2-(1-methyl-3-pyrrolidinylmethyl)-3-pyridinecarboxylic acid hydrochloride | 116120-62-8

• 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: 2-(1-methyl-3-pyrrolidinylmethyl)-3-pyridinecarboxylic acid hydrochloride
• 英文别名: 2-[(1-Methylpyrrolidin-3-yl)methyl]pyridine-3-carboxylic acid;hydrochloride
• CAS: 116120-62-8
• 化学式: C₁₂H₁₆N₂O₂*ClH
• 分子量: 256.732
• InChiKey: CHDJQCYVPCSOSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  53.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(1-methyl-3-pyrrolidinylmethyl)-3-pyridinecarboxylic acid hydrochloride 生成 8-(2-chloroethyl)-6,7,8,9-tetrahydro-6-methyl-5H-pyrido<3,2-c>azepin-5-one monohydrochloride
  参考文献：
  名称：

  CALE, ALBERT D. (JR)

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(2-乙氧基-2-氧代乙基)烟酸 在 盐酸 、 sodium hydroxide 、 sodium hydride 、 碳酸氢钠 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 34.0h， 生成 2-(1-methyl-3-pyrrolidinylmethyl)-3-pyridinecarboxylic acid hydrochloride
  参考文献：
  名称：

  Benzo- and pyrido-1,4-oxazepin-5-ones and -thiones: synthesis and structure-activity relationships of a new series of H1-antihistamines

  摘要：

  A series of novel benzo- and pyrido-1,4-oxazepinones and -thiones which represents a new structural class of compounds possessing H1 antihistaminic activity was synthesized, and the SARs were evaluated. The antihistaminic activity was determined by blockade of histamine-induced lethality in guinea pigs. The sedative potential was determined by comparison of the EEG profiles of the compounds with those of known sedating and nonsedating antihistamines. Several of the compounds were shown to possess potent H1 antihistaminic activity and to be free of the cortical slowing with synchronized waves and spindling activity found in the EEG of sedative antihistamines. One compound, 2-[2-(dimethylamino)ethyl]-3,4-dihydro-4-methylpyrido[3,2-f]-1,4- oxazepine-5(2H)-thione (rocastine) is currently undergoing clinical evaluation as a nonsedating H1 antihistamine.

  DOI：

  10.1021/jm00129a026

文献信息

• Antihistaminic aromatic tetrahydroazepinones (and thiones)
  申请人：A.H. ROBINS COMPANY, INCORPORATED (a Delaware corporation)

  公开号：EP0299663A2

  公开（公告）日：1989-01-18

  Aromatic tetrahydroazepinones and thiones having the formula: wherein Q is carbon or nitrogen; B is oxygen or sulfur; R is loweralkyl, cycloalkyl or phenylloweralkyl; Z is an amino or a heterocyclic amino containing radical; and Y is halo, loweralkyl, loweralkoxy, diloweralkylamino, nitro, phenyl or trifluorophenyl; and having antihistaminic utility, a process for the preparation thereof and chemical intermediates therefor are disclosed.

  具有以下式子的芳香族四氢氮杂卓酮和硫酮 其中 Q 是碳或氮 B是氧或硫 R是低级烷基、环烷基或苯基低级烷基 Z 是氨基或含杂环氨基的基；以及 Y 是卤代、低级烷基、低级烷氧基、稀低级烷基氨基、硝基、苯基或三氟苯基； 本发明公开了具有抗组胺效用及其制备方法和化学中间体。
• US4746657A
  申请人：——

  公开号：US4746657A

  公开（公告）日：1988-05-24