376591-97-8

Basic information

• Product Name: 3'-aMino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid hydrochloride
• Synonyms: 3'-aMino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid hydrochloride;[1,1'-Biphenyl]-3-carboxylic acid, 3'-aMino-2'-hydroxy-, hydrochloride (1:1);3'-aMino-2'-hydroxybiphenyl-3-carboxylic acid hydrochloride;3'-amino-2'-hydroxybiphenyl-3-carboxylic acid HCl;3-(3-amino-2-hydroxyphenyl)benzoic acid,hydrochloride;3-AMINO-2-HYDROXY-[1,1-BIPHENYL]-3-CARBOXYLIC ACID HCL
• CAS NO: 376591-97-8
• Molecular Formula: C₁₃H₁₁NO₃*ClH
• Molecular Weight: 265.69228
• EINECS: -0
• Mol File: 376591-97-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3'-aMino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-aMino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid hydrochloride(376591-97-8)
• EPA Substance Registry System: 3'-aMino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid hydrochloride(376591-97-8)

Safety Data

• Hazardous Substances Data: 376591-97-8(Hazardous Substances Data)

Usage

General Description

3'-Amino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid hydrochloride is a chemical compound that contains a biphenyl structure with an amino and hydroxy group. It is commonly used as a pharmaceutical intermediate in the synthesis of various pharmaceutical drugs. 3'-aMino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid hydrochloride has been found to exhibit potential anti-inflammatory and anti-tumor properties, making it of interest for medical research and drug development. The hydrochloride salt form of this compound increases its stability and solubility, making it more suitable for use in pharmaceutical applications. Overall, 3'-Amino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid hydrochloride has the potential to be a valuable building block for the development of new drugs with therapeutic benefits.

Upstream product

• 95-56-7 2-hydroxybromobenzene 
• 376591-95-6 2'-hydroxy-3'-nitro-biphenyl-3-carboxylic acid 
• 25487-66-5 3-Carboxyphenylboronic acid 
• 688363-79-3 1-bromo-3-nitro-2-[(phenylmethyl)oxy]benzene 

Downstream Products

• 376591-99-0 3’-{N’-[1-(3,4-dimethylphenyl)-3-methyl-5-oxo-1,5-di-hydropyrazol-4-ylidene]hydrazino}-2’-hydroxybiphenyl-3-carboxylic acid 
• 376593-29-2 3'-{N'-[3-methyl-5-oxo-1-(4-trifluoromethylpyrimidin-2-yl)-1,5-dihydropyrazol-4-ylidene]hydrazino}-2'-hydroxybiphenyl-3-carboxylic acid 
• 376592-63-1 3'-{N'-[3-chloro-1-(3,4-dimethylphenyl)-5-oxo-1,5-dihydropyrazol-4-ylidene]hydrazino}-2'-hydroxybiphenyl-3-carboxylic acid 
• 376592-59-5 3’-{N’-[1-(3,4-dimethylphenyl)-3,5-dioxo-1,5-di-hydropyrazol-4-ylidene]hydrazino}-2’-hydroxybiphenyl-3-carboxylic acid 
• 634585-91-4 3'-[N'-(1-cyclohexyl-3-methyl-5-oxo-1,5-dihydro-pyrazol-4-ylidene)-hydrazino]-2'-hydroxy-biphenyl-3-carboxylic acid 

Relevant articles and documents

Continuous production process of eltrombopag

The invention discloses a continuous production process of eltrombopag. According to the method, a solid reaction container designed in combination with a 3D printing technology is adopted, all the steps in each corresponding reaction chambers are connected in series, raw materials are subjected to nitro reduction, hydrochloric acid acidification and diazotization in sequence and then subjected tocoupling, salifying and refining, and finally, automatic continuous synthesis of eltrombopag is achieved. According to the process, complex manual operation is not needed, chemical synthesis is rapidly carried out, the yield of a synthetic route is improved in a flowing chemical mode, and safety problems caused by manual operation is avoided. The design concept of the invention also reduces the loss of raw materials and solvents, realizes safe, efficient, economical and green continuous synthesis of the drug eltrombopag, and brings a brand-new mode and practical economic benefits to the preparation of the drug.

PREPARATION PROCESS OF AN AGONIST OF THE THROMBOPOIETIN RECEPTOR

It relates to a preparation process of 2'-(benzyloxy)-3'-nitro-1,1'-biphenyl-3- carboxylic acid or a salt thereof comprising reacting 2-(benzyloxy)-1-bromo- 3-nitrobenzene with a either 3-carboxyphenylboronic acid or a salt thereof or a (C1-C4)-alkyl ester thereof in the presence of Pd(OAc)2, tricydohexylphosphine, a base, an appropriate solvent, and at an appropriate temperature; if appropriate, submitting the compound thus obtained to a hydrolysis reaction; and isolating the compound thus obtained in form of a salt of compound of formula (VI) or in form of the free acid by adding an acid. It also comprises the further preparation to eltrombopag or its salts from the new intermediate thus obtained by subsequent reduction of the nitro group and deprotection of the phenol, conversion of the amine intermediate obtained in a diazonium derivative, and either (1) subsequent reaction with ethyl acetoacetate and with (3,4-dimethylphenyl)hydrazine or a salt thereof, occurring the pyrazole ring formation by intermolecular cyclization, or (2) introduction of the pyrazole ring by reaction with 1-(3,4-dimethylphenyl)-3-methyl-3-pyrazolin-5-one.