35607-66-0

• 常用中文名：头孢西丁
• 常用英文名：Cefoxitin
• CAS号：35607-66-0
• 分子式：C₁₆H₁₇N₃O₇S₂
• 分子量：427.452
• 相关类别： 原料药 抗生素类药物 头孢菌素类药
• 发布时间：2018-02-28 08:00:00
• 更新时间：2024-01-02 21:34:40
• Cefoxitin 是一种广谱的、具有抗菌活性的第二代头孢菌素。Cefoxitin 对革兰氏阳性/革兰氏阴性需氧菌和厌氧菌引起的各种感染都有效。

名称

• 中文名: 头孢西丁
• 英文名: cefoxitin
• 中文别名: 3-氨基甲酰基氧甲基-7-甲氧基-7-(2-噻吩乙酰胺基)-8-氧代-5-硫-1-杂氮双环[4.2.0]辛-2-烯-2-甲酸; 头孢西丁 USP; 头孢西丁酸
• 英文别名: 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(aminocarbonyl)oxy]methyl]-7-methoxy-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-, (6R,7S)-; EINECS 252-641-2; 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(aminocarbonyl)oxy]methyl]-7-methoxy-8-oxo-7-[(2-thienylacetyl)amino]-, (6R,7S)-; CEFOXITIN ACID; MFCD00072014; Cefoxitin; Rephoxitin; (6R,7S)-3-[(Carbamoyloxy)methyl]-7-methoxy-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; CFX; (6R,7S)-3-{[(aminocarbonyl)oxy]methyl}-7-(methyloxy)-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; 3-Carbamoyloxymethyl-7a-methoxy-7-[2-(2-thienyl)acetamido]-3-cephem-4-carboxylic Acid; Mefoxin; cephoxitin; (6R,7S)-3-(Hydroxymethyl)-7-methoxy-8-oxo-7-(2-(2-thienyl)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid carbamate (ester); (6R,7S)-3-[(carbamoyloxy)methyl]-7-methoxy-8-oxo-7-[(thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

物化性质

• 密度: 1.6±0.1 g/cm3
• 沸点: 843.4±65.0 °C at 760 mmHg
• 熔点: 149 - 150ºC
• 分子式: C₁₆H₁₇N₃O₇S₂
• 分子量: 427.452
• 闪点: 463.9±34.3 °C
• 精确质量: 427.050781
• PSA: 201.80000
• LogP: 0.63
• 外观性状: 白色至灰白色结晶粉末
• 蒸汽压: 0.0±3.3 mmHg at 25°C
• 折射率: 1.693
• 储存条件: 库房低温通风干燥
• 水溶解性: 水溶性：实际上不溶；易溶于：丙酮；可溶于：二甲基甲酰胺；不溶：氯仿,乙醚

生物活性

• 描述: Cefoxitin 是一种广谱的、具有抗菌活性的第二代头孢菌素。Cefoxitin 对革兰氏阳性/革兰氏阴性需氧菌和厌氧菌引起的各种感染都有效。
• 相关类别:
  研究领域 >> 感染
  信号通路 >> 抗感染 >> 细菌
• 体外研究: 头孢西丁对革兰氏阳性菌有良好的抗菌活性。几种革兰氏阳性病原体的mic在1-6μg/mL范围内[1]。头孢西丁在浓度为1.25µM/mL时表现出高效杀灭伯氏杆菌[3]。
• 体内研究: 头孢西丁(20mg/kg；i.p.；每日；持续5天)可在体内有效杀死布氏杆菌C3H/HeN小鼠模型[3]。动物模型：4周龄雌性C3H/HeN小鼠[3]剂量：20mg/kg给药：腹腔注射,每日一次,连续5天。结果：在体内表现出高效杀灭布氏杆菌的效果。
• 参考文献:

  [1]. E O Stapley, et al. Cefoxitin and cephamycins: microbiological studies. Rev Infect Dis. Jan-Feb 1979;1(1):73-89.

  [2]. R N Brogden, et al. Cefoxitin: a review of its antibacterial activity, pharmacological properties and therapeutic use. Drugs. 1979 Jan;17(1):1-37.

