N-benzyl-4-methyl-4-nitropentanoic acid amide | 75180-29-9

• 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: N-benzyl-4-methyl-4-nitropentanoic acid amide
• 英文别名: N-benzyl-4-methyl-4-nitropentanamide
• CAS: 75180-29-9
• 化学式: C₁₃H₁₈N₂O₃
• 分子量: 250.298
• InChiKey: MATUPZQNPASCJO-UHFFFAOYSA-N

物化性质

• 沸点：
  462.0±38.0 °C(Predicted)
• 密度：
  1.119±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-benzyl-4-methyl-4-nitropentanoic acid amide 以75%的产率得到
  参考文献：
  名称：

  HO TSE-LOK, SMITH. COMMUN., 1980, 10, NO 6, 469 472

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲基-4-硝基戊酰氯 、 苄胺 生成 N-benzyl-4-methyl-4-nitropentanoic acid amide
  参考文献：
  名称：

  HO TSE-LOK, SMITH. COMMUN., 1980, 10, NO 6, 469 472

  摘要：

  DOI：

文献信息

• Catalytic intermolecular aldol reactions of transient amide enolates in domino Michael/aldol reactions of nitroalkanes, acrylamides, and aldehydes
  作者：Shunya Morita、Tomoyuki Yoshimura、Jun-ichi Matsuo

  DOI：10.1039/d0gc04111d

  日期：——

  Three-component reactions of nitroalkanes, acrylamides, and aldehydes by using a catalytic amount of KOH in DMSO gave β′-hydroxy-γ-nitro amides. Mechanistic studies suggested that the reactions proceeded by domino Michael/aldol reactions. The highly nucleophilic nature of transient amide enolates that were formed by Michael addition of nitronate anions to acrylamides in DMSO enabled the realization

  通过在DMSO中使用催化量的KOH，使硝基烷，丙烯酰胺和醛进行三组分反应，得到β'-羟基-γ-硝基酰胺。机理研究表明，反应是通过多米诺·迈克尔/醛醇缩合反应进行的。通过在DMSO中将亚硝酸根阴离子迈克尔加成到丙烯酰胺中而形成的瞬态酰胺烯醇盐具有高度亲核性，这使得在酸性硝基烷存在下，酰胺烯醇盐的催化分子间羟醛反应得以实现。
• Compound inhibiting dipeptidyl peptidase IV
  申请人：Kakigami Takuji

  公开号：US20060229286A1

  公开（公告）日：2006-10-12

  A dipeptidyl peptidase IV inhibitor which is satisfactory in respect of activity, stability and safety and has an excellent action as a pharmaceutical agent. A compound represented by the following general formula or a pharmaceutically acceptable salt thereof: wherein R 1 and R 2 each represents hydrogen, an optionally substituted C1-6 alkyl group, or —COOR 5 whereupon R 5 represents hydrogen or an optionally substituted C1-6 alkyl group, or R 1 , R 2 , and a carbon atom together represent a 3- to 6-membered cycloalkyl group, R 3 represents hydrogen or an optionally substituted C6-10 aryl group, R 4 represents a hydrogen or a cyano group, D represents —CONR 6 —, —CO— or —NR 6 CO—, R 6 represents hydrogen or an optionally substituted C1-6 alkyl group, E represents —(CH 2 ) m — whereupon m is 1 to 3, —CH 2 OCH 2 —, or —SCH 2 —, n is 0 to 3, and A represents an optionally substituted bicyclic heterocyclic group or bicyclic hydrocarbon group.

  一种二肽基肽酶IV抑制剂，具有活性、稳定性和安全性方面的满意度，并且作为药物剂量具有优异的作用。该化合物由以下通式表示或其药学上可接受的盐：其中R1和R2分别表示氢、可选取代的C1-6烷基或-COOR5，其中R5表示氢或可选取代的C1-6烷基，或者R1、R2和一个碳原子共同表示3-6个成员的环烷基，R3表示氢或可选取代的C6-10芳基，R4表示氢或氰基，D表示-CONR6-、-CO-或-NR6CO-，R6表示氢或可选取代的C1-6烷基，E表示-(CH2)m-，其中m为1至3，- O -或-S -，n为0至3，A表示可选取代的双环杂环基或双环烃基。
• COMPOUND INHIBITING DIPEPTIDYL PEPTIDASE IV
  申请人：SANWA KAGAKU KENKYUSHO CO., LTD.

  公开号：EP1595866A1

  公开（公告）日：2005-11-16

  The invention aims to provide a dipeptidyl peptidase IV inhibitor which is satisfactory in respect of activity, stability and safety and has an excellent action as a pharmaceutical agent. The invention is directed to a compound represented by the following general formula or a pharmaceutically acceptable salt thereof: wherein R1 and R2 each represents hydrogen, an optionally substituted C1-6 alkyl group, or -COOR5 whereupon R5 represents hydrogen or an optionally substituted C1-6 alkyl group, or R1 and R2, together with a carbon atom to which they are bound, represent a 3- to 6-membered cycloalkyl group, R3 represents hydrogen or an optionally substituted C6-10 aryl group, R4 represents a hydrogen or a cyano group, D represents -CONR6-, -CO- or -NR6CO-, R6 represents hydrogen or an optionally substituted C1-6 alkyl group, E represents -(CH2)m- whereupon m is an integer of 1 to 3, -CH2OCH2-, or -SCH2-, n is an integer of 0 to 3, and A represents an optionally substituted bicyclic heterocyclic group or bicyclic hydrocarbon group.

  本发明旨在提供一种二肽基肽酶 IV 抑制剂，该抑制剂在活性、稳定性和安全性方面都令人满意，并且作为药剂具有出色的作用。本发明涉及由以下通式代表的化合物或其药学上可接受的盐： 其中 R1 和 R2 各自代表氢、任选取代的 C1-6 烷基或 -COOR5 其中 R5 代表氢或任选取代的 C1-6 烷基，或 R1 和 R2 与它们结合的碳原子一起代表 3 至 6 元环烷基，R3 代表氢或任选取代的 C6-10 芳基、R4代表氢或氰基，D代表-CONR6-、-CO-或-NR6CO-，R6代表氢或任选取代的C1-6烷基，E代表-(CH2)m-，其中m为1至3的整数，- O -或-S -，n为0至3的整数，A代表任选取代的双环杂环基团或双环烃基团。
• Cyanopyrrolidines useful for the treatment of inter alia metabolic syndrome
  申请人：SANWA KAGAKU KENKYUSHO CO., LTD.

  公开号：EP1595866B1

  公开（公告）日：2016-06-08
• Ho, Tse-Lok, Synthetic Communications, 1980, vol. 10, # 6, p. 469 - 472
  作者：Ho, Tse-Lok

  DOI：——

  日期：——