sodium (2S,5R,6R)-6-(2-ethoxynaphthalene-1-amido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate hydrate

• ChemBase编号: 155373
• 分子式: C21H23N2NaO6S
• 平均质量: 454.47189
• 单一同位素质量: 454.11745175
• SMILES: CCOc1ccc2ccccc2c1C(=O)N[C@H]1[C@@H]2N(C1=O)[C@H](C(S2)(C)C)C(=O)[O-].O.[Na+]
• Canonical SMILES: CCOc1ccc2c(c1C(=O)N[C@@H]1C(=O)N3[C@@H]1SC([C@@H]3C(=O)[O-])(C)C)cccc2.O.[Na+]
• InChI: InChI=1S/C21H22N2O5S.Na.H2O/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23;;/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27);;1H2/q;+1;/p-1/t15-,16+,19-;;/m1../s1
• InChIKey: OCXSDHJRMYFTMA-KMFBOIRUSA-M

名称和登记号

名称

• IUPAC标准名: sodium (2S,5R,6R)-6-(2-ethoxynaphthalene-1-amido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate hydrate
• IUPAC传统名: sodium nafcillin(1-) hydrate
• 别名: 6-(2-Ethoxy-1-naphthamido)penicillin; Nafcillin sodium salt monohydrate

登记号

• CAS号: 7177-50-6
• MDL号: MFCD01941128
• PubChem SID: 24897636; 162249511
• PubChem CID: 23704143

理论计算性质

• Acid pKa: 3.3094113
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 0.11520102
• LogD (pH = 7.4): -1.1349657
• Log P: 2.289126
• 摩尔折射率: 118.9755 cm^3
• 极化性: 42.997944 Å^3
• 极化表面积: 98.77 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

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 36/37/38-42/43
• 安全公开号: 26-36
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Danger
• GHS危险声明: H315-H317-H319-H334-H335
• GHS警示性声明: P261-P280-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

• 杂质: ~3.5% Sodium citrate
• 线性分子式: C21H21N2O5SNa · H2O

详细说明

Sigma Aldrich - N3269

Application
Nafcillin sodium is a narrow-spectrum β-lactam antibiotic. It is used to treat infections caused by Gram-positive bacteria, in particular, species of Staphylococci that are resistant to other penicillins. Nafcillin is used to study penicillin binding proteins (PBPs). It has been used to study penicillin-binding proteins 2a and heterogeneous expression of methicillin resistance in Staphylococcus aureus 1. It is a potential therapy of meningitis due to Staphylococcus aureus.2.
Biochem/physiol Actions
Nafcillin inhibits bacterial cell wall formation by inhibiting PBPs. The irreversible inhibition of the PBPs prevents the final crosslinking (transpeptidation) of the nascent peptidoglycan layer, which disrupts cell wall synthesis.