(1R)-1-[3,5-bis(trifluoromethyl)phenyl]-N-methylethanaminehydrochloride | 414910-05-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1R)-1-[3,5-bis(trifluoromethyl)phenyl]-N-methylethanaminehydrochloride
• 英文别名: [1-(R)-(3,5-bis-trifluoromethyl-phenyl)-ethyl]-methyl-amine hydrochloride；(R)-1-(3,5-bis(trifluoromethyl)phenyl)-N-methylethan-1-amine hydrochloride；(1R)-1-[3,5-bis(trifluoromethyl)phenyl]-N-methylethanamine;hydrochloride
• CAS: 414910-05-7
• 化学式: C₁₁H₁₁F₆N*ClH
• 分子量: 307.666
• InChiKey: IPOAQLGRQPKMAR-FYZOBXCZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.43
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  12
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (1R)-1-[3,5-bis(trifluoromethyl)phenyl]-N-methylethanaminehydrochloride 在 盐酸 、 草酰氯 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 (3S,4S)-N-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}-3-(4-fluoro-2-methylphenyl)-N-methylpiperidine-4-carboxamide monohydrochloride
  参考文献：
  名称：

  Novel 3-phenylpiperidine-4-carboxamides as highly potent and orally long-acting neurokinin-1 receptor antagonists with reduced CYP3A induction

  摘要：

  The synthesis and biological evaluation of a series of novel 3-phenylpiperidine-4-carboxamide derivatives are described. These compounds are generated by hybridization of the substructures from two types of tachykinin NK1 receptor antagonists. Compound 42 showed high metabolic stability and excellent efficacy in the guinea-pig GR-73637-induced locomotive activity assay at 1 and 24 h after oral administration. It also exhibited good pharmacokinetic profiles in four animal species, and a low potential in a pregnane X receptor induction assay. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.11.048
• 作为试剂：
  描述：

  (1R)-1-[3,5-bis(trifluoromethyl)phenyl]-N-methylethanaminehydrochloride 、 2-(4-fluoro-2-methyl-phenyl)-piperidine-4-one 在 (1R)-1-[3,5-bis(trifluoromethyl)phenyl]-N-methylethanaminehydrochloride 作用下， 生成 N-[1-[3,5-bis(trifluoromethyl)phenyl]ethyl]-2-(4-fluoro-2-methylphenyl)-N-methyl-4-oxopiperidine-1-carboxamide
  参考文献：
  名称：

  WO2008046882A2

  摘要：

  公开号：

文献信息

• Chemical compounds
  申请人：——

  公开号：US20040014770A1

  公开（公告）日：2004-01-22

  Formula (1) wherein R represents a halogen atom or a C 1-4 alkyl group; R 1 represents a C 1-4 alkyl group; R 2 represents hydrogen or a C 1-4 alkyl group; R 3 represents hydrogen, or a C 1-4 alkyl group; R 4 represents a trifluorometyl group; R 5 represents hydrogen, a C 1-4 alkyl group or C(0)R 6 ; R 6? represents C 1-4 alkyl, C 3-7 cycloalkyl, NH(C 1-4 alkyl) or N(C1-4alkyl) 2 ; m is zero or an integer from 1 to 3; n is an integer from 1 to 3 and pharmaceutically acceptable salts and solvates thereof; to processes for their preparation and their use in the treatment of conditions mediated bytachykinins.

  公式（1）中，R代表卤原子或C1-4烷基；R1代表C1-4烷基；R2代表氢或C1-4烷基；R3代表氢或C1-4烷基；R4代表三氟甲基基团；R5代表氢、C1-4烷基或C(0)R6；R6代表C1-4烷基、C3-7环烷基、NH(C1-4烷基)或N(C1-4烷基)2；m为零或1至3的整数；n为1至3的整数及其药学上可接受的盐和溶剂化合物；以及它们的制备过程和在通过tachykinins介导的疾病治疗中的用途。
• Composition Comprising An NK-1 Receptor Antagonist And An SSRI For The Treatment Of Tinnitus And Hearing Loss
  申请人：Christensen Soren Rahn

  公开号：US20100317666A1

  公开（公告）日：2010-12-16

  The present invention relates to methods for treating a subject suffering from tinnitus, hearing loss, or tinnitus and hearing loss comprising administering to the subject an effective amount of an NK1 receptor antagonist alone, or in combination with an effective amount of a selective serotonin reuptake inhibitor. Compositions and pharmaceutical formulations are also provided.

