3'-Amino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid

Base Information

• Chemical Name: 3'-Amino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid
• CAS No.: 376592-93-7
• Molecular Formula: C13H11 N O3
• Molecular Weight: 229.235
• Hs Code.: 2922509090
• European Community (EC) Number: 814-404-7
• UNII: 2GS5685MP9
• DSSTox Substance ID: DTXSID10467509
• Wikidata: Q72437720
• Mol file: 376592-93-7.mol

Synonyms:376592-93-7;3'-Amino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid;3'-AMINO-2'-HYDROXYBIPHENYL-3-CARBOXYLIC ACID;3-(3-amino-2-hydroxyphenyl)benzoic acid;3''-AMINO-2''-HYDROXY-BIPHENYL-3-CARBOXYLIC ACID;3'-AMINO-2'-HYDROXY-BIPHENYL-3-CARBOXYLIC ACID;2GS5685MP9;MFCD10001467;3'-Amino-2'-Hydroxy-[1,1']biphenyl-3-carboxylic Acid;3'-Amino-2'-hydroxy[1,1'-biphenyl]-3-carboxylic acid;3'-Amino-2'-hydroxy(1,1'-biphenyl)-3-carboxylic acid;[1,1'-Biphenyl]-3-carboxylicacid, 3'-amino-2'-hydroxy-;3'-Amino-2'-hydroxy-3-biphenylcarboxylic acid;SCHEMBL407806;UNII-2GS5685MP9;DTXSID10467509;ZXLYSSHNDUXXIN-UHFFFAOYSA-N;[1,1'-Biphenyl]-3-carboxylic acid, 3'-amino-2'-hydroxy-;AMY30032;BCP08246;CS-B0772;AKOS015951087;DS-5044;AC-24713;SY053196;FT-0689791;3-amino-2-hydroxybiphenyl-3'-carboxylic acid;A874041;3'-Amino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylicacid;3 inverted exclamation mark -Amino-2 inverted exclamation mark -hydroxybiphenyl-3-carboxylic Acid

Chemical Property of 3'-Amino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid

Chemical Property:

• Melting Point: 222 °C(dec.)
• Boiling Point: 474.8±45.0 °C(Predicted)
• PKA: 3.99±0.10(Predicted)
• PSA: 83.55000
• Density: 1.364
• LogP: 2.92080
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 229.07389321
• Heavy Atom Count: 17
• Complexity: 282

Purity/Quality:

99% ^*data from raw suppliers

3’-Amino-2’-Hydroxy-[1,1’]biphenyl-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C(=O)O)C2=C(C(=CC=C2)N)O
• Uses: 3’-Amino-2’-Hydroxy-[1,1’]Biphenyl-3-carboxylic Acid is used in the synthesis of monoethanolamine salts. A hydrazine cleavage product from Eltrombopag (E508000), an agonist of the Thrombopoietin (Tpo) receptor, used as treatment for thrombocytopenia

Technology Process of 3'-Amino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid

There total 34 articles about 3'-Amino-2'-hydroxy-[1,1'-biphenyl]-3-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.9%

2'-hydroxy-3'-nitro-biphenyl-3-carboxylic acid (376591-95-6) → 3′-amino-2′-hydroxy biphenyl-3-carboxylic acid (376592-93-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; sodium hydroxide; In water; at 20 ℃; for 0.5h; under 7500.75 Torr; Reagent/catalyst; Temperature; Pressure;

Reference yield: 95.0%

5'-chloro-2'-hydroxy-3'-nitrobiphenyl-3-carboxylic acid (376592-58-4) → 3′-amino-2′-hydroxy biphenyl-3-carboxylic acid (376592-93-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; potassium hydroxide; In water; at 80 ℃; for 1h; under 3750.38 Torr; Reagent/catalyst; Pressure; Temperature;

Reference yield: 95.0%

C21H17NO5 → 3′-amino-2′-hydroxy biphenyl-3-carboxylic acid (376592-93-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; water; at 20 ℃; under 750.075 - 2250.23 Torr;

upstream raw materials:

2'-hydroxy-3'-nitro-biphenyl-3-carboxylic acid

2-bromo-4-chlorophenol

3-Carboxyphenylboronic acid

5'-chloro-2'-hydroxybiphenyl-3-carboxylic acid

Downstream raw materials:

3’-{N’-[1-(3,4-dimethylphenyl)-3-methyl-5-oxo-1,5-di-hydropyrazol-4-ylidene]hydrazino}-2’-hydroxybiphenyl-3-carboxylic acid

2′-hydroxy[1,1-biphenyl]-3-carboxylic acid

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF KEY INTERMEDIATES FOR THE SYNTHESIS OF ELTROMBOPAG OR SALT THEREOF". . . Retrieved 2021/01/23.
• 2、 -. "Preparation method of eltrombopag intermediate and preparation method of eltrombopag diethanolamine salt". Paragraph 0038; 0049-0050. . Retrieved 2021/06/22.