(2β,4β,6β)-1,2,6-trimethyl-4-piperidinol | 145601-67-8

• 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: (2β,4β,6β)-1,2,6-trimethyl-4-piperidinol
• 英文别名: (2S,4r,6R)-1,2,6-trimethylpiperidin-4-ol；4c-Hydroxy-1,2r,6c-trimethyl-piperidin；1,2c,6c-trimethyl-piperidin-4r-ol
• CAS: 145601-67-8
• 化学式: C₈H₁₇NO
• 分子量: 143.229
• InChiKey: RNYCGIOXRWNPLF-JIGDXULJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.85
• 重原子数：
  10.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  23.47
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-萘甲酰氯 、 (2β,4β,6β)-1,2,6-trimethyl-4-piperidinol 在 吡啶 作用下， 反应 12.0h， 以56%的产率得到1-methyl-2,6-dimethyl piperidine-4-yl naphthalene-1-carboxylate hydrochloride
  参考文献：
  名称：

  Structural analysis of 5-HT3 receptor antagonists: synthesis and pharmacological activity of various aromatic esters or amides derived from tropane and 1,2,6-trisubstituted piperidine

  摘要：

  Preliminary results of a structure-activity relationship in the field of 5-HT3 receptor antagonists on the influence of the aromatic ring and steric hindrance around the basic nitrogen atom are reported. The favorable role of the naphthalene moiety substituted by a carbonyl function in position 1 was demonstrated by measuring the biological activity using the inhibition of the specific binding of [H-3]BRL 43694 and the inhibition of the Bezold-Jarisch reflex. Several esters and amides of 1,2,6-trisubstituted piperidine derivatives with a suitable fit with the antagonist reference compounds were synthesized. The lack of biological activity of these compounds emphasizes the importance of steric hindrance for binding with the anionic receptor site. These data confirm the major role of the tropane and quinuclidine frameworks in the potency of a number of 5-HT3 antagonists.

  DOI：

  10.1016/0223-5234(93)90039-h
• 作为产物：
  描述：

  2,6-二甲基-4-吡喃酮 在 乙醇 、 氨 、 水 、 sodium 作用下， 生成 (2β,4β,6β)-1,2,6-trimethyl-4-piperidinol
  参考文献：
  名称：

  STUDIES ON γ-PYRONES. II. SYNTHESIS OF 4-PIPERIDINOLS FROM PYRONES¹

  摘要：

  DOI：

  10.1021/jo01148a016

文献信息

• [EN] TAM KINASE INHIBITORS<br/>[FR] INHIBITEURS DE KINASES TAM
  申请人：SYROS PHARMACEUTICALS INC

  公开号：WO2019014513A1

  公开（公告）日：2019-01-17

  Described herein are compounds, methods of making such compounds, pharmaceutical compositions, and medicaments comprising such compounds, and methods of using such compounds to treat diseases, such as cancer.

  本文描述了化合物、制备这种化合物的方法、含有这种化合物的药物组合物和药物，以及利用这种化合物治疗疾病（如癌症）的方法。
• Synthesis of Derivatives of 1, 2, 6-Trisubstttuted-4-Piperidones
  作者：Michel Langlois、Donglaï Yang、Jean-Louis Soulier、Claudie Florac

  DOI：10.1080/00397919209409262

  日期：1992.11

  Robinson-Schopf cyclisation was used to prepare several 1,2,6-trisubstituted-4-piperidones. 1,2,6-trimethyl-4-piperidone, tricyclic ketones 2 and 3 derivatives of coccinelline. In the case of 1,2,6-trimethyl-4-piperidone, a mixture of the trans and cis compounds 4 and 1 was obtained. The pure cis compound was prepared by another route.
• Über -offenes- Ekgonin und Tropin
  作者：C. Mannich

  DOI：10.1002/ardp.19342721018

  日期：——
• Nasarow; Sorokin, Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1960, p. 872,874;engl.Ausg.S.813,814
  作者：Nasarow、Sorokin

  DOI：——

  日期：——
• Bregant et al., Arhiv za Kemiju, 1955, vol. 27, p. 189,191
  作者：Bregant et al.

  DOI：——

  日期：——