N-(2-{N'-[(2R)-(4-benzyl-piperidin-1-yl)-2-oxo-ethyl]-N'-isopropyl-hydrazinocarbonyl}-3-cyclopentyl-propyl)-N-hydroxy formamide | 720693-41-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-(2-{N'-[(2R)-(4-benzyl-piperidin-1-yl)-2-oxo-ethyl]-N'-isopropyl-hydrazinocarbonyl}-3-cyclopentyl-propyl)-N-hydroxy formamide
• 英文别名: N-[(2R)-3-[2-[2-(4-benzylpiperidin-1-yl)-2-oxoethyl]-2-propan-2-ylhydrazinyl]-2-(cyclopentylmethyl)-3-oxopropyl]-N-hydroxyformamide
• CAS: 720693-41-4
• 化学式: C₂₇H₄₂N₄O₄
• 分子量: 486.655
• InChiKey: HTTFWFDRPWKFIF-RUZDIDTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  93.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-苄基哌啶 、 {N'-[(2R)-cyclopentylmethyl-3-(formyl-hydroxy-amino)-propionyl]-N-isopropyl-hydrazino}acetic acid 在 N-羟基-7-氮杂苯并三氮唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 16.25h， 以22%的产率得到N-(2-{N'-[(2R)-(4-benzyl-piperidin-1-yl)-2-oxo-ethyl]-N'-isopropyl-hydrazinocarbonyl}-3-cyclopentyl-propyl)-N-hydroxy formamide
  参考文献：
  名称：

  [EN] ANTIBACTERIAL AGENTS
  [FR] AGENTS ANTIBACTERIENS

  摘要：

  式(I)的化合物具有抗菌活性，其中Q代表-N(OH)CH(=O)或-C(=O)NH(OH)；Y代表-C(=O)-、-C(=S)-、-S(=O)-或-SO2-；R1代表氢、C1-C6烷基或被一个或多个卤素原子取代的C1-C6烷基，或者当Q是式-N(OH)CH(=O)的基团时，代表羟基、Cl-C6烷氧基、Cl-C6烯氧基、卤素、氨基、Cl-C6烷基氨基或二-(C1-C6烷基)氨基；R2代表取代或未取代的C1-C6烷基、C1-C3烷氧基-C1-C3烷基、Cl-C3烷基-S-C1-C3烷基、环烷基(C1-C3烷基)-、芳基(C1-C3烷基)-、杂环烷基(C1-C3烷基)-，或R1R2N-C1-C3烷基基团，其中R1代表氢或Cl-C3烷基，R2代表Cl-C3烷基，或R1R2N-代表环氨基基团；R3和R5独立地代表氢或取代或未取代的C1-C6烷基基团，或者R3和R5连同它们分别连接的碳和氮原子形成由5至7个环原子组成的饱和杂环烷基，该环可能与第二个碳环或杂环融合，其中任一环可以选择性地被取代；R4代表氢或取代或未取代的Cl-C6烷基、C2-C6烯基、C2-C6炔基、环烷基、芳基、杂环烷基、Cl-C3烷氧基-CI-C3烷基、C1-C3烷基-S-C1-C3烷基、C1-C3烷基-NH-(Cl-C3烷基)-、环烷基(C1-C3烷基)-、杂环(C1-C3烷基)-或芳基(C1-C3烷基)-基团；A代表一次、二次或三次氨基团或一个基团-R6、-OR6，其中R6是取代或未取代的Cl-C6烷基、C2-C6烯基、C2-C6炔基、环烷基、芳基、杂环烷基、C1-C3烷氧基-(C1-C3烷)-、C1-C3烷基-S-(C1-C3烷基)-、Cl-C3烷基-NH-(C1-C3烷基)-、环烷基(C1-C3烷基)-、杂环(C1-C3烷基)-或芳基(C1-C3烷基)-基团。

