2-cyclopentylmethyl-acrylic acid | 915280-61-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-cyclopentylmethyl-acrylic acid
• 英文别名: 2-(cyclopentylmethyl)prop-2-enoic acid
• CAS: 915280-61-4
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: PAAFJYIOSKZNLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-cyclopentylmethyl-acrylic acid 在 N-甲基吗啉 、 正丁基锂 、 lithium hydroxide monohydrate 、 双氧水 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 反应 53.0h， 生成
  参考文献：
  名称：

  Synthesis, antibacterial activity, and biological evaluation of formyl hydroxyamino derivatives as novel potent peptide deformylase inhibitors against drug-resistant bacteria

  摘要：

  Peptide deformylase (PDF) has been identified as a promising target for novel antibacterial agents. In this study, a series of novel formyl hydroxyamino derivatives were designed and synthesized as PDF inhibitors and their antibacterial activities were evaluated. Among the potent PDF inhibitors (1o, 1q, 1o', 1q', and 1x), in vivo studies showed that compound 1q possesses mild toxicity, a good pharmacokinetic profile and protective effects. The good in vivo efficacy and low toxicity suggest that this class of compounds has potential for development and use in future antibacterial drugs. (c) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.07.106
• 作为产物：
  描述：

  2-cyclopentylmethyl-malonic acid 在 聚合甲醛 、 二乙胺 作用下， 以 乙醇 为溶剂， 生成 2-cyclopentylmethyl-acrylic acid
  参考文献：
  名称：

  Synthesis, antibacterial activity, and biological evaluation of formyl hydroxyamino derivatives as novel potent peptide deformylase inhibitors against drug-resistant bacteria

  摘要：

  Peptide deformylase (PDF) has been identified as a promising target for novel antibacterial agents. In this study, a series of novel formyl hydroxyamino derivatives were designed and synthesized as PDF inhibitors and their antibacterial activities were evaluated. Among the potent PDF inhibitors (1o, 1q, 1o', 1q', and 1x), in vivo studies showed that compound 1q possesses mild toxicity, a good pharmacokinetic profile and protective effects. The good in vivo efficacy and low toxicity suggest that this class of compounds has potential for development and use in future antibacterial drugs. (c) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.07.106

文献信息

• N-Formyl Hydrozyamine Compounds
  申请人：Lee Kwangho

  公开号：US20090062537A1

  公开（公告）日：2009-03-05

  Novel N-formyl hydroxylamine compounds and their derivatives are disclosed. These N-formyl hydroxylamine compounds inhibit peptidyl deformylase (PDF), an enzyme present in prokaryotes. The compounds are useful as antimicrobials and antibiotics. The compounds of the invention display selective inhibition of peptidyl deformylase versus other metalloproteinases such as MMPs. Methods of preparation and use of the compounds are also disclosed.

  本发明公开了新型N-甲酰基羟胺化合物及其衍生物。这些N-甲酰基羟胺化合物可以抑制肽脱甲酰酶（PDF），该酶存在于原核生物中。这些化合物作为抗菌素和抗生素具有用途。本发明的化合物对肽脱甲酰酶相对于其他金属蛋白酶如MMPs表现出了选择性抑制作用。还公开了这些化合物的制备方法和用途。
• N-Formyl Hydroxylamines compounds
  申请人：Bracken Kathryn Rene

  公开号：US20100063278A1

  公开（公告）日：2010-03-11

  Novel N-formyl hydroxylamine compounds and their derivatives are discloses. These N-formyl hydroxylamine compounds inhibit peptidyl deformylase (PDF), an enzyme present in prokaryotes. The compounds are useful as antimicrobials and antibiotics. The compounds of the invention display selective inhibition of peptidyl deformylase versus other metalloproteinases such as MMPs. Methods of preparation and use of the compounds are also disclosed.

