3-Cyclopentyl-2-formyl-propionic acid ethyl ester | 197794-40-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-Cyclopentyl-2-formyl-propionic acid ethyl ester
• 英文别名: Ethyl 2-formyl-3-cyclopentylpropionate；ethyl 2-(cyclopentylmethyl)-3-oxopropanoate
• CAS: 197794-40-4
• 化学式: C₁₁H₁₈O₃
• 分子量: 198.262
• InChiKey: QPJXIGZWNJYUKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Cyclopentyl-2-formyl-propionic acid ethyl ester 在 sodium hydroxide 、 N-羟基-7-氮杂苯并三氮唑 、 sodium acetate 、 sodium cyanoborohydride 、 溶剂黄146 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-2-[(R)-2-(Benzyloxyamino-methyl)-3-cyclopentyl-propionylamino]-3,3,N,N-tetramethyl-butyramide
  参考文献：
  名称：

  Structure–activity relationships of the peptide deformylase inhibitor BB-3497: modification of the methylene spacer and the P1′ side chain

  摘要：

  Structural modifications to the peptide deformylase inhibitor BB-3497 are described. In this paper, we describe the initial SAR around this lead for modifications to the methylene spacer and the P1' side chain. Enzyme inhibition and antibacterial activity data revealed that the optimum distance between the N-formyl hydroxylamine metal binding group and the P1' side chain is one unsubstituted methylene unit. Additionally, lipophilic P1' side chains that closely mimic the methionine residue in the substrate provided compounds with the best microbiological profile. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00532-8
• 作为产物：
  描述：

  ethyl 3-(cyclopentyl)propionate 、 甲酸乙酯 在 sodium ethanolate 作用下， 生成 3-Cyclopentyl-2-formyl-propionic acid ethyl ester
  参考文献：
  名称：

  Structure–activity relationships of the peptide deformylase inhibitor BB-3497: modification of the methylene spacer and the P1′ side chain

  摘要：

  Structural modifications to the peptide deformylase inhibitor BB-3497 are described. In this paper, we describe the initial SAR around this lead for modifications to the methylene spacer and the P1' side chain. Enzyme inhibition and antibacterial activity data revealed that the optimum distance between the N-formyl hydroxylamine metal binding group and the P1' side chain is one unsubstituted methylene unit. Additionally, lipophilic P1' side chains that closely mimic the methionine residue in the substrate provided compounds with the best microbiological profile. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00532-8

文献信息

• Medicaments containing 1-thiocarbamoyl-5-hydroxy-pyrazoles and their use
  申请人：Bayer Aktiengesellschaft

  公开号：US05672617A1

  公开（公告）日：1997-09-30

  This application relates to new thiocarbamoyl compounds of the formula (I) ##STR1## in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the meanings given in the description.

  本申请涉及公式（I）的新硫代氨基化合物，其中R.sup.1、R.sup.2、R.sup.3和R.sup.4的含义如描述所述。
• THIOCARBAMOYLVERBINDUNGEN ALS MIKROBIZIDE
  申请人：BAYER AG

  公开号：EP0713485A1

  公开（公告）日：1996-05-29
• US5672617A
  申请人：——

  公开号：US5672617A

  公开（公告）日：1997-09-30
• [DE] THIOCARBAMOYLVERBINDUNGEN ALS MIKROBIZIDE<br/>[EN] THIOCARBAMOYL COMPOUNDS<br/>[FR] COMPOSES DU THIOCARBAMOYLE
  申请人：——

  公开号：WO1995004722A1

  公开（公告）日：1995-02-16

  [EN] The application relates to novel thiocarbamoyl compounds of the formula (I) in which R<1>, R<2>, R<3>, R<4> and n have the meanings given in the description.
  [FR] La demande concerne de nouveaux composés du thiocarbamoyle de formule (I) dans lesquels R<1>, R<2>, R<3>, R<4>, et n ont la notation indiquée dans la description.
  [DE] Die Anmeldung betrifft neue Thiocarbamoyl-Verbindungen der Formel (I), in denen R<1>, R<2>, R<3>, R<4> und n die in der Beschreibung angegebene Bedeutung haben.
• Structure–activity relationships of the peptide deformylase inhibitor BB-3497: modification of the methylene spacer and the P1′ side chain
  作者：Stephen J. Davies、Andrew P. Ayscough、R.Paul Beckett、Ryan A. Bragg、John M. Clements、Sheila Doel、Christine Grew、Steven B. Launchbury、Gemma M. Perkins、Lisa M. Pratt、Helen K. Smith、Zoë M. Spavold、S.Wayne Thomas、Richard S. Todd、Mark Whittaker

  DOI：10.1016/s0960-894x(03)00532-8

  日期：2003.8

  Structural modifications to the peptide deformylase inhibitor BB-3497 are described. In this paper, we describe the initial SAR around this lead for modifications to the methylene spacer and the P1' side chain. Enzyme inhibition and antibacterial activity data revealed that the optimum distance between the N-formyl hydroxylamine metal binding group and the P1' side chain is one unsubstituted methylene unit. Additionally, lipophilic P1' side chains that closely mimic the methionine residue in the substrate provided compounds with the best microbiological profile. (C) 2003 Elsevier Ltd. All rights reserved.