CL 191121 | 161855-50-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: CL 191121
• 英文别名: CL191,121；(4R,5S,6S)-3-[(2R,3R)-2-(aminomethyl)oxolan-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
• CAS: 161855-50-1
• 化学式: C₁₅H₂₂N₂O₅S
• 分子量: 342.416
• InChiKey: HTXPDRHSGPNWKA-VRGHXPGPSA-N

物化性质

• 沸点：
  577.4±50.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  138
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  CL 191121 在 palladium on activated charcoal 氢气 、 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Mono and bis double ester prodrugs of novel aminomethyl-THF 1β-methylcarbapenems

  摘要：

  Mono and bis double ester prodrugs of aminomethyl THF 1 beta-methylcarbapenems 1 were Mono double ester derivatives (2, 4 and 7) did not demonstrate significantly improved oral activity due to the presence of the charged species. However, bis double ester derivatives (3 and 5) demonstrated enhanced oral activity. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00305-3
• 作为产物：
  描述：

  1,2-二脱氧-D-核糖 在 palladium on activated charcoal 吡啶 、 氢气 、 sodium methylate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 生成 CL 191121
  参考文献：
  名称：

  Synthesis and structure-activity relationships of novel THF 1β-methylcarbapenems

  摘要：

  A series of twelve highly active aminomethyl-THF 1 beta-methylcarbapenems 3a-1 were synthesized. Of these, carbapenems 3a-f demonstrated a spectrum of antimicrobial activity comparable to those of imipenem and meropenem with the exception of only moderate anti-pseudomonal activity. Most importantly, they demonstrated moderate intrinsic oral activity against an E. coli infection in mice. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00282-5

文献信息

• Peptidic prodrugs of novel aminomethyl-THF 1β-methylcarbapenems
  作者：Yang-I Lin、Panayota Bitha、Subas M. Sakya、Zhong Li、Stanley A. Lang、Youjun Yang、Niraja Bhachech、William J. Weiss、Peter J. Petersen、Nilda V. Jacobus、Karen Bush、Raymond T. Testa

  DOI：10.1016/s0960-894x(97)00281-3

  日期：1997.7

  Peptidic prodrugs of the five most active aminomethyl-THF 1 beta-methylcarbapenems were synthesized. Of these, only L-amino acid derivatives from la demonstrated an improved oral activity. These results indicate that the L-amino acid derivatives from la are orally absorbed most likely through the dipeptide and tripeptide transport mechanism. (C) 1997 Elsevier Science Ltd.
• Synthesis and structure-activity relationships of novel THF 1β-methylcarbapenems II
  作者：Yang-I Lin、Panayota Bitha、Subas M. Sakya、Stanley A. Lang、Youjun Yang、William J. Weiss、Peter J. Petersen、Karen Bush、Raymond T. Testa

  DOI：10.1016/s0960-894x(97)10143-3

  日期：1997.12

  Two series of active aminomethyl-THF 1 beta-methylcarbapenem derivatives were synthesized. In general, they were all slightly less active than their parent compounds and failed to demonstrate enhanced activity against P. aeruginosa. (C) 1997 Elsevier Science Ltd.
• CELL-FREE PREPARATION OF CARBAPENEMS
  申请人：Blake William Jeremy

  公开号：US20130065878A1

  公开（公告）日：2013-03-14

  Provided herein are cell-free systems for generating carbapenems, e.g., a compound of the Formula (I): or salts thereof; wherein , R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are defined herein. Also provided are pharmaceutical compositions comprising a compound generated by the inventive cell-free system, and use of these compounds and compositions for the treatment of bacterial infections.
• US9469861B2
  申请人：——

  公开号：US9469861B2

  公开（公告）日：2016-10-18
• [EN] CELL-FREE PREPARATION OF CARBAPENEMS<br/>[FR] PRÉPARATION DE CARBAPÉNÈMES EFFECTUÉE SANS CELLULES
  申请人：GREENLIGHT BIOSCIENCES INC

  公开号：WO2013036787A2

  公开（公告）日：2013-03-14

  Provided herein are cell-free systems for generating carbapenems, e.g., a compound of the Formula (I): or salts thereof; wherein (II), R1, R2, R3, R4, R5, and R6 are defined herein. Also provided are pharmaceutical compositions comprising a compound generated by the inventive cell- free system, and use of these compounds and compositions for the treatment of bacterial infections.