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Oxolinic acid

Base Information Edit
  • Chemical Name:Oxolinic acid
  • CAS No.:14698-29-4
  • Molecular Formula:C13H11NO5
  • Molecular Weight:261.234
  • Hs Code.:29349990
  • European Community (EC) Number:238-750-8
  • NSC Number:758177,110364
  • UNII:L0A22B22FT
  • DSSTox Substance ID:DTXSID1021089
  • Nikkaji Number:J8.514F
  • Wikipedia:Oxolinic_acid
  • Wikidata:Q287840
  • NCI Thesaurus Code:C76921
  • RXCUI:7798
  • Metabolomics Workbench ID:52726
  • ChEMBL ID:CHEMBL416755
  • Mol file:14698-29-4.mol
Oxolinic acid

Synonyms:Acid, Oxolinic;Gramurin;Oxolinate, Sodium;Oxolinic Acid;Sodium Oxolinate

Suppliers and Price of Oxolinic acid
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • Oxolinic Acid
  • 500ul
  • $ 306.00
  • TRC
  • Oxolinic acid
  • 10g
  • $ 120.00
  • Sigma-Aldrich
  • Oxolinic acid quinolone antibiotic
  • 25g
  • $ 439.00
  • Sigma-Aldrich
  • Oxolinic acid quinolone antibiotic
  • 5g
  • $ 113.00
  • Sigma-Aldrich
  • Oxolinic acid European Pharmacopoeia (EP) Reference Standard
  • $ 190.00
  • Sigma-Aldrich
  • Oxolinic acid European Pharmacopoeia (EP) Reference Standard
  • o0240000
  • $ 190.00
  • Sigma-Aldrich
  • Oxolinic acid analytical standard
  • 100mg
  • $ 58.60
  • Medical Isotopes, Inc.
  • Oxolinic acid
  • 1 g
  • $ 90.00
  • Crysdot
  • Oxolinic acid 98+%
  • 500g
  • $ 446.00
  • Crysdot
  • Oxolinic acid 98+%
  • 1000g
  • $ 743.00
Total 158 raw suppliers
Chemical Property of Oxolinic acid Edit
Chemical Property:
  • Appearance/Colour:white crystalline powder 
  • Vapor Pressure:9.24E-10mmHg at 25°C 
  • Melting Point:314-316 °C (dec.) 
  • Refractive Index:1.638 
  • Boiling Point:473.2 °C at 760 mmHg 
  • PKA:5.94±0.20(Predicted) 
  • Flash Point:240 °C 
  • PSA:77.76000 
  • Density:1.483 g/cm3 
  • LogP:1.44830 
  • Storage Temp.:2-8°C 
  • Sensitive.:Light Sensitive 
  • Solubility.:Soluble in 0.5N NaOH with warming 
  • Water Solubility.:3.214mg/L(temperature not stated) 
  • XLogP3:-0.2
  • Hydrogen Bond Donor Count:1
  • Hydrogen Bond Acceptor Count:6
  • Rotatable Bond Count:2
  • Exact Mass:261.06372245
  • Heavy Atom Count:19
  • Complexity:446
Purity/Quality:

99% *data from raw suppliers

Oxolinic Acid *data from reagent suppliers

Safty Information:
  • Pictogram(s): HarmfulXn 
  • Hazard Codes:Xn 
  • Statements: 22 
  • Safety Statements: 22-24/25-60-36 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:CCN1C=C(C(=O)C2=CC3=C(C=C21)OCO3)C(=O)O
  • Description Developed in Japan in the 1970s, oxolinic acid belongs to the family of quinolone antibiotic, which is a synthetic antimicrobial agent aiming at gram-negative bacteria, especially those responsible for urinary tract infections. It is also commonly used in clinical for microbiological antimicrobial susceptibility tests against gram negative microbial isolates, providing antibiotic treatment options for infected patients. It can serve as a selective agent in several types of isolation media, for example, to isolate Gardnerella vaginalis. Besides, oxolinic acid can be applied in agriculture, which has proved to be effective against the seed-borne pathogen, such as Burkholderia glumae, a bacteria inducing grain rot, sheath rot, seedling rot, and bacterial panicle blight. Oxolinic acid works by targeting DNA gyrase or topoisomerase II, enzymes vital for DNA synthesis, which ultimately inhibits DNA synthesis and cell division. Bacterial DNA gyrase is a heterodimeric type II topoisomerase that negatively supercoils circular double-stranded DNA. Oxolinic acid is a quinolone antibiotic that inhibits bacterial DNA gyrase, but not eukaryotic topoisomerases, reversibly binding gyrase subunit A in gyrase-DNA complexes, blocking supercoiling activity and inhibiting DNA synthesis at 0.5-5 μg/ml. Oxolinic acid also blocks neuronal uptake of dopamine in mammals (IC50 = 4.3 μM), leading to an increase in locomotor activity.
  • Uses Oxolinic acid is used to study new transmissible resistance mechanisms qnrA, qnrB, qnrS, and aac(6′)Ib-cr, in Escherichia coli and Salmonella enterica. Oxolinic acid is added to culture medium for the isolation of Gardnerella vaginalis. Oxolinic acid is a quinolone antibiotic used for studies on DNA winding and coiling and for studies on dopaminergic neurotransmission processes. It is used to study new transmissible resistance mechanisms qnrA, qnrB, qnrS, and aac(6′)Ib-cr, in Escherichia Quinolone antibacterial.
  • Therapeutic Function Antibacterial (urinary)
Technology Process of Oxolinic acid

There total 19 articles about Oxolinic 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:
Guidance literature:
With water; sodium hydroxide; for 0.05h; Microwave irradiation;
DOI:10.1002/jhet.430
Guidance literature:
Ethyl α-ethoxycarbonyl-β-N-(5-benzodioxolyl)-N-ethylaminoacrylate; With sulfuric acid; acetic anhydride; at 80 - 130 ℃; for 4h;
In water; at 90 ℃; for 3h;

Reference yield: 90.0%

Guidance literature:
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