  公开号：

  WO2004056751A1

文献信息

• Antibacterial agents
  申请人：East Peter Stephen

  公开号：US20060172990A1

  公开（公告）日：2006-08-03

  Compounds of formula (I) have antibacterial activity, wherein Q represents —N(OH)CH(═O) or —C(═)NH(OH); Y represents —C(═O)—, —C(═S)—, —S(═O)—, or —SO 2 —; R 1 represents hydrogen, C 1 -C 6 alkyl or C 1 -C 6 alkyl substituted by one or more halogen atoms, or, except when Q is a radical of formula —N(OH)CH(═O), a hydroxy, C 1 -C 6 alkoxy, C 1 -C 6 alkenyloxy, halogen, amino, C 1 -C 6 alkylamino, or di-(C 1 -C 6 alkyl)amino group; R 2 represents a substituted or unsubstituted C 1 -C 6 alkyl, C 1 -C 3 alkyl-O—C 1 -C 3 alkyl, C 1 -C 3 alkyl-C 1 -C 3 alkyl, cycloalkyl(C 1 -C 3 alkyl)-, aryl(C 1 -C 3 alkyl)-, heterocyclyl(C 1 -C 3 alkyl)-, or R 1 R 2 N—C 1 -C 3 alkyl group wherein R 1 represents hydrogen or C 1 -C 3 alkyl and R 2 represents C 1 -C 3 alkyl, or R 1 R 2 N— represents a cyclic amino group; R 3 and R 5 independently represent hydrogen or a substituted or unsubstituted C 1 -C 6 alkyl group or R 3 and R 5 taken together with the carbon and nitrogen atoms to which they are respectively attached form a saturated heterocyclic ring of from 5 to 7 ring atoms, which may be fused to a second carbocyclic or heterocyclic ring, either of which rings may optionally be substituted; R 4 represents hydrogen or a substituted or unsubstituted C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, cycloalkyl, aryl, heterocyclyl, C 1 -C 3 alkyl-O—C 1 -C 3 alkyl, C 1 -C 3 alkyl-S—C 1 -C 3 alkyl, C 1 -C 3 alkyl-NH—(C 1 -C 3 alkyl)-, cycloalkyl(C 1 -C 3 alkyl)-, heterocyclic(C 1 -C 3 alkyl)-group; and A represents a primary, secondary or tertiary amino group or a group —R 6 , —OR 6 , wherein R 6 is a substituted or unsubstituted C 1 -C 6 alkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, cycloalkyl, aryl, heterocyclyl, C 1 -C 3 alkyl-O—(C 1 -C 3 alky)-1, C 1 -C 3 alkyl-S—(C 1 -C 3 alkyl)-, C 1 -C 3 alkyl-NH—(C 1 -C 3 alkyl)-, cycloalkyl(C 1 -C 3 alkyl)-, heterocyclic(C 1 -C 3 alky)-1 or aryl(C 1 -C 3 alkyl)-group.
• [EN] ANTIBACTERIAL AGENTS<br/>[FR] AGENTS ANTIBACTERIENS
  申请人：VERNALIS OXFORD LTD