  本发明揭示了新型N-甲酰羟胺化合物及其衍生物。这些N-甲酰羟胺化合物抑制蛋白酶去甲基化酶（PDF），这是一种存在于原核生物中的酶。这些化合物可用作抗微生物和抗生素。本发明的化合物在选择性抑制蛋白酶去甲基化酶方面表现出优异性，而不像其他金属蛋白酶如MMPs。本发明还揭示了该化合物的制备和使用方法。
• N-Formyl Hydroxylamines
  申请人：Bracken Kathryn Rene

  公开号：US20080161558A1

  公开（公告）日：2008-07-03

  Novel N-formyl hydroxylamine compounds and their derivatives are disclosed. These N-formyl hydroxylamine compounds inhibit peptidyl deformylase (PDF), an enzyme present in prokaryotes. The compounds are useful as antimicrobials and antibiotics. The compounds of the invention display selective inhibition of peptidyl deformylase versus other metalloproteinases such as MMPs. Methods of preparation and use of the compounds are also disclosed.

  本发明揭示了新型的N-甲酰羟胺化合物及其衍生物。这些N-甲酰羟胺化合物能够抑制原核生物中存在的肽变形酶（PDF），因此可用作抗微生物和抗生素。本发明的化合物能够选择性地抑制肽变形酶而不影响其他金属蛋白酶，如MMPs。同时，本发明还揭示了这些化合物的制备和使用方法。
• N-formyl hydroxylamines
  申请人：Novartis AG

  公开号：US07615635B2

  公开（公告）日：2009-11-10

  Novel N-formyl hydroxylamine compounds and their derivatives are disclosed. These N-formyl hydroxylamine compounds inhibit peptidyl deformylase (PDF), an enzyme present in prokaryotes. The compounds are useful as antimicrobials and antibiotics. The compounds of the invention display selective inhibition of peptidyl deformylase versus other metalloproteinases such as MMPs. Methods of preparation and use of the compounds are also disclosed.

  本发明揭示了新型N-甲酰羟胺化合物及其衍生物。这些N-甲酰羟胺化合物抑制蛋白酶解肽脱甲基酶(PDF)，该酶存在于原核生物中。这些化合物可用作抗微生物和抗生素。本发明化合物对蛋白酶解肽脱甲基酶的选择性抑制优于其他金属蛋白酶如MMP。本发明还揭示了制备和使用该化合物的方法。
• N-formyl hydroxylamines compounds
  申请人：Vicuron Holdings LLC

  公开号：US08044199B2

  公开（公告）日：2011-10-25

  Novel N-formyl hydroxylamine compounds of formula I: wherein R1 is hydrogen, alkyl, heteroaryl, heterocycloalkyl, aryl, heteroaryl or cycloalkyl; R3 is hydrogen, halogen or alkoxy; R4 is pyridazinyl; n is 0 to 3; and wherein one or more of the ring nitrogen heteroatoms of said pyridazinyl is optionally oxidized and their derivatives are disclosed. These N-formyl hydroxylamine compounds inhibit peptidyl deformylase (PDF), an enzyme present in prokaryotes. The compounds are useful as antimicrobials and antibiotics. The compounds of the invention display selective inhibition of peptidyl deformylase versus other metalloproteinases such as MMPs. Methods of preparation and use of the compounds are also disclosed.

  化合物I的新型N-甲酰羟胺化合物，其中R1为氢，烷基，杂芳基，杂环烷基，芳基，杂芳基或环烷基；R3为氢，卤素或烷氧基；R4为吡嗪基；n为0至3；其中所述吡嗪基的一个或多个环氮杂原子可选择性氧化，其衍生物被揭示。这些N-甲酰羟胺化合物抑制蛋白酶原N-甲酰去形成酶（PDF），该酶存在于原核生物中。这些化合物可用作抗微生物和抗生素。本发明的化合物显示了对蛋白酶原N-甲酰去形成酶的选择性抑制，而对其他金属蛋白酶如MMPs则没有抑制作用。本发明还揭示了该化合物的制备和使用方法。