3-(phenylamino)cyclopentanone

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-(phenylamino)cyclopentanone
• 英文别名: 3-Anilinocyclopentan-1-one
• 化学式: C₁₁H₁₃NO
• 分子量: 175.23
• InChiKey: UZZJEDIIYHMFTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(phenylamino)cyclopentanone 在 二乙胺基三氟化硫 作用下， 以 二氯甲烷 为溶剂， 以21.23 %的产率得到N-[3,3-difluorocyclopentyl]aniline
  参考文献：
  名称：

  [EN] AT2R ANTAGONISTS AND USES THEREOF
  [FR] ANTAGONISTES D'AT2R ET LEURS UTILISATIONS

  摘要：

  This invention provides certain piperidine compounds as AT2R antagonists, e.g., compounds of formula (I): or pharmaceutically acceptable salts thereof, wherein R1, R2, R3, and X are as defined herein, pharmaceutical compositions thereof, and methods of using the same to treat pain associated with AT2R activity.

  公开号：

  WO2023224853A1
• 作为产物：
  描述：

  2-环戊烯酮 、 苯胺 在 magnesia 作用下， 反应 1.5h， 以84%的产率得到3-(phenylamino)cyclopentanone
  参考文献：
  名称：

  MgO nanoparticles as an efficient and reusable catalyst for aza-Michael reaction

  摘要：

  通过改进的溶胶-凝胶技术制备的MgO纳米颗粒具有较窄的粒径分布。合成的氧化镁纳米颗粒在无溶剂条件下于室温下作为高效催化剂，用于一系列α,β-不饱和羰基化合物和硝基烯烃的氮迈克尔加成反应中，以及胺的加成反应，从而获得高产率的β-氨基羰基和β-硝基胺。该催化剂可回收并在至少五次连续运行中重复使用而不会损失活性。

  DOI：

  10.1007/s13738-013-0338-x

文献信息

• Highly efficient aza-Michael reactions of aromatic amines and N-heterocycles catalyzed by a basic ionic liquid under solvent-free conditions
  作者：Lei Yang、Li-Wen Xu、Wei Zhou、Lyi Li、Chun-Gu Xia

  DOI：10.1016/j.tetlet.2006.08.103

  日期：2006.10

  A task-specific basic ionic liquid, [Bmim]OH, has been introduced as a catalyst for the aza-Michael addition of aromatic amines and N-heterocycles to cyclic or acyclic ketones under neat conditions. The catalyst can be recycled for subsequent reactions without any appreciable loss of efficiency.

  已引入一种特定任务的碱性离子液体[Bmim] OH，作为在纯净条件下将芳族胺和N-杂环向氮杂-迈克尔加成至环状或无环酮的催化剂。催化剂可以再循环用于随后的反应，而没有任何明显的效率损失。
• Pharmaceutically useful compounds
  申请人：Roberts Michael Stanley

  公开号：US20060040869A1

  公开（公告）日：2006-02-23

  A compound of formula (I) or (II): wherein A is hydrogen or CR 1 R 2 ; Y and Z are each, independently, hydrogen or a halogen; X is —NR 4 R 5 , or R 7 ; R 1 is hydrogen, or a substituted or unsubstituted alkyl or alkenyl group containing 1-4 carbon atoms; when X is —NR 4 R 5 , R 2 is a substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, aralkyl aralkenyl, or aralkynyl group, that optionally includes at least one heteroatom in its carbon skeleton and contains 1-12 carbon atoms; when X is R 7 , R 2 is an unsubstituted alkyl, alkenyl or alkynyl group, or a substituted or unsubstituted aryl, aralkyl aralkenyl, or aralkynyl group, that optionally includes at least one heteroatom in its carbon skeleton and contains 1-12 carbon atoms; R 3 is a substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, aralkyl aralkenyl, or aralkynyl group, that optionally includes at least one heteroatom in its carbon skeleton and contains 1-12 carbon atoms; R 4 is hydrogen, a substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, aralkyl aralkenyl, or aralkynyl group, that optionally includes at least one heteroatom in its carbon skeleton and contains 1-12 carbon atoms, —COOR 8 , or —COR 8 ; R 5 is hydrogen, or a substituted or unsubstituted alkyl or alkenyl group containing 1-5 carbon atoms; R 7 is an unsubstituted alkyl, alkenyl, or alkynyl group, that contains 1-4 carbon atoms; and, R 8 is an unsubstituted or halo-substituted alkyl, aryl, or aralkyl group, that contains 1-12 carbon atoms.

  化合物的式子(I)或(II)：其中A是氢或CR1R2；Y和Z分别是氢或卤素；X是-NR4R5或R7；R1是氢，或含有1-4个碳原子的取代或未取代的烷基或烯基基团；当X是-NR4R5时，R2是一个含有1-12个碳原子的取代或未取代的烷基、烯基、炔基、芳基、芳基烷基、芳基烯基或芳基炔基基团，可选地在其碳骨架中包含至少一个杂原子；当X是R7时，R2是一个未取代的烷基、烯基或炔基基团，或一个含有1-12个碳原子的取代或未取代的芳基、芳基烷基、芳基烯基或芳基炔基基团，可选地在其碳骨架中包含至少一个杂原子；R3是一个含有1-12个碳原子的取代或未取代的烷基、烯基、炔基、芳基、芳基烷基、芳基烯基或芳基炔基基团，可选地在其碳骨架中包含至少一个杂原子；R4是氢，或含有1-12个碳原子的取代或未取代的烷基、烯基、炔基、芳基、芳基烷基、芳基烯基或芳基炔基基团，可选地在其碳骨架中包含至少一个杂原子，-COOR8或-COR8；R5是氢或含有1-5个碳原子的取代或未取代的烷基或烯基基团；R7是一个含有1-4个碳原子的未取代的烷基、烯基或炔基基团；R8是一个含有1-12个碳原子的未取代或卤素取代的烷基、芳基或芳基烷基基团。
• Enaminones as potential prodrugs of primary and secondary amines
  申请人：Merck & Co., Inc.

  公开号：EP0214009A2

  公开（公告）日：1987-03-11

  Novel enzymatically labile enaminones useful as potential prodrugs of primary and secondary amines are disclosed. Also, disclosed herein are compositions comprising said amines and methods of administering said composition to warm-blooded animals.

  本发明公开了可作为伯胺和仲胺潜在原药的新型酶标记烯酮。此外，本文还公开了包含所述胺的组合物以及将所述组合物用于温血动物的方法。
• Xu; Chen; Liu, Asian Journal of Chemistry, 2011, vol. 23, # 9, p. 4165 - 4168
  作者：Xu、Chen、Liu、Ren、Zhou、Lu

  DOI：——

  日期：——
• Aza-Michael reaction promoted by aqueous sodium carbonate solution
  作者：Xiao-Ji Tang、Zhao-Lei Yan、Wen-Liang Chen、Ya-Ru Gao、Shuai Mao、Yan-Lei Zhang、Yong-Qiang Wang

  DOI：10.1016/j.tetlet.2013.03.043

  日期：2013.5

  A general and efficient aza-Michael reaction promoted by aqueous sodium carbonate solution has been developed. The reaction has complete mono-alkylation selectivity and proceeds with complete chirality retention for chiral amino esters. With a broad substrate scope, a well-common catalyst and simple operation, the catalytic approach provides a facile, practicable, economical, and environmentally benign method for the synthesis of beta-amino carbonyl compounds. (c) 2013 Elsevier Ltd. All rights reserved.