(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

• ChemBase编号: 119446
• 分子式: C8H11NO5S
• 平均质量: 233.24164
• 单一同位素质量: 233.03579346
• SMILES: S1(=O)(=O)C([C@@H](N2[C@H]1CC2=O)C(=O)O)(C)C
• Canonical SMILES: OC(=O)[C@@H]1N2C(=O)C[C@H]2S(=O)(=O)C1(C)C
• InChI: InChI=1S/C8H11NO5S/c1-8(2)6(7(11)12)9-4(10)3-5(9)15(8,13)14/h5-6H,3H2,1-2H3,(H,11,12)/t5-,6+/m1/s1
• InChIKey: FKENQMMABCRJMK-RITPCOANSA-N

名称和登记号

名称

• IUPAC标准名: (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ^6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• IUPAC传统名: sulbactam; (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ^6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• 别名: Sulbactam; (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide; Betamaze; CP 45899; CP-45,899; Penicillanic acid 1,1-dioxide; Penicillanic acid S,S-dioxide; Penicillanic acid dioxide; Penicillanic acid sulfone; Sulbactam; (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide; (2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid 4,4-Dioxide Sodium Salt; CP 45899-2; Penicillanic Acid 1,1-Dioxide Sodium Salt; Sodium 1,1-Dioxypenicillanate; Sodium Penicillanate 1,1-Dioxide; Sodium Sulbactam; Sulbactam Sodium; Sulbactam Sodium Salt; Unasyn IM; Sulbactam Sodium Salt; 3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide; Antibiotic CP 45899

登记号

• CAS号: 69388-84-7; 68373-14-8
• EC号: 269-878-2
• MDL号: MFCD00867005
• PubChem SID: 162107598
• PubChem CID: 130313

理论计算性质

• Acid pKa: 3.0900245
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): -3.271277
• LogD (pH = 7.4): -4.3542833
• Log P: -0.8914056
• 摩尔折射率: 48.2145 cm^3
• 极化性: 20.178257 Å^3
• 极化表面积: 91.75 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: H2O: ≥18 mg/mL; Methanol (Sparingly); Water
• 外观: White Solid; white to tan powder
• 熔点: >230°C (dec.)
• 比旋光度: [α]/D ≥+225°, c = 1 in H2O
• 疏水性(logP): 0.314

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 保存温度: 2-8°C

药理学性质

• 作用靶点: Others
• 生物活性机理: Beta-Lactamase inhibitor; Inhibits beta-lactamases of the Richmond-Sykes types I; II; III; IV; V

产品相关信息

• 纯度: ≥98% (HPLC); 95%
• 成盐信息: Free Base
• 应用领域: Antibiotic; Has only weak antibacterial activity except against Neisseria gonorrhoeae; Neisseria meningitidis
• Empirical Formula (Hill Notation): C8H11NO5S

详细说明

Toronto Research Chemicals - S699185

A semi-synthetic β-lactamase inhibitor. It is used in combination with β-lactam antibiotics as antibacterial.

参考文献

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