  本发明涉及治疗患有耳鸣、听力丧失或耳鸣和听力丧失的方法，包括向受试者单独或与选择性5-羟色胺再摄取抑制剂的有效量结合，给予有效量的NK1受体拮抗剂。同时还提供了组合物和药物配方。
• 2-(R)-(4-fluoro-2-methyl-phenyl)-4-(S)-((8aS)-6-oxo-hexahydro-pyrrolo[1,2-a]-pyrazin-2-yl)-piperidine-1-carboxylic acid [1-(R)-3,5-bis-trifluoromethyl-phenyl)-ethyl]-methylamide maleate and pharmaceutical compositions thereof
  申请人：Glaxo Group Limited

  公开号：US07652012B2

  公开（公告）日：2010-01-26

  The present invention relates to piperidine derivatives of formula (I) specifically 2-(R)-(4-Fluoro-2-methyl-phenyl)-4-(S)-((8aS)-6-oxo-hexahydro-pyrrolo[1,2-a]-pyrazin-2-yl)-piperidine-1-carboxylic acid [1-(R)-(3,5-bis-trifluoromethyl-phenyl)-ethyl]-methylamide maleate and pharmaceutical compositions thereof, useful in the treatment of conditions mediated by tachykinins.

  本发明涉及公式（I）的哌啶衍生物，特别是2-（R）-（4-氟-2-甲基苯基）-4-（S）-（（8aS）-6-氧代-六氢-吡咯[1,2-a]-吡嗪-2-基）-哌啶-1-羧酸[1-（R）-（3,5-双三氟甲基苯基）-乙基]-甲基酰胺酒石酸盐及其制药组合物，用于治疗由速激肽介导的疾病。
• [EN] PIPERIDINE DERIVATIVES<br/>[FR] DERIVES DE LA PIPERIDINE
  申请人：GLAXO GROUP LTD

  公开号：WO2003066635A1

  公开（公告）日：2003-08-14

  The present invention relates to piperidine derivatives of formula (I): R represents halogen or C1-4 alkyl; R1 represents C1-4 alkyl; R2 or R3 independently represent hydrogen or C1-4 alkyl; R4 represents trifluoromethyl, C1-4 alkyl, C1-4 alkoxy, trifluoromethoxy or halogen; R5 represents hydrogen , C1-4 alkyl or C3-7 cycloalkyl; R6 is hydrogen and R7 is a radical of formula (W): R6 is a radical of formula (W) and R7 is hydrogen; X represents CH2, NR5 or O; Y represents Nitrogen and Z is CH or Y represents CH and Z is Nitrogen; A represents C(O) or S(O)q, provided that when Y is nitrogen and Z is CH, A is not S(O)q; m is zero or an integer from 1 to 3; n is an integer from 1 to 3; p and q are independently an integer from 1 to 2; and pharmaceutically acceptable salts and solvates thereof. The process for their preparation and their use in the treatment of condition mediated by tachykinins.

  本发明涉及式(I)的哌啶衍生物： R代表卤素或C1-4烷基；R1代表C1-4烷基；R2或R3独立地代表氢或C1-4烷基；R4代表三氟甲基、C1-4烷基、C1-4烷氧基、三氟甲氧基或卤素；R5代表氢、C1-4烷基或C3-7环烷基；R6为氢，R7为式(W)的基团：R6为式(W)的基团，R7为氢；X代表CH2、NR5或O；Y代表氮，Z为CH，或者Y代表CH，Z为氮；A代表C(O)或S(O)q，但当Y为氮，Z为CH时，A不是S(O)q；m为零或1到3的整数；n为1到3的整数；p和q独立地为1到2的整数；以及其药学上可接受的盐和溶剂化物。其制备方法及其在由Tachykinins介导的疾病治疗��的应用。
• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSES CHIMIQUES
  申请人：GLAXO GROUP LTD

  公开号：WO2002032867A1

  公开（公告）日：2002-04-25

  Formula (1) wherein R represents a halogen atom or a C1-4 alkyl group; R1 represents a C1-4 alkyl group; R2 represents hydrogen or a C1-4 alkyl group; R3 represents hydrogen, or a C1-4 alkyl group; R4 represents a trifluorometyl group; R5 represents hydrogen, a C1-4 alkyl group or C(0)R6; R6 represents C1-4 alkyl, C3-7 cycloalkyl, NH(C1-4 alkyl) or N(C1-4alkyl)2; m is zero or an integer from 1 to 3; n is an integer from1 to 3 and pharmaceutically acceptable salts and solvates thereof; to processes for their preparation and their use in the treatment of conditions mediated bytachykinins.

  公式（1），其中R代表卤素原子或C1-4烷基；R1代表C1-4烷基；R2代表氢或C1-4烷基；R3代表氢或C1-4烷基；R4代表三氟甲基基团；R5代表氢，C1-4烷基或C（0）R6；R6代表C1-4烷基，C3-7环烷基，NH（C1-4烷基）或N（C1-4烷基）2；m为零或1至3的整数；n为1至3的整数，以及其药学上可接受的盐和溶剂合物；其制备过程及其在治疗由速激肽介导的疾病中的应用。