[1-(4-chloro-phenyl)-5-hydroxymethyl-pyrrolidin-2-yl]-methanol | 395059-60-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: [1-(4-chloro-phenyl)-5-hydroxymethyl-pyrrolidin-2-yl]-methanol
• 英文别名: [1-(4-chlorophenyl)-5-(hydroxymethyl)pyrrolidin-2-yl]methanol
• CAS: 395059-60-6
• 化学式: C₁₂H₁₆ClNO₂
• 分子量: 241.718
• InChiKey: ZLRMXEZWGJFBNF-UHFFFAOYSA-N

物化性质

• 沸点：
  422.9±20.0 °C(Predicted)
• 密度：
  1.252±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 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：
  43.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  氯化亚砜 、 [1-(4-chloro-phenyl)-5-hydroxymethyl-pyrrolidin-2-yl]-methanol 、 cis [1-(4-chlorophenyl)-5-hydroxymethyl-pyrrolidin-2-yl]-methanol 以 1,4-二氧六环 为溶剂， 反应 2.0h， 生成 trans 2,5-Bis-chloromethyl-1-(4-chlorophenyl)-pyrrolidine 、 trans 2,5 bis-chloromethyl-1-(4-chlorophenyl)-pyrrolidine
  参考文献：
  名称：

  Azabicycloalkane derivatives for use as serotonin reuptake inhibitors and 5HT2a antagonists

  摘要：

  公开号：

  EP1178048B1
• 作为产物：
  描述：

  2,5-二溴己二酸二乙酯 、 对氯苯胺 在 lithium aluminium tetrahydride 、 potassium iodide 作用下， 以 四氢呋喃 为溶剂， 反应 7.5h， 生成 [1-(4-chloro-phenyl)-5-hydroxymethyl-pyrrolidin-2-yl]-methanol
  参考文献：
  名称：

  Azabicycloalkane derivatives for use as serotonin reuptake inhibitors and 5HT2a antagonists

  摘要：

  公开号：

  EP1178048B1

文献信息

• Azabicycloalkane derivatives and therapeutic uses thereof
  申请人：——

  公开号：US20020052355A1

  公开（公告）日：2002-05-02

  The present invention is directed to a compound of the formula (I): 1 and pharmaceutically acceptable salts thereof, wherein R 1 , R 2 , Y, U, W, k, A, E, V, R 4 and R 5 are as defined herein, pharmaceutical compositions thereof, and methods of use thereof in the inhibition of serotonin reuptake, the inhibition of the binding of 5-HT 2A serotonin receptors and the treatment of diseases, conditions or disorders of the central nervous system. Further, the present invention is also directed to methods for the preparation of compounds of formula (I) and intermediates useful therefor.

  本发明涉及一种化合物，其化学式为(I):1及其药学上可接受的盐，其中R1、R2、Y、U、W、k、A、E、V、R4和R5如本文所定义，以及其药物组成物，以及在抑制5-羟色胺再摄取、抑制5-HT2A受体结合和治疗中枢神经系统疾病、症状或障碍中的使用方法。此外，本发明还涉及化合物(I)的制备方法和相关中间体的方法。
• Diazabicyclooctane derivatives and therapeutic uses thereof
  申请人：——

  公开号：US20020068748A1

  公开（公告）日：2002-06-06

  The present invention provides diazabicyclooctane derivatives of formula (I): 1 and pharmaceutically acceptable salts thereof, wherein the group represents 2 R 1 and R 2 are selected independently from H, (C 1 -C 6 )alkyl, (C 1 -C 6 )fluoroalkyl, halogen (e.g., F. Cl, Br, I), cyano, nitro, O—(C 1 -C 6 )alkyl, O—(C 1 -C 6 )fluoroalkyl, —NHC(O)R 4 and —OR 4 , where R 4 and R 5 are selected independently from H, (C 1 -C 6 )alkyl, and a 5- to 7-membered aryl or heteroaryl ring, or R 1 and R 2 together with the atoms to which they are attached, form a carbocyclic 5- or 6-membered ring or a heterocyclic 5- or 6-membered ring; and R 3 is selected from the group consisting of H, (C 1 -C 6 )alkyl, (CH 2 ) m -aryl or (CH 2 ) m -heteroaryl, wherein m is an integer from 1 to 4, each aryl or heteroaryl group optionally substituted with Cl, Br, CN, CF 3 , O—(C 1 -C 6 )alkyl, (C 1 -C 6 )alkyl, sulfonyl(C 1 -C 6 )alkyl, —CO(C 1 -C 6 )alkyl, —CONH 2 , —CONH(C 1 -C 6 )alkyl, —CON((C 1 -C 6 )alkyl) 2 , or CH(OH)(C 1 -C 6 )alkyl. The invention also relates to pharmaceutical compositions of a compound of formula (I), and methods of use thereof in the treatment of diseases, conditions or disorders of the central nervous system. Further, the present invention is also directed to processes for the preparation of compounds of formula (I) and intermediates useful therefor.

  本发明提供了式（I）的二氮杂双环辛烷衍生物及其药学上可接受的盐，其中该基团表示为2R1和R2分别选自H、（C1-C6）烷基、（C1-C6）氟烷基、卤素（例如F、Cl、Br、I）、氰基、硝基、O-（C1-C6）烷基、O-（C1-C6）氟烷基、-NHC（O）R4和-OR4，其中R4和R5分别选自H、（C1-C6）烷基和5-至7-成员芳基或杂环芳基，或者R1和R2与它们所连接的原子一起形成碳环5-或6-成员环或杂环5-或6-成员环；并且R3选自H、（C1-C6）烷基、（CH2）m-芳基或（CH2）m-杂环芳基的群，其中m是1到4的整数，每个芳基或杂环芳基可以选择性地被Cl、Br、CN、CF3、O-（C1-C6）烷基、（C1-C6）烷基、磺酰基（C1-C6）烷基、-CO（C1-C6）烷基、-CONH2、-CONH（C1-C6）烷基、-CON（（C1-C6）烷基）2或CH（OH）（C1-C6）烷基取代。该发明还涉及式（I）化合物的制药组合物及其在中枢神经系统疾病、症状或障碍的治疗中的使用方法。此外，本发明还涉及制备式（I）化合物和有用中间体的方法。
• Azabicycloalkane derivatives for use as serotonin reuptake inhibitors and 5ht2a antagonists
  申请人：Pfizer Products Inc.

  公开号：EP1178048A1

  公开（公告）日：2002-02-06

  The present invention is directed to a compound of the formula (I): and pharmaceutically acceptable salts thereof, wherein R1, R2, Y, U, W, k, A, E, V, R4 and R5 are as defined herein, pharmaceutical compositions thereof, and methods of use thereof in the inhibition of serotonin reuptake, the inhibition of the binding of 5-HT2A serotonin receptors and the treatment of diseases, conditions or disorders of the central nervous system. Further, the present invention is also directed to methods for the preparation of compounds of formula (I) and intermediates useful therefor.

  本发明涉及一种式（I）化合物： 及其药学上可接受的盐，其中 R1、R2、Y、U、W、k、A、E、V、R4 和 R5 如本文所定义；其药物组合物；及其在抑制血清素再摄取、抑制 5-HT2A 血清素受体的结合和治疗中枢神经系统疾病、病症或紊乱中的使用方法。此外，本发明还涉及式（I）化合物及其有用中间体的制备方法。
• US6531468B2
  申请人：——

  公开号：US6531468B2

  公开（公告）日：2003-03-11
• US6552015B2
  申请人：——

  公开号：US6552015B2

  公开（公告）日：2003-04-22