  公开号：WO2004056751A1

  公开（公告）日：2004-07-08

  Compounds of formula (I) have antibacterial activity, wherein Q represents -N(OH)CH(=O) or -C(=O)NH(OH); Y represents -C(=O)-, - C(=S)-, -S(=O)-, or -SO2-; R1 represents hydrogen, C1-C6 alkyl or C1-C6 alkyl substituted by one or more halogen atoms, or, except when Q is a radical of formula -N(OH)CH(=O), a hydroxy, Cl-C6 alkoxy, Cl-C6 alkenyloxy, halogen, amino, Cl-C6 alkylamino, or di-( C1-C6 alkyl)amino group; R2 represents a substituted or unsubstituted C1-C6 alkyl, C1-C3 alkyl-O-Cl-C3 alkyl, Cl-C3 alkyl-S-C1-C3 alkyl, cycloalkyl(C1-C3 alkyl)-, aryl(C1-C3 alkyl)-, heterocyclyl(C1-C3 alkyl)-, or R1R2N-C1-C3 alkyl group wherein R1 represents hydrogen or Cl-C3 alkyl and R2 represents Cl-C3 alkyl, or R1R2N- represents a cyclic amino group; R3 and R5 independently represent hydrogen or a substituted or unsubstituted C1-C6 alkyl group or R3 and R5 taken together with the carbon and nitrogen atoms to which they are respectively attached form a saturated heterocyclic ring of from 5 to 7 ring atoms, which may be fused to a second carbocyclic or heterocyclic ring, either of which rings may optionally be substituted; R4 represents hydrogen or a substituted or unsubstituted Cl-C6 alkyl, C2­-C6 alkenyl, C2-C6 alkynyl, cycloalkyl, aryl, heterocyclyl, Cl-C3 alkyl-O-CI-C3 alkyl, C1-­C3 alkyl-S-C1-C3 alkyl, C1-C3 alkyl-NH-(CI-C3 alkyl)-, cycloalkyl(C1-C3 alkyl)-, heterocyclic(C1-C3 alkyl)- or aryl(C1-C3 alkyl)- group; and A represents a primary, secondary or tertiary amino group or a group -R6, -OR6, wherein R6 is a substituted or unsubstituted Cl-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, cycloalkyl, aryl, heterocyclyl, C1-C3 alkyl-O-(C1-C3 alky)-l, C1-C3 alkyl-S-(C1-C3 alkyl)-, Cl-C3 alkyl­-NH-(C1-C3 alkyl)-, cycloalkyl(C1-C3 alkyl)-, heterocyclic(C1-C3 alky)-l or aryl(C1-C3 alkyl)- group.

  式(I)的化合物具有抗菌活性，其中Q代表-N(OH)CH(=O)或-C(=O)NH(OH)；Y代表-C(=O)-、-C(=S)-、-S(=O)-或-SO2-；R1代表氢、C1-C6烷基或被一个或多个卤素原子取代的C1-C6烷基，或者当Q是式-N(OH)CH(=O)的基团时，代表羟基、Cl-C6烷氧基、Cl-C6烯氧基、卤素、氨基、Cl-C6烷基氨基或二-(C1-C6烷基)氨基；R2代表取代或未取代的C1-C6烷基、C1-C3烷氧基-C1-C3烷基、Cl-C3烷基-S-C1-C3烷基、环烷基(C1-C3烷基)-、芳基(C1-C3烷基)-、杂环烷基(C1-C3烷基)-，或R1R2N-C1-C3烷基基团，其中R1代表氢或Cl-C3烷基，R2代表Cl-C3烷基，或R1R2N-代表环氨基基团；R3和R5独立地代表氢或取代或未取代的C1-C6烷基基团，或者R3和R5连同它们分别连接的碳和氮原子形成由5至7个环原子组成的饱和杂环烷基，该环可能与第二个碳环或杂环融合，其中任一环可以选择性地被取代；R4代表氢或取代或未取代的Cl-C6烷基、C2-C6烯基、C2-C6炔基、环烷基、芳基、杂环烷基、Cl-C3烷氧基-CI-C3烷基、C1-C3烷基-S-C1-C3烷基、C1-C3烷基-NH-(Cl-C3烷基)-、环烷基(C1-C3烷基)-、杂环(C1-C3烷基)-或芳基(C1-C3烷基)-基团；A代表一次、二次或三次氨基团或一个基团-R6、-OR6，其中R6是取代或未取代的Cl-C6烷基、C2-C6烯基、C2-C6炔基、环烷基、芳基、杂环烷基、C1-C3烷氧基-(C1-C3烷)-、C1-C3烷基-S-(C1-C3烷基)-、Cl-C3烷基-NH-(C1-C3烷基)-、环烷基(C1-C3烷基)-、杂环(C1-C3烷基)-或芳基(C1-C3烷基)-基团。