1-甲基-4-吡啶-3-基哌啶-4-甲腈 | 104742-20-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 1-甲基-4-吡啶-3-基哌啶-4-甲腈
• 英文名称: 1-methyl-4-(3-pyridyl)-4-piperidinecarbonitrile
• 英文别名: 1'-methyl-2',3',5',6'-tetrahydro-1'H-[3,4']bipyridyl-4'-carbonitrile；1'-Methyl-2',3',5',6'-tetrahydro-1'H-[3,4']bipyridyl-4'-carbonitril；1-Methyl-4-(pyridin-3-yl)piperidine-4-carbonitrile；1-methyl-4-pyridin-3-ylpiperidine-4-carbonitrile
• CAS: 104742-20-3
• 化学式: C₁₂H₁₅N₃
• 分子量: 201.271
• InChiKey: JQBLUDIZJYBXHR-UHFFFAOYSA-N

物化性质

• 沸点：
  160-162 °C(Press: 1.5 Torr)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  39.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-甲基-4-吡啶-3-基哌啶-4-甲腈 、 甲基锂 在 cerium(III) chloride 作用下， 生成 1',2'-dihydro-1,2',2'-trimethylspiropyridine>
  参考文献：
  名称：

  Tertiary carbinamines by addition of organocerium reagents to nitriles and ketimines

  摘要：

  Organocerium reagents, prepared by reaction of aromatic and primary and secondary alkyllithium reagents with anhydrous cerium chloride, add to nitriles twice to give tertiary carbinamines in often excellent yields. Addition of n-BuCeCl2 to acetophenone is about 4 times faster than addition to benzonitrile. Only 1,2-diaddition is observed in the reaction of MeCeCl2 with cinnamonitrile. The species formed in the double addition of organocerium reagents to nitriles are sufficiently basic to generate a benzyne intermediate by abstraction of an aromatic proton and nucleophilic enough to undergo an intramolecular Chichibabin reaction. Reaction of N-unsubstituted ketimines or their lithium salts with organocerium reagents permits the synthesis of tertiary carbinamines with three different groups on the tertiary carbon center.

  DOI：

  10.1021/jo00042a037
• 作为产物：
  描述：

  3-吡啶乙腈 、 氮芥 在 sodium amide 、 甲苯 作用下， 生成 1-甲基-4-吡啶-3-基哌啶-4-甲腈
  参考文献：
  名称：

  Carelli et al., Annali di Chimica, 1959, vol. 49, p. 709,717

  摘要：

  DOI：

文献信息

• [EN] AMINOBENZOQUINAZOLINONE M1 RECEPTOR POSITIVE ALLOSTERIC MODULATORS<br/>[FR] MODULATEURS ALLOSTÉRIQUES POSITIFS DU RÉCEPTEUR M1 À BASE D'AMINOBENZOQUINAZOLINONE
  申请人：MERCK SHARP & DOHME

  公开号：WO2011084371A1

  公开（公告）日：2011-07-14

  The present invention is directed to aminobenzoquinazolinone compounds of formula (I) which are M1 receptor positive allosteric modulators and that are useful in the treatment of diseases in which the M1 receptor is involved, such as Alzheimer's disease, schizophrenia, pain or sleep disorders. The invention is also directed to pharmaceutical compositions comprising the compounds, and to the use of the compounds and compositions in the treatment of diseases mediated by the M1 receptor.

  本发明涉及式(I)的氨基苯并喹唑醌酮化合物，其为M1受体阳性变构调节剂，并且在治疗M1受体参与的疾病，如阿尔茨海默病、精神分裂症、疼痛或睡眠障碍等方面有用。该发明还涉及包含这些化合物的药物组合物，以及在治疗M1受体介导的疾病中使用这些化合物和组合物。
• Aminobenzoquinazolinone M1 Receptor Positive Allosteric Modulators
  申请人：Kuduk Scott D.

  公开号：US20120264761A1

  公开（公告）日：2012-10-18

  The present invention is directed to aminobenzoquinazolinone compounds of formula (I) which are M1 receptor positive allosteric modulators and that are useful in the treatment of diseases in which the M1 receptor is involved, such as Alzheimer's disease, schizophrenia, pain or sleep disorders. The invention is also directed to pharmaceutical compositions comprising the compounds, and to the use of the compounds and compositions in the treatment of diseases mediated by the M1 receptor.

  本发明涉及式(I)的氨基苯并喹唑酮化合物，它们是M1受体正向变构调节剂，可用于治疗M1受体参与的疾病，如阿尔茨海默病、精神分裂症、疼痛或睡眠障碍。本发明还涉及包含该化合物的制药组合物，以及在治疗M1受体介导的疾病中使用该化合物和组合物的方法。
• AMINOBENZOQUINAZOLINONE M1 RECEPTOR POSITIVE ALLOSTERIC MODULATORS
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP2515656B1

  公开（公告）日：2014-08-06
• US8383638B2
  申请人：——

  公开号：US8383638B2

  公开（公告）日：2013-02-26
• Carelli et al., Annali di Chimica, 1959, vol. 49, p. 709,717
  作者：Carelli et al.

  DOI：——

  日期：——