disodium (2S,5R,6R)-6-(2-carboxylato-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

• ChemBase编号: 105918
• 分子式: C17H16N2Na2O6S
• 平均质量: 422.36328
• 单一同位素质量: 422.0524458
• SMILES: [Na+].[Na+].O=C([O-])[C@@H]1N2C(=O)[C@@H](NC(=O)C(c3ccccc3)C(=O)[O-])[C@H]2SC1(C)C
• Canonical SMILES: O=C(C(c1ccccc1)C(=O)[O-])N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)[O-])(C)C.[Na+].[Na+]
• InChI: InChI=1S/C17H18N2O6S.2Na/c1-17(2)11(16(24)25)19-13(21)10(14(19)26-17)18-12(20)9(15(22)23)8-6-4-3-5-7-8;;/h3-7,9-11,14H,1-2H3,(H,18,20)(H,22,23)(H,24,25);;/q;2*+1/p-2/t9?,10-,11+,14-;;/m1../s1
• InChIKey: RTYJTGSCYUUYAL-YCAHSCEMSA-L

名称和登记号

名称

• IUPAC标准名: disodium (2S,5R,6R)-6-(2-carboxylato-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
• IUPAC传统名: disodium carbenicillin(2-)
• 别名: 羧苄青霉素 二钠盐; 羧苄青霉素 二钠; α-Carboxybenzylpenicillin disodium salt 二钠盐; 羧苄青霉素 二钠盐; (2S,5R,6R)-6-[(2-Carboxy-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid Sodium Salt; N-(2-Carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-6-yl)-2-phenylmalonamic Acid Disodium Salt; Anabactyl; BRL 2064; Carbapen; Carbecin; Carbenicillin Sodium; Carbenicilline Disodium; Carboxybenzylpenicillin Sodium; Disodium (α-Carboxybenzyl)penicillin; Disodium Carbenicillin; Fugacillin; Geocillin; Geopen; Gripenin; Hyoper; Microcillin; NSC 111071; Piopen; Pyopen; Pyopene; Sodium carbenicillin; α-Carboxybenzylpenicillin Sodium Salt; Carbenicillin Disodium; Carbenicillin disodium; Carbenicillin disodium salt; α-Carboxybenzylpenicillin; CARBENICILLIN DISODIUM SALT; α-Carboxybenzylpenicillin disodium salt

登记号

• CAS号: 4800-94-6
• EC号: 225-360-8
• MDL号: MFCD00077683
• Beilstein号: 5722128
• PubChem SID: 162092623; 24893142; 24892613; 24892409
• PubChem CID: 20933

理论计算性质

• Acid pKa: 3.1068087
• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): -3.1951313
• LogD (pH = 7.4): -5.9115877
• Log P: 0.81535685
• 摩尔折射率: 112.4937 cm^3
• 极化性: 35.574165 Å^3
• 极化表面积: 129.67 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: alcohol: soluble; H2O: soluble (solutions are stable 24 hr at room temp, 72 hr at 2-8°C.); H2O: soluble50 mg/mL

安全信息

• 保存条件: 2-8°C
• RTECS编号: ON9105000
• 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: ≥90% (anhydrous basis); 89.0-100.5% anhydrous basis
• 适用性: meets USP testing specifications; plant cell culture tested
• Empirical Formula (Hill Notation): C17H16N2Na2O6S

详细说明

MP Biomedicals - 02195092

Disodium Salt

Sigma Aldrich - C3416

Analysis Note
Stable at 37 °C for 3 days
Application
Recommended for antibacterial use in cell culture media at 100 μg/ml and for selection of ampr transformed cells.
Biochem/physiol Actions
Carboxypenicillin antibiotic that inhibits bacterial cell-wall synthesis (peptidoglycan cross-linking) by inactivating transpeptidases on the inner surface of the bacterial cell membrane. Analog to ampicillin. Antimicrobial spectrum: Gram-positive and Gram-negative bacteria, Pseudomonas.
Physical form
Hygroscopic powder
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - 21800

Analysis Note
Stable at 37 °C for 3 days
Biochem/physiol Actions
Carboxypenicillin antibiotic that inhibits bacterial cell-wall synthesis (peptidoglycan cross-linking) by inactivating transpeptidases on the inner surface of the bacterial cell membrane. Analog to ampicillin. Antimicrobial spectrum: Gram-positive and Gram-negative bacteria, Pseudomonas.
Other Notes
注射用抗 Pseudomonas aeruginosa 抗生素；鉴定 Citrobacter diversus ULA-27 的两种染色体编码 β-内酰胺酶。1

Sigma Aldrich - C1389

Analysis Note
Stable at 37 °C for 3 days
Application
Used for selection of ampr transformed cells and to study the role of penicillin-sensitive transpeptidases in cell wall biosynthesis.
Biochem/physiol Actions
Carboxypenicillin antibiotic that inhibits bacterial cell-wall synthesis (peptidoglycan cross-linking) by inactivating transpeptidases on the inner surface of the bacterial cell membrane. Analog to ampicillin. Antimicrobial spectrum: Gram-positive and Gram-negative bacteria, Pseudomonas.

Sigma Aldrich - C9231

Analysis Note
Stable at 37 °C for 3 days
Application
Used for selection of ampr transformed cells. Used to study the role of penicillin-sensitive transpeptidases in cell wall biosynthesis.
Biochem/physiol Actions
Carboxypenicillin antibiotic that inhibits bacterial cell-wall synthesis (peptidoglycan cross-linking) by inactivating transpeptidases on the inner surface of the bacterial cell membrane. Analog to ampicillin. Antimicrobial spectrum: Gram-positive and Gram-negative bacteria, Pseudomonas.

Toronto Research Chemicals - C176080

Semi-synthetic antibiotic related to Penicillin (P223500). Antibacterial.

参考文献

• Naumann, K., et al.: Arzneim. Forsch., 19, 1222 (1969)
• Goldenthal, E.I., et al.: Toxicol. Appl. Pharmacol., 18, 185 (1969)