyms: 2-AMino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-Methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyriMidine-6-carboxylic acid (2,2-difluoropropyl)aMide;PF-494284;2-Amino-4-(4-chloro-2-(2-(4-fluoro-1H-pyrazol-1-yl)ethoxy)-6-methylphenyl)-N-(2,2-difluoropropyl);2-Amino-4-(4-chloro-2-(2-(4-fluoro-1H-pyrazol-1-yl)ethoxy)-6-methylphenyl)-N-(2,2-difluoroprop;2-amino-4-[4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-methylphenyl]-N-(2,2-difluoropropyl)-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxamide
• CAS NO: 1207961-33-8
• Molecular Formula: C₂₂H₂₃ClF₃N₇O₂
• Molecular Weight: 509.9119296
• Mol File: 1207961-33-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-AMino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-Methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyriMidine-6-carboxylic acid (2,2-difluoropropyl)aMide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-Methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyriMidine-6-carboxylic acid (2,2-difluoropropyl)aMide(1207961-33-8)
• EPA Substance Registry System: 2-AMino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-Methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyriMidine-6-carboxylic acid (2,2-difluoropropyl)aMide(1207961-33-8)

Safety Data

• Hazardous Substances Data: 1207961-33-8(Hazardous Substances Data)

Upstream product

• 1207961-62-3 imidazole-1-carboxylic acid (2,2-difluoro-propyl)-amide 
• 1207961-60-1 4-{4-chloro-2-[2-(4-fluoro-pyrazol-1-yl)-ethoxy]-6-methyl-phenyl}-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine 
• 3751-82-4 ethyl 1-ethoxycarbonyl-4-oxopyrrolidine-3-carboxylate 
• 62790-50-5 4-chloro-2-methyl-6-nitrophenylamine 
• 570-24-1 2-Methyl-6-nitroaniline 
• 1207961-58-7 methanesulfonic acid 2-(4-fluoropyrazol-1-yl)ethyl ester 
• 1207961-59-8 2-(4-fluoropyrazol-1-yl)ethanol 
• 1207961-50-9 4-chloro-2-hydroxy-6-methylphenylboronic acid 
• 1207961-61-2 2-amino-4-{4-chloro-2-[2-(4-fluoro-pyrazol-1-yl)-ethoxy]-6-methyl-phenyl}-5,7-dihydro-pyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester 
• 1207961-48-5 2-amino-4-(4-chloro-2-hydroxy-6-methylphenyl)-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester 
• 1046861-23-7 2-amino-4-iodo-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester 
• 1207961-45-2 4-iodo-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine hydrogen iodide salt 
• 1046861-17-9 2-amino-4-chloro-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid ethyl ester 
• 1046861-16-8 2-amino-4-hydroxy-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid ethyl ester 

Relevant articles and documents

Optimization of potent, selective, and orally bioavailable pyrrolodinopyrimidine-containing inhibitors of heat shock protein 90. Identification of development candidate 2-amino-4-{4-chloro-2-[2-(4-fluoro-1h- pyrazol-1-yl)ethoxy]-6-methylphenyl}-n-(2,2-difluoropropyl)-5, 7-dihydro-6h-pyrrolo[3,4-d]pyrimidine-6-carboxamide

Figure Presented. A novel class of heat shock protein 90 (Hsp90) inhibitors was discovered by high-throughput screening and was subsequently optimized using a combination of structure-based design, parallel synthesis, and the application of medicinal chemistry principles. Through this process, the biochemical and cell-based potency of the original HTS lead were substantially improved along with the corresponding metabolic stability properties. These efforts culminated with the identification of a development candidate (compound 42) which displayed desired PK/PD relationships, significant efficacy in a melanoma A2058 xenograft tumor model, and attractive DMPK profiles.

2-AMINO PYRIMIDINE COMPOUNDS AS POTENT HSP-90 INHIBITORS

The present invention is directed to compounds of formula (I), or pharmaceutically acceptable salts thereof, their synthesis, and their use as HSP-90 inhibitors.