(2S)-6,7-difluoro-2-methyl-10-oxo-4-oxa-1-azatricyclo[7.3.1.05,13]trideca-5(13),6,8,11-tetraene-11-carboxylic acid

• ChemBase编号: 151724
• 分子式: C13H9F2NO4
• 平均质量: 281.2116664
• 单一同位素质量: 281.04996421
• SMILES: C[C@H]1COc2c3n1cc(c(=O)c3cc(c2F)F)C(=O)O
• Canonical SMILES: OC(=O)c1cn2[C@@H](C)COc3c2c(c1=O)cc(c3F)F
• InChI: InChI=1S/C13H9F2NO4/c1-5-4-20-12-9(15)8(14)2-6-10(12)16(5)3-7(11(6)17)13(18)19/h2-3,5H,4H2,1H3,(H,18,19)/t5-/m0/s1
• InChIKey: NVKWWNNJFKZNJO-YFKPBYRVSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-6,7-difluoro-2-methyl-10-oxo-4-oxa-1-azatricyclo[7.3.1.0^5,^1^3]trideca-5(13),6,8,11-tetraene-11-carboxylic acid
• IUPAC传统名: (2S)-6,7-difluoro-2-methyl-10-oxo-4-oxa-1-azatricyclo[7.3.1.0^5,^1^3]trideca-5(13),6,8,11-tetraene-11-carboxylic acid
• 别名: 左旋氧氟沙星羧酸; (3S)-9,10-Difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic Acid; Levofloxacin Q-Acid; Levofloxacin Carboxylic Acid (Levofloxacin Difluoro Impurity); (S)-(-)-9,10-Difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido-[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid; (S)-(-)-9,10-Difluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid

登记号

• CAS号: 100986-89-8
• MDL号: MFCD04039905
• PubChem SID: 24880598; 162245874
• PubChem CID: 688333

理论计算性质

• Acid pKa: 5.5150814
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 1.4524573
• LogD (pH = 7.4): -0.13491902
• Log P: 1.7458881
• 摩尔折射率: 64.6736 cm^3
• 极化性: 23.55114 Å^3
• 极化表面积: 66.84 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; Methanol (sparingly)
• 外观: White Solid
• 熔点: >300 °C(lit.); >300°C; 301-310°C
• 比旋光度: [α]20/D -64°, c = 1% in DMSO; -64 (c=1 in DMSO)

安全信息

• 保存条件: Refrigerator
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36; 26-37
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 97%; 97+%
• Empirical Formula (Hill Notation): C13H9F2NO4

详细说明

Sigma Aldrich - 570877

包装
1, 5 g in glass bottle

Toronto Research Chemicals - L360250

Levofloxacin intermediate.

参考文献

• Liu, Bo; Y., et al.: Bioorg. Med. Chem., 13, 2451 (2005)
• Lalitha D., et al.: J. Pharm. Biomed. Anal., 50, 710 (2005)