7-fluoro-12-methyl-4-oxo-1-azatricyclo[7.3.1.05,13]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid

• ChemBase编号: 105015
• 分子式: C14H12FNO3
• 平均质量: 261.2483832
• 单一同位素质量: 261.08012147
• SMILES: CC1CCc2cc(F)cc3c2n1cc(C(=O)O)c3=O
• Canonical SMILES: Fc1cc2CCC(n3c2c(c1)c(=O)c(c3)C(=O)O)C
• InChI: InChI=1S/C14H12FNO3/c1-7-2-3-8-4-9(15)5-10-12(8)16(7)6-11(13(10)17)14(18)19/h4-7H,2-3H2,1H3,(H,18,19)
• InChIKey: DPSPPJIUMHPXMA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 7-fluoro-12-methyl-4-oxo-1-azatricyclo[7.3.1.0^5,^1^3]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid; 7-fluoro-12-methyl-4-oxo-1-azatricyclo[7.3.1.0^{5,13}]trideca-2,5,7,9(13)-tetraene-3-carboxylic acid
• IUPAC传统名: flumequine
• 别名: 氟甲喹; 9-Fluoro-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic Acid; Apurone; Fantacin; R 802; Flumequine; FLUMEQUINE

登记号

• CAS号: 42835-25-6
• EC号: 255-962-6
• MDL号: MFCD00079298
• Beilstein号: 490724
• PubChem SID: 24894926; 162093308; 24869307
• PubChem CID: 3374

理论计算性质

• Acid pKa: 6.0047708
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 2.29869
• LogD (pH = 7.4): 1.0076491
• Log P: 2.4168396
• 摩尔折射率: 67.8736 cm^3
• 极化性: 24.735838 Å^3
• 极化表面积: 57.61 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO
• 外观: White Solid
• 熔点: 253-255°C; 260-262°C

安全信息

• 保存条件: Refrigerator; Room Temperature (15-30°C)
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

药理学性质

• 作用靶点: Others

产品相关信息

• 级别: PESTANAL®, analytical standard
• 成盐信息: Free Base
• 适用性: suitable for 1694 per US EPA
• Empirical Formula (Hill Notation): C14H12FNO3

详细说明

Sigma Aldrich - F7016

Application
Flumequine is a fluoroquinolone synthetic chemotherapeutic antibiotic. Flumequine is used to study processes that affect mammalian chromosome and DNA unwinding at the level of gyrase/topoisomerases. It is used to study hepatocarcinogenicity and DNA damage in mice and the mechanisms of quinolone resistance1,2.
Flumequine is used to study processes that affect mammalian chromosome and DNA unwinding at the level of gyrase/topoisomerases.
Biochem/physiol Actions
Flumequine inhibits topoisomerases, which are needed for the transcription and replication of bacterial DNA. The inhibition of the topoisomerases results in strand breakage of the bacterial chromosome, supercoiling, and resealing. Therefore, DNA replication and transcription is inhibited .

Sigma Aldrich - 45735

法律信息
PESTANAL 注册商标 Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - F445000

Fluorinated quinolone antibacterial.

参考文献

• Stilwell, G., et al.: Antimicrob. Agents Chemother., 7, 483 (1975)
• Rohlfing, S.R., et al.: J. Antimicrob. Chemother., 3, 615 (1975)