2-chloro-4-thiazoleacetic acid | 29676-72-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-chloro-4-thiazoleacetic acid
• 英文别名: (2-chloro-thiazol-4-yl)-acetic acid；<2-Chlor-thiazolyl-(4)>-essigsaeure；2-(2-Chlorothiazol-4-yl)acetic acid；2-(2-chloro-1,3-thiazol-4-yl)acetic acid
• CAS: 29676-72-0
• 化学式: C₅H₄ClNO₂S
• 分子量: 177.611
• InChiKey: KSRZZXCVCLLRHR-UHFFFAOYSA-N

物化性质

• 沸点：
  363.0±34.0 °C(Predicted)
• 密度：
  1.592±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  78.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-chloro-4-thiazoleacetic acid 在 草酰氯 、 碳酸氢钠 作用下， 以 水 、 N,N-二甲基甲酰胺 、 乙腈 、 苯 为溶剂， 反应 5.5h， 生成 7-[(2-chlorothiazol-4-yl)acetamido]-3-chloro-3-cephem-4-carboxylic acid
  参考文献：
  名称：

  Oral absorption of cephalosporin antibiotics. 1. Synthesis, biological properties and oral bioavailability of 7-arylacetamido-3-chloro cephalosporins in animals

  摘要：

  A number of 7-(arylacetamido)-3-substituted cephalosporins were prepared and tested in animals for oral absorbability. Bioavailability in mice, rats, dogs, and monkeys was determined after oral or parenteral administration. Oral bioavailability of five compounds selected for more intensive study was generally higher than that of penicillin V in all species tested. The results of ED50 testing against experimental infections in mice generally supported the bioavailability studies. Antibiotic activities were evaluated against Gram-positive and Gram-negative organisms with some derivatives expressing in vitro activity similar to cefaclor. The plasma half-life in rats was relatively short and the plasma curves were strongly influenced by probenecid, indicating rapid renal secretion. Some 7-(arylacetamido)-3-chloro cephalosporins are orally absorbed in animals to a greater extent than penicillin V, and antibacterial agent of proven clinical utility.

  DOI：

  10.1021/jm00118a022
• 作为产物：
  描述：

  2-(2-氨基噻唑-5-基)乙酸乙酯 生成 2-chloro-4-thiazoleacetic acid
  参考文献：
  名称：

  Bamberg; Ekström; Sjöberg, Acta Chemica Scandinavica (1947), 1968, vol. 22, # 1, p. 367 - 369

  摘要：

  DOI：

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Comp.12, 1.4.1.1.1.5.4.7, page 191 - 195
  作者：

  DOI：——

  日期：——