3485-14-1

• 常用中文名：环己西林
• 常用英文名：4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[[(1-aminocyclohexyl)carbonyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
• CAS号：3485-14-1
• 分子式：C₁₅H₂₃N₃O₄S
• 分子量：341.42600
• 相关类别： 原料药 抗生素类药物 青霉素类药
• 发布时间：2018-07-20 14:32:53
• 更新时间：2024-01-10 12:15:39
• 西拉西林(Wy-4508)是一种口服活性氨基青霉素抗生素,对多种革兰氏阳性和革兰氏阴性病原体具有抗菌活性[1]。

名称

• 中文名: 环己西林
• 英文名: cyclacillin
• 中文别名: 环青霉素
• 英文别名: 6-(1-aminocyclohexanecarboxamido)penicillanic acid; Vastcillin; Ultracillin; Cyclapen; CYCLACILLIN; (2S,5R,6R)-6-[(1-aminocyclohexanecarbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; Citosarin; Ciclacillin; Bastcillin; Calthor; Vipicil; Syngacillin

物化性质

• 密度: 1.4g/cm3
• 沸点: 649.6ºC at 760mmHg
• 熔点: 182-183° (anhydrate) (Hou, Poole); mp 156-158° (dec) (Alburn et al.)
• 分子式: C₁₅H₂₃N₃O₄S
• 分子量: 341.42600
• 精确质量: 341.14100
• PSA: 138.03000
• LogP: 1.30880
• 折射率: 1.631
• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  2.氢键供体数量:3

  3.氢键受体数量:6

  4.可旋转化学键数量:3

  5.互变异构体数量:4

  6.拓扑分子极性表面积:138

  7.重原子数量:23

  8.表面电荷:0

  9.复杂度:559

  10.同位素原子数量:0

  11.确定原子立构中心数量:3

  12.不确定原子立构中心数量:0

  13.确定化学键立构中心数量:0

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

生物活性

• 描述: 西拉西林(Wy-4508)是一种口服活性氨基青霉素抗生素,对多种革兰氏阳性和革兰氏阴性病原体具有抗菌活性[1]。
• 相关类别:
  研究领域 >> 感染
  信号通路 >> 抗感染 >> 细菌
• 体外研究: 环氯西林(0-125μg/mL)抑制各种病原体,克雷伯菌和肠杆菌除外,MIC值为0.24μg/mL至7.8μg/mL[1]。
• 体内研究: 环氯西林(0-287 mg/kg；口服；单剂量)在小鼠中表现出口服活性,并拯救注射了革兰氏阳性和革兰氏阴性病原体的小鼠[1]。大鼠肠组织以相对低的浓度(小于1mg/mL)吸收了环氯西林(10mg/kg；静脉注射；单次剂量),仅遵循米氏动力学[2]。

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : GT8450000 CHEMICAL NAME : Cyclacillin CAS REGISTRY NUMBER : 3485-14-1 LAST UPDATED : 199612 DATA ITEMS CITED : 11 MOLECULAR FORMULA : C15-H23-N3-O4-S MOLECULAR WEIGHT : 341.47 WISWESSER LINE NOTATION : T45 ANV ESTJ F1 F1 GVQ CMV- AL6TJ AZ HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Human DOSE/DURATION : 210 mg/kg/7D-I TOXIC EFFECTS : Gastrointestinal - hypermotility, diarrhea Gastrointestinal - other changes Skin and Appendages - dermatitis, other (after systemic exposure) REFERENCE : CHTHBK Chemotherapy (Basel). (S. Karger Pub., Inc., 79 Fifth Ave., New York, NY 10003) V.13- 1968- Volume(issue)/page/year: 22,154,1976 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 5010 mg/kg TOXIC EFFECTS : Liver - other changes REFERENCE : CHTHBK Chemotherapy (Basel). (S. Karger Pub., Inc., 79 Fifth Ave., New York, NY 10003) V.13- 1968- Volume(issue)/page/year: 22,154,1976 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 5010 mg/kg TOXIC EFFECTS : Liver - other changes REFERENCE : CHTHBK Chemotherapy (Basel). (S. Karger Pub., Inc., 79 Fifth Ave., New York, NY 10003) V.13- 1968- Volume(issue)/page/year: 22,154,1976 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 6500 mg/kg TOXIC EFFECTS : Behavioral - altered sleep time (including change in righting reflex) Behavioral - somnolence (general depressed activity) REFERENCE : TAKHAA Takeda Kenkyusho Ho. Journal of the Takeda Research Laboratories. (Takeda Yakuhin Kogyo K.K., 2-17-85 Jusohon-machi, Yodogawa-ku, Osaka 532, Japan) V.29- 1970- Volume(issue)/page/year: 29,117,1970 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 5010 mg/kg TOXIC EFFECTS : Liver - other changes REFERENCE : CHTHBK Chemotherapy (Basel). (S. Karger Pub., Inc., 79 Fifth Ave., New York, NY 10003) V.13- 1968- Volume(issue)/page/year: 22,154,1976 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 3776 mg/kg TOXIC EFFECTS : Liver - other changes REFERENCE : CHTHBK Chemotherapy (Basel). (S. Karger Pub., Inc., 79 Fifth Ave., New York, NY 10003) V.13- 1968- Volume(issue)/page/year: 22,154,1976 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 7500 mg/kg TOXIC EFFECTS : Behavioral - altered sleep time (including change in righting reflex) Behavioral - somnolence (general depressed activity) REFERENCE : TAKHAA Takeda Kenkyusho Ho. Journal of the Takeda Research Laboratories. (Takeda Yakuhin Kogyo K.K., 2-17-85 Jusohon-machi, Yodogawa-ku, Osaka 532, Japan) V.29- 1970- Volume(issue)/page/year: 29,117,1970 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Mammal - dog DOSE/DURATION : 2500 mg/kg TOXIC EFFECTS : Liver - other changes REFERENCE : CHTHBK Chemotherapy (Basel). (S. Karger Pub., Inc., 79 Fifth Ave., New York, NY 10003) V.13- 1968- Volume(issue)/page/year: 22,154,1976 ** OTHER MULTIPLE DOSE TOXICITY DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 87 gm/kg/26W-C TOXIC EFFECTS : Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) REFERENCE : TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 29,1,1974 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 108 gm/kg/30D-C TOXIC EFFECTS : Behavioral - food intake (animal) Kidney, Ureter, Bladder - changes in bladder weight Nutritional and Gross Metabolic - weight loss or decreased weight gain REFERENCE : TAKHAA Takeda Kenkyusho Ho. Journal of the Takeda Research Laboratories. (Takeda Yakuhin Kogyo K.K., 2-17-85 Jusohon-machi, Yodogawa-ku, Osaka 532, Japan) V.29- 1970- Volume(issue)/page/year: 29,117,1970 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X9351 No. of Facilities: 25 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 101 (estimated) No. of Female Employees: 51 (estimated)