105784-61-0

Basic information

• Product Name: TEMAFLOXACIN HYDROCHLORIDE
• Synonyms: TEMAFLOXACIN HYDROCHLORIDE;1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-Quinolinecarboxylic acid hydrochloride;Abbott 62254
• CAS NO: 105784-61-0
• Molecular Formula: C₂₁H₁₈F₃N₃O₃*ClH
• Molecular Weight: 453.846
• Mol File: 105784-61-0.mol

Chemical Properties

• Boiling Point: 608.9°C at 760 mmHg
• Flash Point: 322.1°C
• Appearance: /
• Vapor Pressure: 1.11E-15mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: ≤2mg/ml in DMSO;5mg/ml in dimethyl formamide
• CAS DataBase Reference: TEMAFLOXACIN HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TEMAFLOXACIN HYDROCHLORIDE(105784-61-0)
• EPA Substance Registry System: TEMAFLOXACIN HYDROCHLORIDE(105784-61-0)

Safety Data

• Hazardous Substances Data: 105784-61-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Temafloxacin Hydrochloride is used as an antimicrobial agent for the treatment of various infections, including respiratory and urinary tract infections, sexually transmitted diseases, and skin and soft tissue infections. Its application is due to its effectiveness against a wide range of bacteria, particularly those producing beta-lactamase, and its favorable pharmacokinetic properties.
Used in Antimicrobial Applications:
As an antimicrobial quinolone drug, Temafloxacin Hydrochloride is used as a bacterial inhibitor, targeting microbial DNA topoisomerase. This application is based on its ability to interfere with bacterial DNA replication and transcription, thereby inhibiting bacterial growth and contributing to the treatment of various bacterial infections.
Brand Names:
Omniflox (Abbott); Temac.

Originator

Abbott (U.S.A.)

in vitro

the in-vitro activities of temafloxacin, ciprofloxacin, and ofloxacin against gram-negative bacteria were compared. the 90% minimal inhibitory concentrations (mic90s) of temafloxacin for respiratory pathogens were less than or equal to 0.06 micrograms/ml. temafloxacin was also active against bacterial agents of sexually transmitted diseases, such as neisseria gonorrhoeae and chlamydia trachomatis [1].

in vivo

mixed aerobic-anaerobic infection was induced by i.p. implantation of gelatin capsules containing bacteroides fragilis, escherichia coli, and sterile rat faeces. temafloxacin was found to be highly active with a 90.9% cure rate in comparison with no treatment, and as active as a combination of clindamycin and gentamicin. temafloxacin at 12 mg/dose resulted in rise to serum concentrations exceeding the mic values of both microorganisms for at least 8 h [2].

references

[1] hardy dj. in vitro activity of temafloxacin against gram-negative bacteria: an overview. am j med. 1991 dec 30;91(6a):19s-23s.[2] thadepalli h, hajji m, perumal vk, chuah sk, gollapudi s. evaluation of temafloxacin in a rat model of intra-abdominal abscess. j antimicrob chemother. 1992 jun;29(6):687-92.[3] ball p. the role of temafloxacin in the community setting: an overview. j antimicrob chemother. 1991 dec;28 suppl c:121-30.

InChI:InChI=1/C21H18F3N3O3.ClH/c1-11-9-26(5-4-25-11)19-8-18-13(7-16(19)24)20(28)14(21(29)30)10-27(18)17-3-2-12(22)6-15(17)23;/h2-3,6-8,10-11,25H,4-5,9H2,1H3,(H,29,30);1H

Upstream product

• 91-22-5 quinoline 
• 109-07-9 (RS)-2-methylpiperazine 
• 144647-68-7 ethyl 3-(2,4-difluoroanilino)-2-<2,5-difluoro-4-(3-methyl-4-tert-butoxycarbonylpiperazin-1-yl)>benzoylacrylate 
• 144647-69-8 ethyl 7-(3-methyl-4-tert-butoxycarbonylpiperazin-1-yl)-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylate 
• 144647-65-4 2,5-difluoro-4-(3-methylpiperazin-1-yl)acetophenone hydrochloride 
• 144647-67-6 ethyl 2,5-difluoro-4-(3-methyl-4-tert-butoxycarbonylpiperazin-1-yl)benzoylacetate 
• 144647-66-5 2,5-difluoro-4-(3-methyl-4-tert-butoxycarbonylpiperazin-1-yl)acetophenone 
• 129322-83-4 2',4',5'-trifluoroacetophenone 

Related news

Determination of minor impurities in TEMAFLOXACIN HYDROCHLORIDE (cas 105784-61-0) by high-performance liquid chromatography07/17/2019

Minor impurities in the antibacterial agent temafloxacin hydrochloride were determined using high-performance liquid chromatography. Manufacturing impurities and degradation products were separated using a reversed-phase system with gradient elution. Detector response was linear for the individu...detailed

Relevant articles and documents

Preparation method of quinolone carboxylic acid derivative or phthalazinone carboxylic acid derivative

The invention belongs to the field of pharmaceutical chemicals, relates to a preparation method of a quinolone carboxylic acid derivative or a phthalazinone carboxylic acid derivative, and particularly relates to a preparation method of a 7-substituted-3-quinolone carboxylic acid derivative or a 7-substituted-1,5-phthalazinone carboxylic acid derivative. The preparation method comprises the following steps: (1) in an organic solvent, carrying out coupling reaction on a boron chelate II and organic amine III in the presence of an organosilicon compound to obtain a compound IV; and (2) mixing the compound IV with hydrochloric acid, and then filtering and separating the precipitated compound I. Compared with conventional methods, the preparation method provided by the invention has the advantages that the conditions are milder, the hydrolysis of the substrate quinoline carboxylic acid boric acid ester can be reduced, and meanwhile, the influence of a byproduct HF on the product purity is avoided. The method is high in yield and high in purity; compared with the traditional alkali, the organic silicon is more suitable for industrial preparation of the 7-substituted-3-quinolone carboxylic acid derivative or the 7-substituted-1,5-phthalazinone carboxylic acid derivative.

Process for the preparation of quinoline antibacterial compounds

A process for preparing substituted 7-(piperazin-1-yl)-4-oxo-1,4-dihydro-3-quinoline carboxylic acid derivative antibacterial agents by reacting a carbamate protected piperazine derivative with a 7-halo-4-oxo-1,4-dihydro-quinoline carboxylic acid derivati