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Oxolinic acid

Description References
Oxolinic acid
Oxolinic acid structure
CAS No.
14698-29-4
Chemical Name:
Oxolinic acid
Synonyms
w4565;utibid;ossian;oxoboi;pietil;s-0208;uroxol;starner;ultibid;dioxacin
CBNumber:
CB8177186
Molecular Formula:
C13H11NO5
Formula Weight:
261.23
MOL File:
14698-29-4.mol

Oxolinic acid Properties

Melting point:
314-316°C (dec.)
Boiling point:
473℃
Density 
1.3038 (rough estimate)
refractive index 
1.5500 (estimate)
Flash point:
>110°(230°F)
storage temp. 
2-8°C
solubility 
Soluble in 0.5N NaOH with warming
form 
Crystalline Powder
color 
White
Sensitive 
Light Sensitive
Merck 
13,7014
BRN 
620635
Stability:
Stable. Combustible.
InChIKey
KYGZCKSPAKDVKC-UHFFFAOYSA-N
CAS DataBase Reference
14698-29-4(CAS DataBase Reference)
EPA Substance Registry System
1,3-Dioxolo[4,5- g]quinoline-7-carboxylic acid, 5-ethyl-5,8-dihydro-8-oxo- (14698-29-4)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
Hazard Codes  Xn
Risk Statements  22
Safety Statements  22-24/25-60-36
WGK Germany  3
RTECS  JI5075000
10
HS Code  29349990
Hazardous Substances Data 14698-29-4(Hazardous Substances Data)
Toxicity LD50 in mice, rats (mg/kg): >6000, >2000 orally (Turner)
Symbol(GHS):
Signal word: Warning
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H302 Harmful if swallowed Acute toxicity,oral Category 4 Warning P264, P270, P301+P312, P330, P501
Precautionary statements:
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P330 Rinse mouth.

Oxolinic acid price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 67126 Oxolinic acid analytical standard 14698-29-4 100mg $53.6 2018-11-20 Buy
Sigma-Aldrich O0877 Oxolinic acid quinolone antibiotic 14698-29-4 5g $102 2018-11-13 Buy
Alfa Aesar J66637 Oxolinic acid, 98% 14698-29-4 5g $142 2018-11-13 Buy
Alfa Aesar J66637 Oxolinic acid, 98% 14698-29-4 25g $569 2018-11-13 Buy
Cayman Chemical 16789 Oxolinic Acid ≥98% 14698-29-4 1g $25 2018-11-13 Buy

Oxolinic acid Chemical Properties,Uses,Production

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.

References

https://en.wikipedia.org/wiki/Oxolinic_acid
http://www.toku-e.com/product/oxolinic_acid/
https://www.goldbio.com/product/3027/oxolinic-acid

Chemical Properties

Crystalline Solid

Uses

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

Uses

Quinolone antibacterial.

Definition

ChEBI: A quinolinemonocarboxylic acid having the carboxy group at position 7 as well as oxo and ethyl groups at positions 4 and 1 respectively and a dioxolo ring fused at the 5- and 6-positions. A synthetic antibiotic, it is used in veterinary medicine for the tr atment of bacterial infections in cattle, pigs and poultry.

brand name

Utibid (ParkeDavis).

Pharmaceutical Applications

An oral 4-quinolone with a tricyclic structure. Its antibacterial spectrum is very similar to that of nalidixic acid, but it is more active againstEnterobacteriaceae (MIC 0.25–2 mg/L). Grampositive bacteria, Ps. aeruginosa and anaerobes are resistant.
After repeated doses of 750 mg twice daily, mean plasma concentrations are initially very low, but steady state is reached at the third day and Cmax is around 3.5 mg/L. Administration with food delays absorption. Binding to plasma protein is about 80%. It undergoes complex biotransformation, and an enterohepatic cycle may account for the increase in the apparent elimination half-life from 4 to 15 h over 7 days of treatment as well as for the 20% of dose which can be recovered from the feces. About 50% of the dose appears in the urine in the first 24 h, partly in the form of metabolites, some of which display antibacterial activity.
Side effects common to the quinolones occur frequently. About one-quarter of patients treated with 750 mg every 12 h suffer nausea and vomiting or restlessness and insomnia. Its only use is in the treatment of lower urinary tract infections.

Enzyme inhibitor

This quinolone-type antibiotic (FWfree-acid = 261.23 g/mol), also known as 5- ethyl-5,8-dihydro-8-oxo-1,3-dioxolo[4,5-g]quinoline-7-carboxylate, inhibits bacterial DNA gyrase, binding to subunit A and arresting DNA replication (1-7). Certain mutant DNA gyrases fail to bind oxolinic acid, accounting for oxolinate-resistant bacteria. In male rats, oxolinate raises the serum levels of luteinizing hormone (LH), increasing the incidence of testicular Leydig cell tumors. It also inhibits (IC50 = 4.3 μM) neuronal dopamine uptake . Target (s) : DNA topoisomerase IV; glycyl tRNA synthetase ; and leucyl-tRNA synthetase.

Purification Methods

Purify the acid by recrystallisation from aqueous Me2CO, 95% EtOH or dimethylformamide. It has UV 220, (255.5sh), max 259.5, 268, (298sh, 311sh), 321 and 326nm [ 14.8, (36.8sh), 38.4, 38.4, (6.4sh, 9.2sh), 10.8 and 11.2 x 103]. [Kaminsky & Mettzer J Med Chem 11 160 1968, Beilstein 17 H 6, 17 I 3, 17 II 202, 17 III/IV 13, 17/1 V 11.]

Oxolinic acid Preparation Products And Raw materials

Raw materials

Preparation Products


Oxolinic acid Suppliers

Global( 184)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Hebei Guanlang Biotechnology Co., Ltd.
+86-0311-66562153 whatsapp +8615203118427
+86-0311-66562153 sales@crovellbio.com CHINA 406 50
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21935 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20676 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32452 55
Hefei TNJ Chemical Industry Co.,Ltd.
86-0551-65418684 18949823763
86-0551-65418684 info@tnjchem.com China 1815 55
Xiamen AmoyChem Co., Ltd
+86 (0)592-605 1114
sales@amoychem.com CHINA 6374 58
Hebei Chisure Biotechnology Co., Ltd.
+8613292890173
0311 66567340 luna@speedgainpharma.com CHINA 1019 58
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 25796 58
Hebei Ruishun Trade Co.,LTD
17052563120
Mike@rsbiology.com CHINA 303 58
Chemwill Asia Co.,Ltd.
86-21-51086038
86-21-51861608 chemwill_asia@126.com;sales@chemwill.com;chemwill@hotmail.com;chemwill@gmail.com CHINA 23958 58

View Lastest Price from Oxolinic acid manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-08-15 Oxolinic acid
14698-29-4
US $1.00 / KG 1G 98% 100KG career henan chemical co
2018-10-17 Oxolinic acid CAS NO.: 14698-29-4 CAS NO.14698-29-4
14698-29-4
US $1.00 / G 100G 99.9% 50000 tons Hebei Ruishun Trade Co.,Ltd
2018-08-07 Oxolinic acid
14698-29-4
US $10.00 / KG 1KG 99% 100 MT per month Hebei Guanlang Biotechnology Co., Ltd.

Oxolinic acid Spectrum


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