1-(6-chloropyridin-2-ylmethyl)-4-methylpiperazine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-(6-chloropyridin-2-ylmethyl)-4-methylpiperazine
• 英文别名: 1-[(6-Chloropyridin-2-yl)methyl]-4-methylpiperazine
• 化学式: C₁₁H₁₆ClN₃
• 分子量: 225.721
• InChiKey: YYSDQIICRHXKEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  19.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-氯吡啶-2-羧酸 在 sodium tetrahydroborate 、 氯化亚砜 、 三氟化硼乙醚 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 1-(6-chloropyridin-2-ylmethyl)-4-methylpiperazine
  参考文献：
  名称：

  Synthesis and Analgesic Activity of Some Side-Chain Modified Anpirtoline Derivatives

  摘要：

  New derivatives of anpirtoline and deazaanpirtoline modified in the side chain have been synthesized. The series includes compounds 3 with side-chains containing piperidine or pyrrolidine rings, compounds 4 containing 8-azabicyclo[3.2.1]octane moiety, and compounds 5 having piperazine ring in their side-chains. Their receptor binding profiles (5-HT1A, 5-HT1B) and analgesic activity (hot plate, acetic acid induced writhing) have been studied. Optimized structures (PM3-MOPAC, Alchemy 2000, Tripos Inc.) of the synthesized compounds 3-5 were compared with that of anpirtoline.

  DOI：

  10.1002/(sici)1521-4184(20005)333:5<107::aid-ardp107>3.0.co;2-y

文献信息

• INDOLIZINE DERIVATIVES AS PHOSHOINOSITIDE 3-KINASES INHIBITORS
  申请人：CHIESI FARMACEUTICI S.P.A.

  公开号：US20150361100A1

  公开（公告）日：2015-12-17

  Compounds of formula (I), defined herein, inhibit phosphoinositide 3-kinases (PI3K) and are useful for the treatment of disorders associated with PI3K enzymes.

  式(I)所定义的化合物抑制磷脂酰肌醇3-激酶（PI3K），对与PI3K酶相关的疾病的治疗具有用处。
• INDOLIZINE DERIVATIVES AS PHOSPHOINOSITIDE 3-KINASES INHIBITORS
  申请人：Chiesi Farmaceutici S.p.A.

  公开号：EP3157920B1

  公开（公告）日：2019-08-07
• US9527869B2
  申请人：——

  公开号：US9527869B2

  公开（公告）日：2016-12-27
• [EN] INDOLIZINE DERIVATIVES AS PHOSHOINOSITIDE 3-KINASES INHIBITORS<br/>[FR] DÉRIVÉS D'INDOLIZINE SERVANT D'INHIBITEURS DES PHOSHOINOSITIDE 3-KINASES
  申请人：CHIESI FARMA SPA

  公开号：WO2015193263A1

  公开（公告）日：2015-12-23

  The invention relates to compounds inhibiting phosphoinositide 3-kinases (PI3K), to pharmaceutical compositions comprising them and therapeutic use thereof in the treatment of disorders associated with PI3K enzymes.
• Synthesis and Analgesic Activity of Some Side-Chain Modified Anpirtoline Derivatives
  作者：Stanislav Rádl、Petr Hezký、Jan Proška、Lucie Hejnová、Ivan Krejcí

  DOI：10.1002/(sici)1521-4184(20005)333:5<107::aid-ardp107>3.0.co;2-y

  日期：2000.5

  New derivatives of anpirtoline and deazaanpirtoline modified in the side chain have been synthesized. The series includes compounds 3 with side-chains containing piperidine or pyrrolidine rings, compounds 4 containing 8-azabicyclo[3.2.1]octane moiety, and compounds 5 having piperazine ring in their side-chains. Their receptor binding profiles (5-HT1A, 5-HT1B) and analgesic activity (hot plate, acetic acid induced writhing) have been studied. Optimized structures (PM3-MOPAC, Alchemy 2000, Tripos Inc.) of the synthesized compounds 3-5 were compared with that of anpirtoline.