4-Oxo-1,4-dihydroquinoline-3-carboxylic acid

Base Information

• Chemical Name: 4-Oxo-1,4-dihydroquinoline-3-carboxylic acid
• CAS No.: 13721-01-2
• Molecular Formula: C10H7 N O3
• Molecular Weight: 189.17
• Hs Code.: 2918300090
• European Community (EC) Number: 604-008-0
• NSC Number: 4344
• UNII: BLD4359KYC
• DSSTox Substance ID: DTXSID70956267
• Nikkaji Number: J579.559A
• Wikidata: Q72481768
• ChEMBL ID: CHEMBL158890
• Mol file: 13721-01-2.mol

Synonyms:4-quinolone-3-carboxylic acid

Chemical Property of 4-Oxo-1,4-dihydroquinoline-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 9.28E-06mmHg at 25°C
• Melting Point: 269-270℃
• Boiling Point: 358.4°Cat760mmHg
• PKA: 0.80±0.20(Predicted)
• Flash Point: 170.5°C
• PSA: 70.16000
• Density: 1.429g/cm³
• LogP: 1.22630
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 189.042593085
• Heavy Atom Count: 14
• Complexity: 309

Purity/Quality:

98% ^*data from raw suppliers

4-Oxo-1,4-dihydroquinolineCarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C(=CN2)C(=O)O
• Uses: 4-Oxo-1,4-dihydroquinoline Carboxylic Acid is a novel HIV-1 integrase strand transfer inhibitor.

Technology Process of 4-Oxo-1,4-dihydroquinoline-3-carboxylic acid

There total 23 articles about 4-Oxo-1,4-dihydroquinoline-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: 95.0%

ethyl 4-oxo-1,4-dihydroquinoline-3-carboxylate (52980-28-6) → 4-oxo-1,4-dihydroquinoline-3-carboxylic acid (13721-01-2)

Guidance literature:

With potassium hydroxide; Heating;

DOI:10.1039/b510707e

Reference yield: 92.0%

ethyl 4-hydroxy-3-quinolinecarboxylate (26892-90-0) → 4-oxo-1,4-dihydroquinoline-3-carboxylic acid (13721-01-2)

Guidance literature:

ethyl 4-hydroxy-3-quinolinecarboxylate; With sodium hydroxide; water; for 2h; Heating / reflux;

With hydrogenchloride; In water; pH=4;

Reference yield: 92.0%

ethyl 4-hydroxy-3-quinolinecarboxylate (26892-90-0) → 4-hydroxy-3-quinoline carboxylic acid (34785-11-0) + 4-oxo-1,4-dihydroquinoline-3-carboxylic acid (13721-01-2)

Guidance literature:

In sodium hydroxide;

upstream raw materials:

1,4-Dihydro-4-oxo-quinoline-3-carboxylic acid methyl ester

ethyl 4-oxo-1,4-dihydroquinoline-3-carboxylate

diethyl (anilinomethylene)malonate

dimethyl 2-(phenyl-amino)-2-butendioate

Downstream raw materials:

N-(5-tert-butyl-3,3-dimethyl-2-oxo-2,3-dihydrobenzofuran-6-yl)-4-oxo-1,4-dihydroquinoline-3-carboxamide

2,4-di-tert-butyl-5-(4-oxo-1,4-dihydroquinoline-3-carboxamido)phenyl methyl carbonate

ivacaftor

1-methyl-4-oxo-1,4-dihydroquinoline-3-carbohydrazide

Refernces

• 1、 Burgess, Steven J.,Gunsaru, Bornface,Kelly, Jane X.,Li, Yuexin,Liebman, Katherine M.,Liebman, Michael C.,Morrill, Westin,Peyton, David H.. "Unsymmetrical bisquinolines with high potency against P. falciparum Malaria". supporting information. . Retrieved 2020/05/18.
• 2、 -. "METHODS OF TREATMENT FOR CYSTIC FIBROSIS". . . Retrieved 2020/12/11.