(5-methyl-2-oxo-2H-1,3-dioxol-4-yl)methyl (2S,5R,6R)-6-[(2R)-2-amino-2-(2H5)phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate hydrochloride

• ChemBase编号: 172261
• 分子式: C21H24ClN3O7S
• 平均质量: 497.94916
• 单一同位素质量: 497.1023488
• SMILES: [C@H]1(C(=O)N2[C@@H]1SC([C@@H]2C(=O)OCc1oc(=O)oc1C)(C)C)NC(=O)[C@H](N)c1ccccc1.Cl
• Canonical SMILES: O=C([C@@H](c1ccccc1)N)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)OCc1oc(=O)oc1C)(C)C.Cl
• InChI: InChI=1S/C21H23N3O7S.ClH/c1-10-12(31-20(28)30-10)9-29-19(27)15-21(2,3)32-18-14(17(26)24(15)18)23-16(25)13(22)11-7-5-4-6-8-11;/h4-8,13-15,18H,9,22H2,1-3H3,(H,23,25);1H/t13-,14-,15+,18-;/m1./s1
• InChIKey: FXXSETTYJSGMCR-GLCLSGQWSA-N

名称和登记号

名称

• IUPAC标准名: (5-methyl-2-oxo-2H-1,3-dioxol-4-yl)methyl (2S,5R,6R)-6-[(2R)-2-amino-2-(^2H₅)phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate hydrochloride
• IUPAC传统名: (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl (2S,5R,6R)-6-[(2R)-2-amino-2-(^2H₅)phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate hydrochloride
• 别名: (2S,5R,6R)-6-[[(2R)-Amino(phenyl-d5)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid (5-Methyl-2-oxo-1,3-dioxol-4-yl)methyl Ester Hydrochloride; KB 1585-d5; KBT 1585-d5; Takacillin-d5; Varacillin-d5; [2S-[2α,5α,6β(S*)]]-6-[[Amino(phenyl-d5)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid (5-Methyl-2-oxo-1,3-dioxol-4-yl)methyl Ester MonoHydrochloride; Lenampicillin-d5 Hydrochloride

登记号

• PubChem SID: 164228171
• PubChem CID: 71749763

理论计算性质

• Acid pKa: 11.720702
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): -0.90083975
• LogD (pH = 7.4): 0.6886881
• Log P: 1.0089236
• 摩尔折射率: 113.6582 cm^3
• 极化性: 44.91645 Å^3
• 极化表面积: 137.26 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - L328102

A labelled oral ampicillin prodrug. Antibiotic used in the treatment of respiratory tract infections and urinary tract infections.

参考文献

• SAito, A. et al.: Chemother., 42, 209 (1983)
• Tsukamoto, G. et al.: Curr. Chemother. Immunother. Proc. Int. Congr. Chemother., 1, 142 (1983)
• Yamabe, S. et al.: Chemioterapia, 3, 60 (1983)