  [3]. Venkata Raveendra Pothineni, et al. In vitro and in vivo evaluation of cephalosporins for the treatment of Lyme disease. Drug Des Devel Ther. 2018; 12: 2915–2921.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : XI0386500 CHEMICAL NAME : 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-(((aminocarbonyl)oxy)methyl)-7- methoxy-8-oxo-7-((2-thienylacetyl)amino)-, (6R-cis)- CAS REGISTRY NUMBER : 35607-66-0 LAST UPDATED : 199601 DATA ITEMS CITED : 12 MOLECULAR FORMULA : C16-H17-N3-O7-S2 MOLECULAR WEIGHT : 427.48 WISWESSER LINE NOTATION : T46 ANV ES GUTJ CO1 G1OVZ HVQ CMV1- BT5SJ HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Human - woman DOSE/DURATION : 75 mg/kg/18H-I TOXIC EFFECTS : Blood - leukopenia REFERENCE : AIMEAS Annals of Internal Medicine. (American College of Physicians, 4200 Pine St., Philadelphia, PA 19104) V.1- 1927- Volume(issue)/page/year: 92,874,1980 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : >10 gm/kg TOXIC EFFECTS : Gastrointestinal - hypermotility, diarrhea REFERENCE : NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 26(Suppl1),150,1978 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : >10 mg/kg TOXIC EFFECTS : Skin and Appendages - dermatitis, other (after systemic exposure) Skin and Appendages - hair REFERENCE : NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 26(Suppl 1),150,1978 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 8580 mg/kg TOXIC EFFECTS : Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory depression REFERENCE : NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 26(Suppl 1),150,1978 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : >10 gm/kg TOXIC EFFECTS : Gastrointestinal - hypermotility, diarrhea REFERENCE : NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 26(Suppl1),150,1978 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 9250 mg/kg TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - respiratory depression Skin and Appendages - hair REFERENCE : NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 26(Suppl 1),150,1978 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 4970 mg/kg TOXIC EFFECTS : Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory depression REFERENCE : NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 26(Suppl 1),150,1978 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Mammal - dog DOSE/DURATION : >10 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 26(Suppl1),150,1978 ** OTHER MULTIPLE DOSE TOXICITY DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 45 gm/kg/30D-I TOXIC EFFECTS : Gastrointestinal - other changes Blood - changes in leukocyte (WBC) count Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - phosphatases REFERENCE : NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 26(Suppl 1),150,1978 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 182 gm/kg/26W-I TOXIC EFFECTS : Kidney, Ureter, Bladder - urine volume increased Nutritional and Gross Metabolic - changes in sodium Nutritional and Gross Metabolic - changes in chlorine REFERENCE : NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 26(Suppl 1),150,1978 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 500 mg/kg/5D-I TOXIC EFFECTS : Immunological Including Allergic - decrease in humoral immune response REFERENCE : TOLED5 Toxicology Letters. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1977- Volume(issue)/page/year: 13,129,1982 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3193 No. of Facilities: 222 (estimated) No. of Industries: 1 No. of Occupations: 5 No. of Employees: 14543 (estimated) No. of Female Employees: 12733 (estimated)

安全

• 危险品运输编码: UN 3077
• 包装等级: III
• 海关编码: 3003201300

合成路线

35607-68-2 ~56% 35607-66-0

文献：Shiozaki, Masao; Ishida, Noboru; Iino, Kimio; Hiraoka, Tetsuo Tetrahedron, 1980 , vol. 36, p. 2735 - 2740

32178-84-0 ~% 35607-66-0

文献：Tetrahedron, , vol. 36, p. 2735 - 2740

35664-28-9 ~% 35607-66-0

文献：Tetrahedron, , vol. 36, p. 2735 - 2740

66893-40-1 ~% 35607-66-0

文献：Tetrahedron, , vol. 36, p. 2735 - 2740

68318-53-6 ~% 35607-66-0

文献：Tetrahedron, , vol. 36, p. 2735 - 2740

39098-97-0 ~% 35607-66-0

文献：Tetrahedron, , vol. 36, p. 2735 - 2740

52390-38-2 ~% 35607-66-0

文献：Tetrahedron, , vol. 36, p. 2735 - 2740

上下游产品

上游产品  6
35607-68-2 32178-84-0 66893-40-1 68318-53-6
39098-97-0 52390-38-2
下游产品  0

海关

海关编码	2934999090
中文概述	2934999090. 其他杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%
申报要素	品名, 成分含量, 用途
Summary	2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%