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

• ChemBase编号: 155569
• 分子式: C15H14N2Na2O6S2
• 平均质量: 428.391
• 单一同位素质量: 428.00886674
• SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](c1ccsc1)C(=O)[O-])C(=O)[O-])C.[Na+].[Na+]
• Canonical SMILES: O=C([C@@H](c1cscc1)C(=O)[O-])N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)[O-])(C)C.[Na+].[Na+]
• InChI: InChI=1S/C15H16N2O6S2.2Na/c1-15(2)9(14(22)23)17-11(19)8(12(17)25-15)16-10(18)7(13(20)21)6-3-4-24-5-6;;/h3-5,7-9,12H,1-2H3,(H,16,18)(H,20,21)(H,22,23);;/q;2*+1/p-2/t7-,8-,9+,12-;;/m1../s1
• InChIKey: ZBBCUBMBMZNEME-QBGWIPKPSA-L

名称和登记号

名称

• IUPAC标准名: disodium (2S,5R,6R)-6-[(2R)-2-carboxylato-2-(thiophen-3-yl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
• IUPAC传统名: disodium ticarcillin(2-)
• 别名: 替卡西林 二钠盐; (2S,5R,6R)-6-[[(2R)-Carboxy-3-thienylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid disodium salt; Ticarcillin disodium salt

登记号

• CAS号: 4697-14-7
• MDL号: MFCD07787410
• PubChem SID: 24900306; 162249707
• PubChem CID: 470375

理论计算性质

• Acid pKa: 3.0920584
• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): -3.1756372
• LogD (pH = 7.4): -5.9742513
• Log P: 0.5957988
• 摩尔折射率: 109.5995 cm^3
• 极化性: 34.349667 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

安全信息

• RTECS编号: XM9410000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 2
• 危险公开号: 36/37/38-42-43
• 安全公开号: 26-36/37
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Danger
• GHS危险声明: H315-H319-H334-H335
• GHS警示性声明: P261-P305 + P351 + P338-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: ≥95%
• Empirical Formula (Hill Notation): C15H14N2Na2O6S2

详细说明

Sigma Aldrich - T5639

Other Notes
β-Lactam antibiotic
Application
Ticarcillin is a semisynthetic antibiotic with a broad spectrum of bactericidal activity against many gram-positive and gram-negative aerobic and anaerobic bacteria. It is commonly used in combination with clavulanate in order to improve it′s efficacy1. It is used to study appropriate dosing in pediatric patients who have cystic fibrosis2.
Biochem/physiol Actions
Ticarcillin is a β-Lactam antibiotic that prevents bacterial cell wall biosynthesis at the level of peptidogylcan cross-linking by inhibiting peptidoglycan transpeptidases. It is derived from penicillin and is similar to carbenicillin in action. Ticarcillin is susceptible to degradation by β-lactamases1.