1207961-50-9

Basic information

• Product Name: (4-CHLORO-2-HYDROXY-6-METHYLPHENYL)BORONIC ACID
• Synonyms: (4-CHLORO-2-HYDROXY-6-METHYLPHENYL)BORONIC ACID;Boronic acid, B-(4-chloro-2-hydroxy-6-methylphenyl)-
• CAS NO: 1207961-50-9
• Molecular Formula: C₇H₈BClO₃
• Molecular Weight: 186.40062
• Mol File: 1207961-50-9.mol

Chemical Properties

• Boiling Point: 363.7±52.0 °C(Predicted)
• Appearance: /
• Density: 1.41±0.1 g/cm3(Predicted)
• PKA: 8.55±0.58(Predicted)
• CAS DataBase Reference: (4-CHLORO-2-HYDROXY-6-METHYLPHENYL)BORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (4-CHLORO-2-HYDROXY-6-METHYLPHENYL)BORONIC ACID(1207961-50-9)
• EPA Substance Registry System: (4-CHLORO-2-HYDROXY-6-METHYLPHENYL)BORONIC ACID(1207961-50-9)

Safety Data

• Hazardous Substances Data: 1207961-50-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(4-CHLORO-2-HYDROXY-6-METHYLPHENYL)BORONIC ACID is used as a reagent in the Suzuki coupling reaction for carbon-carbon bond formation in the synthesis of complex organic molecules. This reaction is widely employed in the creation of intricate molecular structures.
Used in Pharmaceutical Development:
In the pharmaceutical industry, (4-CHLORO-2-HYDROXY-6-METHYLPHENYL)BORONIC ACID is used as a key intermediate in the development of new drugs. Its unique structure allows for the creation of various medicinal compounds with potential therapeutic properties.
Used in Agrochemical Production:
(4-CHLORO-2-HYDROXY-6-METHYLPHENYL)BORONIC ACID is also utilized in the agrochemical sector, where it serves as a building block for the synthesis of new agrochemicals, such as pesticides and herbicides, to improve agricultural productivity and crop protection.
Used in Material Science:
In the field of materials science, (4-CHLORO-2-HYDROXY-6-METHYLPHENYL)BORONIC ACID is used as a component in the development of novel materials with specific properties, such as enhanced strength, durability, or chemical resistance. Its versatility makes it a valuable tool for creating advanced materials for various applications.

Upstream product

• 62790-50-5 4-chloro-2-methyl-6-nitrophenylamine 
• 570-24-1 2-Methyl-6-nitroaniline 
• 1150617-68-7 5-chloro-2-iodo-1-methoxy-3-methylbenzene 
• 1150617-66-5 5-chloro-2-iodo-3-methylphenol 
• 1150617-63-2 5-chloro-2-iodo-3-methylphenylamine 
• 1150617-61-0 5-chloro-2-iodo-1-methyl-3-nitrobenzene 
• 1207961-49-6 2-(4-chloro-2-methoxy-6-methylphenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane 

Downstream Products

• 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 
• 1207961-32-7 2-amino-4-{4-chloro-2-[2-(4-fluoropyrazol-1-yl)ethoxy]-6-methylphenyl}-5,7-dihydropyrrolo[3,4-d]pyrimidine-6-carboxylic acid (2,2,2-trifluoroethyl)amide 
• 1207961-33-8 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 
• 1207961-61-2 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 
• 1207961-60-1 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 

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.