(2-tert-Butoxycarbonylamino-thiazol-4-yl)-[(Z)-hydroxyimino]-acetic acid | 140128-26-3

• 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-tert-Butoxycarbonylamino-thiazol-4-yl)-[(Z)-hydroxyimino]-acetic acid
• 英文别名: (2Z)-2-hydroxyimino-2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]-1,3-thiazol-4-yl]acetic Acid
• CAS: 140128-26-3
• 化学式: C₁₀H₁₃N₃O₅S
• 分子量: 287.296
• InChiKey: SQHVSPVKBDEMCN-MLPAPPSSSA-N

物化性质

• 密度：
  1.49±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  149
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2-tert-Butoxycarbonylamino-thiazol-4-yl)-[(Z)-hydroxyimino]-acetic acid 在 吡啶 、 potassium carbonate 、 三氯氧磷 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (6R,7R)-3-Acetylsulfanyl-7-{2-(2-tert-butoxycarbonylamino-thiazol-4-yl)-2-[(Z)-trityloxyimino]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
  参考文献：
  名称：

  Synthesis and antibacterial activities of novel C(3)-aminopyrimidinyl substituted cephalosporins including against respiratory tract pathogens

  摘要：

  The variety of cephalosporins 1 and 2 which possessed C(3)-aminopyrimidinyl substituents were prepared and evaluated for their antibacterial activities. They exhibited excellent in vitro activities especially against respiratory tract pathogens such as penicillin resistant Streptococus pneumonia, Moraxella catarrhalis and Haemophilus influenza. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00425-x
• 作为产物：
  描述：

  2-(2-amino-4-thiazolyl)-2-(Z)-hydroxyimino-acetic acid ethyl ester 以75的产率得到(2-tert-Butoxycarbonylamino-thiazol-4-yl)-[(Z)-hydroxyimino]-acetic acid
  参考文献：
  名称：

  Triazolylthiomethylthio cephalosporin hydrochhloride, its crystalline

  摘要：

  7.β.-[(Z)-2-(2-氨基-4-噻唑基)-2-羟基亚胺基乙酰氨基]-3-(1,2,3-三唑-4-基)硫甲基硫-3-头孢烷-4-羧酸盐酸盐及其晶体水合物具有强效的抗生素活性，毒性低且在药学上稳定。它们可用作临床有用的抗生素配方的活性成分。公开了它们的生产方法。

  公开号：

  US05407929A1

文献信息

• Method for preserving quaternary ammonium salt
  申请人：——

  公开号：US20030153785A1

  公开（公告）日：2003-08-14

  A method of improving the stability of a quaternary ammonium salt and a method of efficiently preparing the quaternary ammonium salt having improved stability.

  一种提高季铵盐稳定性的方法和一种高效制备稳定性提高的季铵盐的方法。
• Thioalkylthio cephalosporin derivatives
  申请人：Shionogi & Co., Ltd.

  公开号：US05214037A1

  公开（公告）日：1993-05-25

  A novel thioalkylthio cephalosporin antibiotic compound of formula I: ##STR1## wherein Acyl is C.sub.1 -C.sub.12 acyl; Het is optionally substituted monocyclic heteroaromatic group containing one or more hetero atoms; R.sup.1 is a single bond or C.sub.1 -C.sub.4 alkylene; R.sub.2 is a straight or branched C.sub.1 -C.sub.4 alkylene; X is a sulfur atom or sulioxide group; and Y is a hydrogen atom or methoxy group, or a pharmaceutically acceptable salt or an amino-, carboxy- and/or hydroxy-protected derivative thereof, a formulation containing the same and a method for treating bacterial infections.

  一种新型的巯基烷基头孢菌素抗生素化合物，化学式为I：##STR1## 其中，Acyl为C.sub.1-C.sub.12酰基；Het为含有一个或多个杂原子的单环杂芳基，可以选择性地被取代；R.sup.1为单键或C.sub.1-C.sub.4烷基；R.sub.2为直链或支链C.sub.1-C.sub.4烷基；X为硫原子或亚砜基团；Y为氢原子或甲氧基团，或其药学上可接受的盐或氨基、羧基和/或羟基保护衍生物，以及含有该化合物的制剂和治疗细菌感染的方法。
• Triazolylthiomethylthio cephalosporin hydrochhloride, its crystalline
  申请人：Shionogi & Co., Ltd.

  公开号：US05407929A1

  公开（公告）日：1995-04-18

  7.beta.-[(Z)-2-(2-Amino-4-thiazolyl)-2-hydroxyiminoacetamido]-3-(1,2,3-tria zol-4-yl)thiomethylthio-3-cephem-4-carboxylic acid hydrochloride and its crystalline hydrate, have a potent antibiotic activity, low toxicity and are pharmaceutically stable. They are useful as an active ingredient for clinically useful antibiotic formulations. Methods are disclosed for their production.

  7.β.-[(Z)-2-(2-氨基-4-噻唑基)-2-羟基亚胺基乙酰氨基]-3-(1,2,3-三唑-4-基)硫甲基硫-3-头孢烷-4-羧酸盐酸盐及其晶体水合物具有强效的抗生素活性，毒性低且在药学上稳定。它们可用作临床有用的抗生素配方的活性成分。公开了它们的生产方法。
• Thioalkylthio cephalosporin derivatives and intermediates
  申请人：SHIONOGI SEIYAKU KABUSHIKI KAISHA trading under the name of SHIONOGI & CO. LTD.

  公开号：EP0594263A1

  公开（公告）日：1994-04-27

  Novel compounds of the formula I:         QSR²SR¹Het wherein Q is C₁-C₁₂ acyl or halogen; R¹ is a single bond or C₁-C₄ alkylene; and R² is a straight or branched C₁-C₄ alkylene; Het is 1,2,3-triazol-4-yl, or a derivative which is optionally protected at a nitrogen atom. The novel compounds are useful as intermediates for the production of thioalkylthio cephalosporin antibiotic compounds.

  式 I 的新型化合物： QSR²SR¹Het 其中 Q 是 C₁-C₁₂酰基或卤素；R¹ 是单键或 C₁-C₄亚烷基；R² 是直链或支链 C₁-C₄亚烷基；Het 是 1,2,3-三唑-4-基，或在氮原子上任选保护的衍生物。 这些新型化合物可作为生产硫代烷基硫代头孢菌素抗生素化合物的中间体。
• Method for storing quaternary ammonium salt
  申请人：——

  公开号：US20040147740A1

  公开（公告）日：2004-07-29

  A method of improving the stability of a quaternary ammonium salt and a method of efficiently preparing the quaternary ammonium salt having improved stability.

  一种提高季铵盐稳定性的方法和一种高效制备稳定性得到提高的季铵盐的方法。