sodium (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2R)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

• ChemBase编号: 133572
• 分子式: C20H22N5NaO6S
• 平均质量: 483.47335
• 单一同位素质量: 483.11884873
• SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](c1ccccc1)NC(=O)N1CCNC1=O)C(=O)[O-])C.[Na+]
• Canonical SMILES: O=C([C@@H](c1ccccc1)NC(=O)N1CCNC1=O)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)[O-])(C)C.[Na+]
• InChI: InChI=1S/C20H23N5O6S.Na/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30;/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29);/q;+1/p-1/t11-,12-,13+,16-;/m1./s1
• InChIKey: UVOCNBWUHNCKJM-XFAPPKAWSA-M

名称和登记号

名称

• IUPAC标准名: sodium (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2R)-2-[(2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
• IUPAC传统名: sodium azlocillin(1-)
• 别名: D-α-([Imidazolidin-2-on-1-yl]carbonylamino)benzylpenicillin; Azlocillin sodium salt

登记号

• CAS号: 37091-65-9
• EC号: 253-347-7
• MDL号: MFCD07793330
• PubChem SID: 162227849; 24891295
• PubChem CID: 23685176

理论计算性质

• Acid pKa: 3.4850655
• 质子受体: 6
• 质子供体: 3
• LogD (pH = 5.5): -2.3311994
• LogD (pH = 7.4): -3.7049859
• Log P: -0.32517126
• 摩尔折射率: 122.5481 cm^3
• 极化性: 43.569794 Å^3
• 极化表面积: 150.98 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: XH9250000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 42/43
• 安全公开号: 36
• 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

详细说明

Sigma Aldrich - A7926

Application
Azlocillin is a semisynthetic penicillin and is a potent 1-lactam antibiotic. It is often used against Pseudomonas aeruginosa and has been used to develop novel antibiotic quantitation techniques 1.
Biochem/physiol Actions
Azlocillin inhibits penicillin-binding protein (PBP)-dependent bacterial cell wall synthesis.