1046861-17-9

Basic information

• Product Name: 2-AMINO-4-CHLORO-5,7-DIHYDRO-PYRROLO[3,4-D]PYRIMIDINE-6-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: 2-AMINO-4-CHLORO-5,7-DIHYDRO-PYRROLO[3,4-D]PYRIMIDINE-6-CARBOXYLIC ACID ETHYL ESTER;ethyl 2-aMino-4-chloro-5H,6H,7H-pyrrolo[3,4- d]pyriMidine-6-carboxylate;ethyl 2-amino-4-chloro-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate;Ethyl 2-Amino-4-Chloro-5H-Pyrrolo[3,4-D]Pyrimidine-6(7H)-Carboxylate(WX142057)
• CAS NO: 1046861-17-9
• Molecular Formula: C₉H₁₁ClN₄O₂
• Molecular Weight: 242.66224
• Mol File: 1046861-17-9.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-AMINO-4-CHLORO-5,7-DIHYDRO-PYRROLO[3,4-D]PYRIMIDINE-6-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4-CHLORO-5,7-DIHYDRO-PYRROLO[3,4-D]PYRIMIDINE-6-CARBOXYLIC ACID ETHYL ESTER(1046861-17-9)
• EPA Substance Registry System: 2-AMINO-4-CHLORO-5,7-DIHYDRO-PYRROLO[3,4-D]PYRIMIDINE-6-CARBOXYLIC ACID ETHYL ESTER(1046861-17-9)

Safety Data

• Hazardous Substances Data: 1046861-17-9(Hazardous Substances Data)

Usage

Chemical structure

2-AMINO-4-CHLORO-5,7-DIHYDRO-PYRROLO[3,4-D]PYRIMIDINE-6-CARBOXYLIC ACID ETHYL ESTER

Derivative of

2-amino-4-chloro-5,7-dihydro-pyrrolo[3,4-d]pyrimidine-6-carboxylic acid
Potential pharmaceutical intermediate
Applications in medicinal chemistry for synthesis of new drugs
Use in research and development of new compounds with potential biological activities
Handle with caution due to potential hazards and risks with handling and use

Upstream product

• 1046861-16-8 2-amino-4-hydroxy-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid ethyl ester 

Downstream Products

• 1046858-39-2 ethyl 2-amino-4-(4-chlorophenoxy)-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxylate 
• 1046858-29-0 ethyl 2-amino-4-(4-bromo-2-chloro-5-methoxyphenyl)-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidine-6-carboxylate 
• 1046861-51-1 2-amino-4-(2,4-dichloro-6-hydroxyphenyl)-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid bicyclo[1.1.1]pent-1-ylamide 
• 1207961-42-9 2-amino-4-{2,4-dichloro-6-[2-(4-chloropyrazol-1-yl)-ethoxy]-phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid tert-butyl ester 
• 1207961-41-8 4-{2,4-dichloro-6-[2-(4-chloropyrazol-1-yl)-ethoxy]-phenyl}-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-ylamine 
• 1046860-34-7 2-amino-4-[2,4-dichloro-6-(3-cyano-3,3-dimethylpropoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclobutylamide 
• 1046860-40-5 2-amino-4-[2,4-dichloro-6-(3-hydroxypropoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclobutylamide 
• 1046860-44-9 2-amino-4-[2,4-dichloro-6-(2-methoxyethoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclobutylamide 
• 1046859-98-6 2-amino-4-{2,4-dichloro-6-[2-(3,3-difluoroazetidin-1-yl)-ethoxy]-phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclobutylamide 
• 1046859-97-5 2-amino-4-{2,4-dichloro-6-(2-ethylaminoethoxy)-phenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclobutylamide 
• 1046860-35-8 2-amino-4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid cyclobutylamide 
• 1303415-76-0 2-amino-4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid amide 
• 1046860-14-3 2-amino-4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid methylamide 
• 1046860-22-3 2-amino-4-[2,4-dichloro-6-(2-(pyrazol-1-yl)ethoxy)phenyl]-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid (3,3-difluorocyclobutyl)amide 

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-AMIN0-5, 7-DIHYDR0-6H- PYRROLO [3, 4-D] PYRIMIDINE DERIVATIVES AS HSP-90 INHIBITORS FOR TREATING CANCER

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