3-Hydroxyquinoline-4-carboxylic acid

Base Information

• Chemical Name: 3-Hydroxyquinoline-4-carboxylic acid
• CAS No.: 118-13-8
• Molecular Formula: C10H7NO3
• Molecular Weight: 189.17
• Hs Code.: 2933499090
• European Community (EC) Number: 204-236-7
• UNII: 6QJT7K2GZG
• DSSTox Substance ID: DTXSID40151989
• Nikkaji Number: J48.406G
• Wikidata: Q72481765
• Mol file: 118-13-8.mol

Synonyms:3-Hydroxyquinoline-4-carboxylic acid;118-13-8;3-Hydroxy-4-quinolinecarboxylic acid;3-Hydroxycinchoninic acid;CINCHONINIC ACID, 3-HYDROXY-;4-Quinolinecarboxylic acid, 3-hydroxy-;EINECS 204-236-7;6QJT7K2GZG;BRN 0154787;4-22-00-02296 (Beilstein Handbook Reference);3-hydroxy-quinoline-4-carboxylic acid;UNII-6QJT7K2GZG;Oprea1_433704;SCHEMBL1759028;DTXSID40151989;3-Hydroxyquinoline-4-carboxylicacid;BCP25131;MFCD01536959;AKOS001607938;AB09188;CCG-104143;LS-53795;PS-11321;3-Hydroxy-4-quinolinecarboxylic acid, 97%;CS-0217930;EU-0035106;FT-0655736;EN300-93470;A18111;Z1198157009

Chemical Property of 3-Hydroxyquinoline-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.32E-06mmHg at 25°C
• Refractive Index: 1.73
• Boiling Point: 384.7 °C at 760 mmHg
• Flash Point: 186.5 °C
• PSA: 70.42000
• Density: 1.48 g/cm³
• LogP: 1.63860
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 189.042593085
• Heavy Atom Count: 14
• Complexity: 231

Purity/Quality:

97% ^*data from raw suppliers

3-Hydroxyquinoline-4-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C(C=N2)O)C(=O)O
• Uses: 3-Hydroxyquinoline-4-carboxylic acid is a useful reactant used for the preparation of benzazepinones and benzoxazepinones as Inhibitor of Apoptosis Proteins (IAPs) antagonists.

Technology Process of 3-Hydroxyquinoline-4-carboxylic acid

There total 6 articles about 3-Hydroxyquinoline-4-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: 57.0%

4-quinolinic acid (486-74-8) → 3-hydroxyquinoline-4-carboxylic acid (118-13-8)

Guidance literature:

With oxygen; potassium acetate; palladium diacetate; C₁₉H₂₄N₂O; p-benzoquinone; In N,N-dimethyl-formamide; at 110 ℃; for 24h; under 760.051 Torr;

DOI:10.1126/science.abg2362

Reference yield:

3-hydroxy-quinoline-4-carbonitrile (100517-53-1) → 3-hydroxyquinoline-4-carboxylic acid (118-13-8)

Guidance literature:

With hydrogenchloride; acetic acid; at 170 - 180 ℃;

DOI:10.1002/hlca.19580410723

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + 3-chloropyruvic acid (3681-17-2) → 3-hydroxyquinoline-4-carboxylic acid (118-13-8)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/jo01133a011

upstream raw materials:

3-hydroxy-quinoline-4-carbonitrile

acide amino-3-quinoleinecarboxylique-4

indole-2,3-dione

3-chloropyruvic acid

Downstream raw materials:

3-hydroxyquinoline

methyl 3-hydroxyquinoline-4-carboxylate

3-methoxy-quinoline-4-carboxylic acid methyl ester