1,5,7-trimethyl-1,2,3,4-tetrahydro-1,8-naphthyridine | 1254180-94-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1,5,7-trimethyl-1,2,3,4-tetrahydro-1,8-naphthyridine
• 英文别名: 1,5,7-trimethyl-3,4-dihydro-2H-1,8-naphthyridine
• CAS: 1254180-94-3
• 化学式: C₁₁H₁₆N₂
• 分子量: 176.261
• InChiKey: BMNRYVLQCWEIHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  16.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,5,7-trimethyl-1,2,3,4-tetrahydro-1,8-naphthyridine 在 1,3-二溴-5,5-二甲基海因 作用下， 以 氯仿 为溶剂， 反应 0.5h， 以86%的产率得到6-bromo-1,5,7-trimethyl-1,2,3,4-tetrahydro[1,8]naphthyridine
  参考文献：
  名称：

  Concise Synthesis of Bicyclic Pyridinol Antioxidants

  摘要：

  The recently reported bicyclic pyridinols 1 and 2 are highly effective antioxidants exhibiting 88- and 28-fold greater potency, respectively, than a-tocopherol when assayed for their ability to suppress the autoxidation of methyl linoleate. Described herein is a short, economical, and scalable strategy for the synthesis of this novel group of antioxidants, as well as analogues 3-6. Key reactions involved the cyclocondensation reaction of lactam acetals with enaminone 7 and selective functionalizaton of the heterocyclic systems.

  DOI：

  10.1021/ol102217c
• 作为产物：
  描述：

  4-氨基-3-戊烯-2-酮 、 2,2-二甲氧基-1-甲基哌啶 在 sodium t-butanolate 作用下， 以 甲苯 、 叔丁醇 为溶剂， 反应 18.0h， 以59%的产率得到1,5,7-trimethyl-1,2,3,4-tetrahydro-1,8-naphthyridine
  参考文献：
  名称：

  Concise Synthesis of Bicyclic Pyridinol Antioxidants

  摘要：

  The recently reported bicyclic pyridinols 1 and 2 are highly effective antioxidants exhibiting 88- and 28-fold greater potency, respectively, than a-tocopherol when assayed for their ability to suppress the autoxidation of methyl linoleate. Described herein is a short, economical, and scalable strategy for the synthesis of this novel group of antioxidants, as well as analogues 3-6. Key reactions involved the cyclocondensation reaction of lactam acetals with enaminone 7 and selective functionalizaton of the heterocyclic systems.

  DOI：

  10.1021/ol102217c

文献信息

• New synthetic route to N-tocopherol derivatives: synthesis of pyrrolopyridinol analogue of α-tocopherol from pyridoxine
  作者：Tae-gyu Nam、Jin-Mo Ku、Hyeung-geun Park、Ned A. Porter、Byeong-Seon Jeong

  DOI：10.1039/c0ob00991a

  日期：——

  A new synthetic route to pyrrolopyridinol antioxidants from easily accessible pyridoxine was developed which includes phase-transfer catalytic alkylation and intramolecular Cu(I)-catalyzed amination as key steps.

  一种新的合成路线 吡咯并吡啶醇 容易获得的抗氧化剂 吡哆醇 开发了包括相转移催化烷基化和分子内 铜（一）-催化胺化作为关键步骤。
• [EN] COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS ET LEURS UTILISATIONS
  申请人：FOGHORN THERAPEUTICS INC

  公开号：WO2021155321A2

  公开（公告）日：2021-08-05

  The present disclosure features compounds and methods useful for the treatment of BAF complex-related disorders.