2,2-diphenyl-4-piperidin-1-yl-butyronitrile | 5424-08-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,2-diphenyl-4-piperidin-1-yl-butyronitrile
• 英文别名: 2,2-diphenyl-4-(1-piperidyl)butanenitrile；2,2-diphenyl-4-piperidino-butyronitrile；2,2-Diphenyl-4-(piperidin-1-yl)butanenitrile；2,2-diphenyl-4-piperidin-1-ylbutanenitrile
• CAS: 5424-08-8
• 化学式: C₂₁H₂₄N₂
• 分子量: 304.435
• InChiKey: VXPUAJALRVCLNP-UHFFFAOYSA-N

物化性质

• 熔点：
  76 °C
• 沸点：
  234-235 °C(Press: 7 Torr)
• 密度：
  1.063±0.06 g/cm3(Predicted)
• 溶解度：
  溶于氯仿

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-diphenyl-4-piperidin-1-yl-butyronitrile 在 sodium amide 、 苯 作用下， 生成 芬哌丙烷
  参考文献：
  名称：

  DE908136

  摘要：

  公开号：
• 作为产物：
  描述：

  二苯乙腈 在 sodium amide 、 苯 作用下， 生成 2,2-diphenyl-4-piperidin-1-yl-butyronitrile
  参考文献：
  名称：

  Bockmuehl; Ehrhart, Justus Liebigs Annalen der Chemie, 1949, vol. 561, p. 52,76

  摘要：

  DOI：

文献信息

• Process for the preparation of tertiary amines
  申请人：G. D. Searle & Co.

  公开号：US04086234A1

  公开（公告）日：1978-04-25

  Certain tertiary amines useful as pharmaceuticals are prepared in improved yields by condensing a cyclic secondary amine with a primary alkyl halide in an aqueous medium in the presence of an acid acceptor.

  某些作为药物有用的三级胺，通过在水性介质中在酸受体的存在下，将环状二级胺与一级烷基卤化物缩合，以提高产量制备。
• Overcoming chloroquine resistance in malaria: Design, synthesis and structure–activity relationships of novel chemoreversal agents
  作者：Aicha Boudhar、Xiao Wei Ng、Chiew Yee Loh、Wan Ni Chia、Zhi Ming Tan、Francois Nosten、Brian W. Dymock、Kevin S.W. Tan

  DOI：10.1016/j.ejmech.2016.04.058

  日期：2016.8

  Malaria remains a significant infectious disease with even artemisinin-based therapies now facing resistance in the field. Development of new therapies is urgently needed, either by finding new compounds with unique modes of action, or by reversing resistance towards known drugs with 'chemosensitizers' or 'chemoreversal' agents (CRA). Concerning the latter, we have focused on the resistance mechanisms developed against chloroquine (CQ). We have synthesized a series of compounds related to previously identified CRAs, and found promising novel compounds. These compounds show encouraging results in a coumarin labeled chloroquine uptake assay, exhibiting a dose response in resensitising parasites to the antimalarial effects of chloroquine. Selected compounds show consistent potency across a panel of chloroquine and artemisinin sensitive and resistant parasites, and a wide therapeutic window. This data supports further study of CRAs in the treatment of malaria and, ultimately, their use in chloroquine-based combination therapies. (C) 2016 Elsevier Masson SAS. All rights reserved.
• 3,3-Diphenyl-3-(2-alkyl-1,3,4-oxadiazol-5-yl)propylcycloalkylamines, a novel series of antidiarrheal agents
  作者：Gilbert W. Adelstein、Chung H. Yen、Esam Z. Dajani、Robert G. Bianchi

  DOI：10.1021/jm00232a010

  日期：1976.10

  A series of 4-amino-2,2-diarylbutyronitriles (3) prepared for testing as inhibitors of gastrointestinal propulsive activity did not show any enhancement over such existing agents as diphenoxylate and loperamide. However, conversion of the nitrile group to a 2-methyl-1,3,4-oxadiazol-5-yl function led to compounds 5g and 5j, statistically equipotent to diphenoxylate and loperamide in the mouse and showing a very low order of analgesic activity. Structural modifications determined that the best separation of antipropulsive and analgesic effects was obtained when the amino group was bicyclic and the oxadiazole ring had a 2-methyl substituent. The most potent compounds were and analogues of diphenoxylate and loperamide where the oxadiazole ring was present, but these compounds had marked analgesic activity.
• Analgesic Carbinols and Esters Related to Amidone (Methadon)
  作者：Merrill E. Speeter、Wendell M. Byrd、Lee C. Cheney、S. B. Binkley

  DOI：10.1021/ja01169a016

  日期：1949.1
• 139. Search for new analgesics. Part III. Homologues of amidone, isoamidone, and some related compounds
  作者：E. Walton、P. Ofner、R. H. Thorp

  DOI：10.1039/jr9490000648

  日期：——