sodium (6R,7R)-3-[(acetyloxy)methyl]-7-[2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

• ChemBase编号: 104172
• 分子式: C16H16N5NaO7S2
• 平均质量: 477.44731
• 单一同位素质量: 477.03888416
• SMILES: O=C1N2C(=C(CS[C@@H]2[C@@H]1NC(=O)/C(=N/OC)/c1nc(sc1)N)COC(=O)C)C(=O)[O-].[Na+]
• Canonical SMILES: CO/N=C(\c1csc(n1)N)/C(=O)N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)[O-])COC(=O)C.[Na+]
• InChI: InChI=1S/C16H17N5O7S2.Na/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8;/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26);/q;+1/p-1/b20-9+;/t10-,14-;/m1./s1
• InChIKey: AZZMGZXNTDTSME-AAUIGXPGSA-M

名称和登记号

名称

• IUPAC标准名: sodium (6R,7R)-3-[(acetyloxy)methyl]-7-[2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; sodium (6R,7R)-3-[(acetyloxy)methyl]-7-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• IUPAC传统名: sodium (6R,7R)-3-[(acetyloxy)methyl]-7-[2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; sodium (6R,7R)-3-[(acetyloxy)methyl]-7-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• 别名: Cefotaxim sodium salt 钠盐; Cefotaxime sodium salt 钠盐; Cefotaxim sodium salt; Cefotaxime sodium salt; sodium (6R,7R)-3-[(acetyloxy)methyl]-7-[2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; Cefotaxime sodium; (6R-(6-a,7-b(Z)))-3-((Acetyloxy) methyl)-7-(((2-amino-4-thiazolyl) (methoxyimio) acetyl) amino)-8-oxo-5-thia-1-azabicyclo (4,2,0) oct-2-ene-2-carboxylic acid, sodium salt; CEFOTAXIME

登记号

• CAS号: 64485-93-4
• EC号: 264-915-9
• MDL号: MFCD00079073; MFCD00036878
• Beilstein号: 5711411
• PubChem SID: 162093058
• PubChem CID: 23672566

理论计算性质

• Acid pKa: 3.1773155
• 质子受体: 9
• 质子供体: 2
• LogD (pH = 5.5): -2.9842594
• LogD (pH = 7.4): -4.1677856
• Log P: -1.9052299
• 摩尔折射率: 115.9454 cm^3
• 极化性: 39.9619 Å^3
• 极化表面积: 176.34 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: soluble50 mg/mL, clear, light yellow
• 疏水性(logP): -2.777

安全信息

• 保存条件: 2-8°C
• RTECS编号: XI0250000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 2
• 危险公开号: 42/43
• 安全公开号: 22-36/37
• GHS危险品标识: GHS08
• GHS警示词: Danger
• GHS危险声明: H317-H334
• GHS警示性声明: P261-P280-P342 + P311
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98.0% (TLC); 95%
• 杂质: ≤5% water
• Empirical Formula (Hill Notation): C16H16N5NaO7S2

详细说明

MP Biomedicals - 02154947

Sodium Salt Purity: 95% A cephalosporin. Acts by interference of synthesis of peptidoglycan of the bacterial cell wall.

Sigma Aldrich - 22128

Other Notes
Broad spectrum third generation cephalosporin antibiotic.
Biochem/physiol Actions
Cefotaxim inhibits bacterial cell wall synthesis by binding to penicillin-binding proteins (PBPs) which inhibits the final transpeptidation step of peptidoglycan synthesis in bacterial cell walls. As a result, bacteria lyse due to cell wall autolytic enzymes.