87-08-1

87-08-1结构式

常用中文名：青霉素V
常用英文名：Penicillin-V
CAS号：87-08-1
分子式：C₁₆H₁₈N₂O₅S
分子量：350.389
相关类别：医药中间体杂环化合物吡啶类化合物硝基吡啶
发布时间：2018-02-09 08:00:00
更新时间：2026-06-30 17:34:18
青霉素V(苯氧甲基青霉素)是一种有效的口服抗生素。青霉素V对链球菌、艰难梭菌和金黄色葡萄球菌具有抗菌活性。青霉素V具有研究中耳炎、鼻窦炎、咽炎和扁桃体炎的潜力[1][2][3][4]。

中文名	青霉素V
英文名	phenoxymethylpenicillin
中文别名	青霉素V 标准品苯氧甲基青霉素杂质青黴素V 苯氧甲基青霉素青霉素V/A1A 苯氧甲基青霉素标准品青霉素V溶液,100PPM 青霉素V标准品
英文别名	penicillin-V phenomycilline phenoxymethylenenicillinicacid compocillinv Pen-vee-oral 4-Thia-1-azabicyclo[3.2.0]htane-2-cboxylic acid, 3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)- (8CI) henoxyacetamido) 6-phenoxyacetamido-penicillanicaci meropenin fenospen v-cylina (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (2s-(2alpha,5alpha,6beta))-enoxyacetyl)amino) PenicillinV Phenocillin V-Cilin Beromycin Phenoxymethylpenicillin CRS (2S,5R,6R)-3,3-dimethyl-7-oxo-6-{[(phenyloxy)acetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid phenocillin pen-v apopen Acipen-V calcipen Phenomycilline e-2-cboxylicacid distaquainev acipenv 4-Thia-1-azabicyclo[3.2.0]htane-2-cboxylic acid, 3,3-dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-, (2S,5R,6R) Phenospen eskacillianv penicillin,phenoxymethyl v-cyline Phenoxymethylpenicillin for system suitability(Y0001868) eskacillinv dowpen v-k pen-oral p-mega-tablinen v-tablopen 4-Thia-1-azabicyclo[3.2.0]htane-2-cboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenoxyacetyl)amino]-, [2S-(2a,5a,6b)] Oracillin Fenospen 4-Thia-1-azabicyclo[3.2.0]htane-2-cboxylic acid, 3,3-dimethyl-7-oxo-6-[(phenoxyacetyl)amino]-, (2S,5R,6R)- (9CI) crystapenv fenacilin phenoxymethylpenicillinicacid stabicillin (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid PENICILLIN V Penicillin phenoxymethyl penicillinphenoxymethyl pen-vee PENICILLIN V //BP rocilin (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]htane-2-cboxylic Acid Phenopenicillin ospen 3,3-dimethyl-7-oxo-6-[(phenyloxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]htan phenopenicillin oratren V-Cillin v-cillin [2S-(2a,5a,6b)]-3,3-Dimethyl-7-oxo-6-[(phenoxy acetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid oracillin vebecillin Oracilline penicillin U Orocillin penicillin V 6-phenoxyacetamidopenicillanic acid Phenoxymethylpenicillin Standd 6-phenoxyacetamidopenicillanicacid v-cil penicillin VK Phenoxymethylpenicillin

