56962-01-7

Basic information

• Product Name: Phenol, 3-amino-2-chloro-
• Synonyms: Phenol, 3-amino-2-chloro-;3-Amino-2-chlorophenol
• CAS NO: 56962-01-7
• Molecular Formula: C₆H₆ClNO
• Molecular Weight: 143.57
• Product Categories: Drug Intermediates
• Mol File: 56962-01-7.mol

Chemical Properties

• Melting Point: 110-111 °C
• Boiling Point: 253 °C at 760 mmHg
• Flash Point: 106.8 °C
• Appearance: /
• Density: 1.406 g/cm³
• Vapor Pressure: 0.0118mmHg at 25°C
• Refractive Index: 1.65
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: Phenol, 3-amino-2-chloro-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 3-amino-2-chloro-(56962-01-7)
• EPA Substance Registry System: Phenol, 3-amino-2-chloro-(56962-01-7)

Safety Data

• Hazardous Substances Data: 56962-01-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Phenol, 3-amino-2-chlorois used as a reagent for the preparation of phenol quinazolines, which are significant as RET kinase inhibitors. These inhibitors play a crucial role in the development of targeted therapies for various cancers, as they help regulate the abnormal cell growth and signaling pathways associated with tumor progression.

InChI:InChI=1/C6H6ClNO/c7-6-4(8)2-1-3-5(6)9/h1-3,9H,8H2

Upstream product

• 603-84-9 2-chloro-3-nitrophenol 
• 113206-03-4 2-chloro-3-methoxyphenylamine 
• 38902-87-3 3-nitro-2,4-dichlorophenol 

Downstream Products

• 576-24-9 2,3-dichlorophenol 

Relevant articles and documents

SECOND GENERATION INHIBITORS OF MITOCHONDRIAL PERMEABILITY TRANSITION PORE WITH IMPROVED PLASMA STABILITY

The present invention provides compounds useful as mitochondrial permeability transition pore (mtPTP) inhibitors, the compounds being of Formula (I), or a pharmaceutically acceptable salt thereof wherein R11 is selected from the group of H, halogen, and C11-C33 alkyl; and R22 is selected from the group of H, CF33, and halogen; with the proviso that at least one of R11 and R22 is halogen or CF33.

Second-Generation Inhibitors of the Mitochondrial Permeability Transition Pore with Improved Plasma Stability

Excessive mitochondrial matrix Ca2+ and oxidative stress leads to the opening of a high-conductance channel of the inner mitochondrial membrane referred to as the mitochondrial permeability transition pore (mtPTP). Because mtPTP opening can lead to cell death under diverse pathophysiological conditions, inhibitors of mtPTP are potential therapeutics for various human diseases. High throughput screening efforts led to the identification of a 3-carboxamide-5-phenol-isoxazole compounds as mtPTP inhibitors. While they showed nanomolar potency against mtPTP, they exhibited poor plasma stability, precluding their use in in vivo studies. Herein, we describe a series of structurally related analogues in which the core isoxazole was replaced with a triazole, which resulted in an improvement in plasma stability. These analogues were readily generated using the copper-catalyzed “click chemistry”. One analogue, N-(5-chloro-2-methylphenyl)-1-(4-fluoro-3-hydroxyphenyl)-1H-1,2,3-triazole-4-carboxamide (TR001), was efficacious in a zebrafish model of muscular dystrophy that results from mtPTP dysfunction whereas the isoxazole isostere had minimal effect.

Highly selective hydrogenation of aromatic chloronitro compounds to aromatic chloroamines with ionic-liquid-like copolymer stabilized platinum nanocatalysts in ionic liquids

Platinum nanoparticles (PtNPs stabilized by an ionic-liquid-like-copolymer (IP) immobilized in various ionic liquids (ILs)) effectively catalyze the selective hydrogenation of aromatic chloronitro compounds to aromatic chloroamines, a reaction of considerable commercial significance. The preparation of 2,4-dichloro-3-aminophenol (DAP) has been primarily studied due to its important industrial applications. DAP is usually prepared from 2,4-dichloro-3-nitrophenol (DNP) by reduction with hydrogen using Ni- or Pt-based catalysts. Compared to reactions in molecular (organic) solvents, the ILs system provides superior selectivity with functionalized ILs containing an alcohol group demonstrating the best recyclability, and ultimately achieving a turnover number of 2025 which is 750 fold higher than Raney nickel catalyst. A universal catalyst-ionic liquid system for the conversion of aromatic chloronitro compounds to aromatic chloroamines was also established. TEM, XPS, IR spectroscopy were used to characterize the morphology of the nanocatalysts allowing their structure to be correlated to their activity.

GLUCOCORTICOID MIMETICS, METHODS OF MAKING THEM, PHARMACEUTICAL COMPOSITIONS, AND USES THEREOF

Compounds of Formula (I) wherein R1, R2, R3, R4, R5, R6, X, Y, and n are as defined herein, or a tautomer, prodrug, solvate, or salt thereof; pharmaceutical compositions containing such compounds, and methods of modulating the glucocorticoid receptor function and methods of treating disease-states or conditions mediated by the glucocorticoid receptor function or characterized by inflammatory, allergic, or proliferative processes in a patient using these compounds.