Cas no 108319-06-8 (Temafloxacin)

Temafloxacin is a fluoroquinolone antibiotic with broad-spectrum activity against Gram-positive and Gram-negative bacteria. Its mechanism of action involves inhibition of bacterial DNA gyrase and topoisomerase IV, disrupting DNA replication and transcription. Temafloxacin exhibits enhanced potency against respiratory pathogens, including Streptococcus pneumoniae and Haemophilus influenzae, as well as activity against atypical organisms like Legionella and Mycoplasma. The compound demonstrates favorable pharmacokinetics, with good oral bioavailability and tissue penetration, particularly in the lungs. Its balanced spectrum and pharmacokinetic profile made it a candidate for treating respiratory and urinary tract infections. However, clinical use was discontinued due to safety concerns, though it remains of interest in antimicrobial research.
Temafloxacin structure
Temafloxacin structure
Product Name:Temafloxacin
CAS No:108319-06-8
MF:C21H18F3N3O3
MW:417.381135463715
MDL:MFCD00864828
CID:93774
PubChem ID:60021
Update Time:2025-06-28

Temafloxacin Chemical and Physical Properties

Names and Identifiers

    • Temafloxacin
    • 3-Quinolinecarboxylic acid, 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-
    • ()-Temafloxacin
    • 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-Quinolinecarboxylic acid
    • 1-(2,4-difluorophenyl)-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
    • Temafloxacin HCl
    • [14C]-Temafloxacin
    • 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-7-(3-methyl-1-piperazinyl)-quinoline-3-carboxylic acid
    • 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxoquinoline-3-carboxylic acid
    • 1-(2,4-difluorophenyl)-6-fluoro-7-(3-methylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
    • Omniflox
    • Temafloxa
    • Temafloxacina
    • Temafloxacina [Spanish]
    • Temafloxacine
    • Temafloxacinum
    • Temafloxacinum [Latin]
    • Teflox
    • A-63004
    • A-62254
    • AKOS 92085
    • 6-Fluoro-1-(2,4-difluorophenyl)-7-(3-methylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
    • 1-(2,4-Difluorophenyl)-6-fluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl) -4-oxo-3-quinoline-carboxylic acid
    • 1-(2,4-difluorophenyl)-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-quino line-3-carboxylic acid hydrochloride
    • T 1258
    • BRN 4301726
    • Temafloxacine [French]
    • 3-Quinolinecarboxylic acid, 1,4-dihydro-1-(2,4-difluorophenyl)-6-fluoro-7- (3-methyl-1-piperazinyl)-4-oxo-
    • MS-27276
    • 1-(2,4-Difluorophenyl)-6-fluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinoline-carboxylic acid
    • DTXCID5024132
    • Q3983082
    • AKOS000280928
    • 3-QUINOLINECARBOXYLIC ACID, 1-(2,4-DIFLUOROPHENYL)-6-FLUORO-1,4-DIHYDRO-7-(3-METHYL-1-PIPERAZINYL)-4-OXO-(+/-)-
    • UNII-1WZ12GTT67
    • TEMAFLOXACIN [INN]
    • Tox21_113306
    • CAS-108319-06-8
    • (+/-)-1-(2,4-DIFLUOROPHENYL)-6-FLUORO-1,4-DIHYDRO-7-(3-METHYL-1-PIPERAZINYL)-4-OXO-3-QUINOLINECARBOXYLIC ACID
    • FT-0631048
    • TEMAFLOXACIN [VANDF]
    • 108319-06-8
    • A63004
    • CHEBI:77796
    • CHEMBL277100
    • 1WZ12GTT67
    • DB01405
    • A 62254
    • CCRIS 6303
    • A908911
    • Temafloxacin [INN:BAN]
    • TEMAFLOXACIN [MART.]
    • A62254
    • BCP12640
    • TEMAFLOXACIN [WHO-DD]
    • (1)-Temafloxacin
    • SCHEMBL48095
    • GTPL10866
    • HY-16487
    • AKOS016844314
    • 1-(2,4-difluorophenyl)-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
    • 1-(2,4-difluorophenyl)-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic acid
    • 1-(2,4-difluorophenyl)-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic
    • NS00003171
    • Abbott 62254
    • NCGC00183857-01
    • MFCD00864828
    • CS-0006360
    • TEMAFLOXACIN [MI]
    • DTXSID7044132
    • DB-040816
    • G12684
    • MDL: MFCD00864828
    • Inchi: 1S/C21H18F3N3O3/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)
    • InChI Key: QKDHBVNJCZBTMR-UHFFFAOYSA-N
    • SMILES: FC1=CC2C(C(C(=O)O)=CN(C3C=CC(=CC=3F)F)C=2C=C1N1CCNC(C)C1)=O

Computed Properties

  • Exact Mass: 417.13000
  • Monoisotopic Mass: 417.130026
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 30
  • Rotatable Bond Count: 3
  • Complexity: 721
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 72.9
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing

Experimental Properties

  • Density: 1.3372 (estimate)
  • Melting Point: Not available
  • Boiling Point: 608.9°C at 760 mmHg
  • Flash Point: 322.1°C
  • Refractive Index: 1.603
  • PSA: 74.57000
  • LogP: 3.29810
  • Vapor Pressure: 0.0±1.8 mmHg at 25°C

Temafloxacin Security Information

Temafloxacin Pricemore >>

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Additional information on Temafloxacin

Temafloxacin (CAS No. 108319-06-8): A Comprehensive Overview in Modern Pharmaceutical Research

Temafloxacin, identified by the chemical compound code CAS No. 108319-06-8, represents a significant advancement in the field of antimicrobial agents. As a fluoroquinolone derivative, Temafloxacin has garnered considerable attention due to its broad-spectrum activity and unique pharmacological profile. This compound has been extensively studied for its efficacy against a variety of Gram-positive and Gram-negative bacteria, making it a promising candidate for treating complex infections. The structural and functional properties of Temafloxacin have been meticulously examined, revealing insights that contribute to its therapeutic potential and mechanisms of action.

The molecular structure of Temafloxacin incorporates a fluorine atom, which enhances its binding affinity to bacterial DNA gyrase and topoisomerase IV. These enzymes are critical for bacterial DNA replication and transcription, and their inhibition by Temafloxacin leads to the disruption of bacterial cell growth and eventual cell death. Recent studies have highlighted the compound's ability to overcome resistance mechanisms commonly observed in other fluoroquinolones, such as mutations in the target enzymes. This resilience makes Temafloxacin particularly valuable in clinical settings where multidrug-resistant pathogens are prevalent.

In clinical trials, Temafloxacin has demonstrated efficacy in treating a range of infections, including respiratory tract infections, urinary tract infections, and skin infections. The compound's rapid absorption and extensive tissue distribution ensure that therapeutic levels are achieved quickly, providing prompt relief from symptoms. Additionally, research indicates that Temafloxacin exhibits a favorable pharmacokinetic profile, with minimal accumulation in tissues, which reduces the risk of side effects associated with prolonged use.

One of the most compelling aspects of Temafloxacin is its potential in combination therapy regimens. Studies have shown that pairing Temafloxacin with other antibiotics can enhance overall treatment outcomes by targeting multiple pathways simultaneously. This approach is particularly useful in managing infections caused by polymicrobial flora, where multiple species of bacteria contribute to the pathogenesis. The synergistic effects observed in these studies underscore the versatility of Temafloxacin as an antimicrobial agent.

The development of novel antimicrobial agents like Temafloxacin is driven by the urgent need to address rising rates of antibiotic resistance. The global burden of resistant infections poses a significant threat to public health, necessitating innovative solutions. Research into Temafloxacin has not only expanded our understanding of fluoroquinolone mechanisms but also provided new strategies for combating resistant pathogens. By targeting essential bacterial processes and overcoming resistance markers, Temafloxacin offers a promising solution to this growing challenge.

Advances in computational chemistry and molecular modeling have further enhanced the optimization of Temafloxacin's structure. These techniques allow researchers to predict how modifications to the molecule might affect its potency and selectivity. Such insights have led to the development of derivatives with improved pharmacological properties, including enhanced bioavailability and reduced toxicity. The integration of computational methods with experimental data has accelerated the discovery process, bringing us closer to next-generation antimicrobial therapies.

The safety profile of Temafloxacin has been thoroughly evaluated through preclinical and clinical studies. While like other fluoroquinolones it may be associated with certain side effects—such as gastrointestinal disturbances or central nervous system effects—these are generally manageable with appropriate dosing and monitoring. Ongoing research aims to mitigate these effects by refining dosing regimens and identifying patient subgroups who may be more susceptible to adverse reactions.

Future directions in Temafloxacin research include exploring its potential applications beyond traditional antimicrobial uses. Preliminary studies suggest that it may have anti-inflammatory properties, which could make it valuable in treating conditions characterized by excessive inflammation. Additionally, investigations into its role in prophylaxis against surgical site infections are underway, offering new avenues for preventing healthcare-associated infections.

The regulatory landscape for novel antibiotics like Temafloxacin is evolving to accommodate innovative approaches to drug development and approval. Regulatory agencies now prioritize agents that address unmet medical needs, particularly those targeting resistant pathogens. This shift has created a favorable environment for compounds like Temafloxacin, which demonstrate both efficacy and an improved safety profile compared to older agents.

In conclusion, Temafloxacin (CAS No. 108319-06-8) represents a significant contribution to modern pharmaceutical research. Its broad-spectrum activity, resistance-mitigating properties, and favorable pharmacokinetic profile make it a versatile tool in the fight against bacterial infections. As research continues to uncover new applications and refine treatment strategies, Temafloxacin is poised to play an increasingly important role in addressing global challenges related to antimicrobial resistance.

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