1-cyclopropyl-7-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-5,6,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

• ChemBase编号: 121841
• 分子式: C19H20F3N3O3
• 平均质量: 395.3756096
• 单一同位素质量: 395.14567618
• SMILES: c12c(n(cc(c1=O)C(=O)O)C1CC1)c(c(c(c2F)F)N1C[C@@H](N[C@@H](C1)C)C)F
• Canonical SMILES: C[C@@H]1N[C@H](C)CN(C1)c1c(F)c(F)c2c(c1F)n(cc(c2=O)C(=O)O)C1CC1
• InChI: InChI=1S/C19H20F3N3O3/c1-8-5-24(6-9(2)23-8)17-14(21)13(20)12-16(15(17)22)25(10-3-4-10)7-11(18(12)26)19(27)28/h7-10,23H,3-6H2,1-2H3,(H,27,28)/t8-,9+
• InChIKey: QIPQASLPWJVQMH-DTORHVGOSA-N

名称和登记号

名称

• IUPAC标准名: 1-cyclopropyl-7-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-5,6,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC传统名: orbifloxacin; 1-cyclopropyl-7-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-5,6,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• 别名: 1-环丙基-5,6,8-三氟-1,4-二羟基-7-(顺式-3,5-二甲基-1-哌嗪基)-4-氧代-喹啉-3-羧酸; 奥比沙星; 1-cyclopropyl-7-((3S,5R)-3,5-dimethylpiperazin-1-yl)-5,6,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid; Orbifloxacin; Orbax; 1-Cyclopropyl-5,6,8-trifluoro-1,4-dihydro-7-(cis-3,5-dimethyl-1-piperazinyl)-4-oxo-quinoline-3-carboxylic acid; Orbifloxacin

登记号

• CAS号: 113617-63-3
• MDL号: MFCD00864858
• PubChem SID: 162216194; 24860808
• PubChem CID: 60605

理论计算性质

• Acid pKa: 5.4919295
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): 0.02530205
• LogD (pH = 7.4): 0.24292499
• Log P: 0.24618606
• 摩尔折射率: 97.2098 cm^3
• 极化性: 35.475452 Å^3
• 极化表面积: 72.88 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

安全信息

• 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
• 生物活性机理: Inhibitor of bacterial DNA gyrase,; Prevents DNA supercoiling and synthesis

产品相关信息

• 级别: VETRANAL™, analytical standard
• 成盐信息: Free Base
• 应用领域: Antibacterial agent; Antibiotic; Antiseptic
• Empirical Formula (Hill Notation): C19H20F3N3O3

详细说明

Sigma Aldrich - 34041

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

参考文献

• Eur. Pat., 1987, Dainippon, 242 789; CA, 108, 150325x, (synth, pharmacol)
• Miyamoto, T. et al., J. Med. Chem., 1990, 33, 1645-1656, (synth, pmr, ir, pharmacol)
• Morimura, T. et al., Chem. Pharm. Bull., 1995, 43, 1000-1004; 1997, 45, 373-377, (photodegradation)
• Nakamura, S. et al., Drugs, 1995, 49, 152-158, (rev)