147-52-4

• 常用中文名：萘夫西林
• 常用英文名：nafcillin
• CAS号：147-52-4
• 分子式：C₂₁H₂₂N₂O₅S
• 分子量：414.475
• 相关类别： 信号通路 抗感染 细菌
• 发布时间：2018-06-03 08:00:00
• 更新时间：2024-01-06 10:58:23
• 萘西林是一种抗生素,是β-内酰胺酶的可逆抑制剂。萘西林具有杀菌活性,可用于葡萄球菌感染的研究[1][2][3][4]。

名称

• 中文名: 萘夫西林
• 英文名: nafcillin
• 英文别名: Propizepina; 6-(2-dimethylamino-propyl)-6,11-dihydro-benzo[b]pyrido[2,3-e][1,4]diazepin-5-one; 6-(2-Ethoxy-naphth-1-yl-formamino)penicillansaeure; nafcillinum [INN_la]; (2S,5R,6R)-6-({[2-(ethyloxy)naphthalen-1-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; (2S,5R,6R)-6-{[(2-ethoxynaphthalen-1-yl)carbonyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; Propizepinum; (2-ethoxy-naphthalen-1-yl)-penicillin; 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2-ethoxy-1-naphthalenyl)carbonyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-; [2S-(2a,5a,6b)]-6-[[(2-Ethoxy-1-naphthalenyl)carbonyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid; Naftopen; Nallpen; Propizepinum [INN-Latin]; 6-(2-Ethoxy-1-naphthamido)penicillin; Propizepina [INN-Spanish]; Vagran 50 Kapseln; Propizepine; (2S,5R,6R)-6-[(2-Ethoxy-1-naphthoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

物化性质

• 密度: 1.4±0.1 g/cm3
• 沸点: 714.1±60.0 °C at 760 mmHg
• 分子式: C₂₁H₂₂N₂O₅S
• 分子量: 414.475
• 闪点: 385.7±32.9 °C
• 精确质量: 414.124939
• PSA: 121.24000
• LogP: 3.52
• 蒸汽压: 0.0±2.4 mmHg at 25°C
• 折射率: 1.686

生物活性

• 描述: 萘西林是一种抗生素,是β-内酰胺酶的可逆抑制剂。萘西林具有杀菌活性,可用于葡萄球菌感染的研究[1][2][3][4]。
• 相关类别:
  研究领域 >> 感染
  信号通路 >> 抗感染 >> 细菌
• 体内研究: 萘西林(100 mg/kg；s.c.)对甲氧西林敏感的金黄色葡萄球菌(MSSA)和耐甲氧西林金黄色葡萄菌(MRSA)具有杀菌活性,对金黄色葡萄杆菌菌株Xen-29和Xen-1的MIC分别为0.5μg/mL和64.0μg/mL[3]。
• 参考文献:

  [1]. Tan, A.K., et al. Identification of the site of covalent attachment of nafcillin, a reversible suicide inhibitor of beta-lactamase. Biochem J, 1992. 281 ( Pt 1): p. 191-6.

  [2]. Palmer, D.L., et al. Bacterial wound colonization after broad-spectrum versus narrow-spectrum antibiotics. Ann Thorac Surg, 1995. 59(3): p. 626-31.

  [3]. Lawrence I. Mortin, et al. Rapid Bactericidal Activity of Daptomycin against Methicillin-Resistant and Methicillin-Susceptible Staphylococcus aureus Peritonitis in Mice as Measured with Bioluminescent Bacteria. Antimicrob Agents Chemother. 2007 May; 51(5): 1787-1794.

  [4]. Sakoulas G, et al. Nafcillin enhances innate immune-mediated killing of methicillin-resistant Staphylococcus aureus. J Mol Med (Berl). 2014 Feb;92(2):139-49.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : XI0120000 CHEMICAL NAME : 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(2-ethoxy-1-naphthamido)-3,3- dimethyl-7-oxo- CAS REGISTRY NUMBER : 147-52-4 LAST UPDATED : 199612 DATA ITEMS CITED : 2 MOLECULAR FORMULA : C21-H22-N2-O5-S MOLECULAR WEIGHT : 414.51 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Human - child DOSE/DURATION : 1050 mg/kg/1W-I TOXIC EFFECTS : Kidney, Ureter, Bladder - interstitial nephritis REFERENCE : JAMAAP JAMA, Journal of the American Medical Association. (AMA, 535 N. Dearborn St., Chicago, IL 60610) V.1- 1883- Volume(issue)/page/year: 225,178,1973 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3659 No. of Facilities: 199 (estimated) No. of Industries: 1 No. of Occupations: 4 No. of Employees: 11979 (estimated) No. of Female Employees: 9552 (estimated)

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