描述	青霉素V(苯氧甲基青霉素)是一种有效的口服抗生素。青霉素V对链球菌、艰难梭菌和金黄色葡萄球菌具有抗菌活性。青霉素V具有研究中耳炎、鼻窦炎、咽炎和扁桃体炎的潜力[1][2][3][4]。
相关类别	研究领域 >> 感染信号通路 >> 抗感染 >> 细菌
体外研究	青霉素V(0.002-8.0mg/L)抑制链球菌的生长,最低抑制浓度(MIC)为0.004-0.008mg/L[2]。青霉素V(0.002-8.0 mg/L)对艰难梭菌具有抗菌活性,MIC50值为4.0 mg/L,MIC90值为8.0 g/L[3]。青霉素V(0.004-0.063 mg/L；18 h)抑制金黄色葡萄球菌的生长,MIC值为0.016 mg/L[4]。
体内研究	青霉素V(0.063-0.25mg/kg；s.c.)抑制小鼠大腿肌肉中金黄色葡萄球菌的生长[4]。青霉素V(2 mg/kg；s.c.)的血浆半衰期(61 min)和平均AUC(0.47 mg/L·h)[4]。青霉素V(100mg/kg；每天一次,持续5天)可避免大鼠急性化脓性中耳炎(AOM)的暴发性感染[5]。动物模型：无特异性病原体(SPF)雄性瑞士小鼠(20-25 g)接种金黄色葡萄球菌[4]剂量：0.063、0.13、0.25 mg/kg给药：S.c.结果：与对照组(3.5×107计数/mL)相比,0.25 g/kg剂量下的CFU数量(1.34×107计数/mL)减少。
参考文献	[1]. Sabath LD. Et, al. Phenoxymethylpenicillin (penicillin V) and phenethicillin. Med Clin North Am. 1970 Sep;54(5):1101-11. [2]. Kamme C, et, al. In vitro effect on group A streptococci of loracarbef versus cefadroxil, cefaclor and penicillin V. Scand J Infect Dis. 1993;25(1):37-42. [3]. Norén T, et, al. In vitro susceptibility to 17 antimicrobials of clinical Clostridium difficile isolates collected in 1993-2007 in Sweden. Clin Microbiol Infect. 2010 Aug;16(8):1104-10. [4]. Overbosch D, et, al. Comparative pharmacodynamics and clinical pharmacokinetics of phenoxymethylpenicillin and pheneticillin. Br J Clin Pharmacol. 1985 May;19(5):657-68. [5]. Hermansson A, et, al. Prevention of experimental acute otitis media with penicillin V. Acta Otolaryngol. Jan-Feb 1990;109(1-2):119-23. [6]. Timm A, et al. Photolysis of four β‑lactam antibiotics under simulated environmental conditions: Degradation, transformation products and antibacterial activity. Sci Total Environ. 2019 Feb 15;651(Pt 1):1605-1612.

密度	1.5±0.1 g/cm3
沸点	681.4±55.0 °C at 760 mmHg
熔点	120 - 128ºC
分子式	C₁₆H₁₈N₂O₅S
分子量	350.389
闪点	365.9±31.5 °C
精确质量	350.093628
PSA	121.24000
LogP	1.88
外观性状	白色至灰白色结晶粉末
蒸汽压	0.0±2.2 mmHg at 25°C
折射率	1.651
储存条件	−20°C
稳定性	Stable. Combustible. Incompatible with strong oxidizing agents.
水溶解性	Very slightly soluble in water, soluble in ethanol (96 per cent).

CHEMICAL IDENTIFICATION

RTECS NUMBER :: RY4025000

CHEMICAL NAME :: Penicillanic acid, 6-phenoxyacetamido-

CAS REGISTRY NUMBER :: 87-08-1

BEILSTEIN REFERENCE NO. :: 0096259

LAST UPDATED :: 199612

DATA ITEMS CITED :: 15

MOLECULAR FORMULA :: C16-H18-N2-O5-S

MOLECULAR WEIGHT :: 350.42

WISWESSER LINE NOTATION :: T45 ANV ESTJ CMV1OR& F1 F1 GVQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 10 mg/kg/2D

TOXIC EFFECTS :: Liver - liver function tests impaired Skin and Appendages - dermatitis, other (after systemic exposure) Nutritional and Gross Metabolic - body temperature increase

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >2220 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - other changes

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >2 gm/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - other changes

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >1775 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - other changes

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intramuscular

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >1600 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - other changes

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 6578 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1351 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >4 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intramuscular

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >1775 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - other changes

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 822 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - other changes

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intramuscular

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 1096 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - other changes

MUTATION DATA

TYPE OF TEST :: Mutation test systems - not otherwise specified

TEST SYSTEM :: Rodent - mouse Ascites tumor

DOSE/DURATION :: 200 ug/L

REFERENCE :: NEOLA4 Neoplasma. (Karger-Libri, P.O. Box, CH-4009 Basel, Switzerland) V.4- 1957- Volume(issue)/page/year: 22,105,1975 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 83957 No. of Facilities: 61 (estimated) No. of Industries: 2 No. of Occupations: 6 No. of Employees: 2874 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 83957 No. of Facilities: 114 (estimated) No. of Industries: 2 No. of Occupations: 2 No. of Employees: 1964 (estimated) No. of Female Employees: 959 (estimated)

危害码 (欧洲)	Xn
风险声明 (欧洲)	R42/43
安全声明 (欧洲)	22-36
危险品运输编码	NONH for all modes of transport
RTECS号	RY4025000
海关编码	3003101300