他唑巴坦杂质 | 115546-67-3

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 他唑巴坦杂质
• 英文名称: benzhydryl 2α-chloromethyl-2β-methyl-6,6-dihydropenam-3α-carboxylate
• 英文别名: (2S,3S,5R)-3-chloromethyl-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester；(2S,3S,5R)-3-Chloromethyl-3-methyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid benzhydryl ester；benzhydryl (2S,3S,5R)-3-(chloromethyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
• CAS: 115546-67-3
• 化学式: C₂₁H₂₀ClNO₃S
• 分子量: 401.914
• InChiKey: JCCKXLWAWRUWBK-SLYNCCJLSA-N

物化性质

• 沸点：
  565.1±50.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  71.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  他唑巴坦杂质 在 potassium permanganate 、 sodium azide 、 溶剂黄146 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 benzhydryl 2α-azidomethyl-2β-methyl-6,6-dihydropenam-3α-carboxylate 1,1-dioxide
  参考文献：
  名称：

  Synthesis and biological evaluation of sodium 2α-(1,2,3-triazol-1-yl)methyl-2β-methyl-6,6-dihydropenam-3α-carboxylate-1,1-dioxide

  摘要：

  The synthesis and beta-lactamase inhibitory activity of sodium 2 alpha-(1,2,3-triazol-1-yl)methyl-2 beta-methyl-6,6-dihydropenam-3 alpha-carboxylate- 1,1-dioxide 2 (R = Na) is described. Its activity was compared with tazobactam 1 (R = Na). Compound 2 showed excellent synergism in combination with piperacillin (PIPC) and the results were either comparable or superior to tazobactam.

  DOI：

  10.1016/0223-5234(94)90139-2
• 作为产物：
  描述：

  benzhydryl 2α-chloromethyl-2β-methyl-6,6-dihydropenam-3α-carboxylate 1β-oxide 在 吡啶 、 diphosphorus pentasulfide 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以67.92%的产率得到他唑巴坦杂质
  参考文献：
  名称：

  Synthesis and biological evaluation of sodium 2α-(1,2,3-triazol-1-yl)methyl-2β-methyl-6,6-dihydropenam-3α-carboxylate-1,1-dioxide

  摘要：

  The synthesis and beta-lactamase inhibitory activity of sodium 2 alpha-(1,2,3-triazol-1-yl)methyl-2 beta-methyl-6,6-dihydropenam-3 alpha-carboxylate- 1,1-dioxide 2 (R = Na) is described. Its activity was compared with tazobactam 1 (R = Na). Compound 2 showed excellent synergism in combination with piperacillin (PIPC) and the results were either comparable or superior to tazobactam.

  DOI：

  10.1016/0223-5234(94)90139-2

文献信息

• COMPOUNDS AND THEIR USE
  申请人：Udayampalayam Palanisamy Senthilkumar

  公开号：US20140057888A1

  公开（公告）日：2014-02-27

  Described herein are compounds and their use in the treatment of infections. The compound of formula (I), their derivatives, analogs, tautomeric forms, stereoisomers, polymorphs, solvates, pharmaceutically acceptable salts and pharmaceutical compositions described herein are also useful as β-lactamase inhibitors, which restore or enhance the antibiotic spectrum of a suitable antibiotic agent. The compounds of formula (I) act as inhibitors of β-lactamases. These compounds restore/potentiate the activities of β-lactam antibiotics against carbapenemases. These compounds find use in diagnostic method for detecting β-lactamases. Formula (I)

  本文描述了化合物及其在治疗感染中的用途。公式(I)的化合物及其衍生物、类似物、互变异构体、立体异构体、多晶形态、溶剂化物、药学上可接受的盐和药物组合物也可用作β-内酰胺酶抑制剂，可恢复或增强适当抗生素药物的抗菌谱。公式(I)的化合物作为β-内酰胺酶的抑制剂。这些化合物恢复/增强β-内酰胺类抗生素对碳青霉烯酶的活性。这些化合物在检测β-内酰胺酶的诊断方法中有用。公式(I)如下：
• Compounds and their use
  申请人：Udayampalayam Palanisamy Senthilkumar

  公开号：US10201532B2

  公开（公告）日：2019-02-12

  Described herein are compounds and their use in the treatment of infections. The compound of formula (I), their derivatives, analogs, tautomeric forms, stereoisomers, polymorphs, solvates, pharmaceutically acceptable salts and pharmaceutical compositions described herein are also useful as β-lactamase inhibitors, which restore or enhance the antibiotic spectrum of a suitable antibiotic agent. The compounds of formula (I) act as inhibitors of β-lactamases. These compounds restore/potentiate the activities of β-lactam antibiotics against carbapenemases. These compounds find use in diagnostic method for detecting β-lactamases. Formula (I)

  本文描述的是化合物及其在治疗感染中的用途。本文所述的式 (I) 化合物、其衍生物、类似物、同分异构体、立体异构体、多晶型、溶解物、药学上可接受的盐和药物组合物也可用作 β-内酰胺酶抑制剂，从而恢复或增强合适抗生素制剂的抗生素谱。式（I）化合物可作为 β-内酰胺酶抑制剂。这些化合物可恢复/增强 β-内酰胺类抗生素对碳青霉烯酶的活性。这些化合物可用于检测 β-内酰胺酶的诊断方法。 式 (I)
• [EN] COMPOUNDS AND THEIR USE<br/>[FR] COMPOSÉS ET LEUR UTILISATION
  申请人：ORCHID RES LAB LTD

  公开号：WO2012070071A9

  公开（公告）日：2012-08-16
• OGAVA, KADZUO;ISIDA, NAOBUMI
  作者：OGAVA, KADZUO、ISIDA, NAOBUMI

  DOI：——

  日期：——
• MICETICH, R. G.;YAMABE, SHIGERU;TANAKA, MOTOAKI;KAJITANI, MAKOTO;YAMAZAKI+
  作者：MICETICH, R. G.、YAMABE, SHIGERU、TANAKA, MOTOAKI、KAJITANI, MAKOTO、YAMAZAKI+

  DOI：——

  日期：——