(1S)-1-[3,5-bis(trifluoromethyl)phenyl]-N-methylethanamine hydrochloride | 414910-08-0

• 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: (1S)-1-[3,5-bis(trifluoromethyl)phenyl]-N-methylethanamine hydrochloride
• 英文别名: [1-(S)-(3,5-bis-trifluoromethyl-phenyl)-ethyl]-methylamine hydrochloride；(1S)-1-[3,5-bis(trifluoromethyl)phenyl]-N-methylethanamine monohydrochloride；(S)-1-(3,5-Bis(trifluoromethyl)phenyl)-N-methylethan-1-amine hydrochloride；(1S)-1-[3,5-bis(trifluoromethyl)phenyl]-N-methylethanamine;hydrochloride
• CAS: 414910-08-0
• 化学式: C₁₁H₁₁F₆N*ClH
• 分子量: 307.666
• InChiKey: IPOAQLGRQPKMAR-RGMNGODLSA-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：

  (1S)-1-[3,5-bis(trifluoromethyl)phenyl]-N-methylethanamine hydrochloride 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)-4-{N-1-(S)-(3,5-bistrifluoromethylphenyl)ethyl-N-methyl}aminocarbonyl-3-(4-fluoro-2-methylphenyl)piperidine
  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

文献信息

• Piperidine derivative and use thereof
  申请人：Shirai Junya

  公开号：US20080275085A1

  公开（公告）日：2008-11-06

  The present invention provides a novel piperidine derivative and a tachykinin receptor antagonist containing same, as well as a compound represented by the formula: wherein R 1 is carbamoylmethyl, methylsulfonylethylcarbonyl and the like; R 2 is methyl or cyclopropyl; R 3 is a hydrogen atom or methyl; R 4 is a chlorine atom or trifluoromethyl; R 5 is a chlorine atom or trifluoromethyl; and a group represented by the formula: is a group represented by the formula: wherein R 6 is a hydrogen atom, methyl, ethyl or isopropyl; R 7 is a hydrogen atom, methyl or a chlorine atom; and R 8 is a hydrogen atom, a fluorine atom, a chlorine atom or methyl; or 3-methylthiophen-2-yl, and a salt thereof.

  本发明提供了一种新颖的哌啶衍生物和含有该衍生物的催吐肽受体拮抗剂，以及由下式表示的化合物： 其中R1为羰胺甲基、甲磺酰乙基羰基等；R2为甲基或环丙基；R3为氢原子或甲基；R4为氯原子或三氟甲基；R5为氯原子或三氟甲基；以及由下式表示的基团： 是由下式表示的基团： 其中R6为氢原子、甲基、乙基或异丙基；R7为氢原子、甲基或氯原子；R8为氢原子、氟原子、氯原子或甲基；或3-甲基噻吩-2-基，并且其盐。
• 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。
• [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。
• Piperidine derivatives and their use as antagonists of tachykinins
  申请人：Alvaro Giuseppe

  公开号：US20050096313A1

  公开（公告）日：2005-05-05

  The present invention relates to piperidine derivatives of formula (I): wherein R represents halogen or C 1-4 alkyl; R 1 represents hydrogen or C 1-4 alkyl; R 2 represents hydrogen, C 1-4 alkyl; R 3 represents hydrogen, C 1-4 alkyl; R 4 represents trifluoromethyl, C 1-4 alkyl, C 1-4 alkoxy, trifluoromethoxy or halogen; R 5 represents hydrogen, C 1-4 alkyl, C 3-7 cycloalkyl, C(O)R 6 or S(O) 2 R 6 ; R 6 represents C 1-4 alkyl or C 3-7 cycloalkyl; m is zero or an integer from 1 to 3; n is an integer from 1 to 3; p is an integer from 1 to 2; X and Y are independently C(O) or CH 2 ; provided that i) X and Y are not both C(O) and ii) when X and Y are both CH 2 and p is 1, R 5 is not hydrogen, C 1-4 alkyl or C(O)R 6 ; and pharmaceutically acceptable salts and solvates thereof, the process for their preparation and their use in the treatment of conditions mediated by tachykinins.

  本发明涉及式（I）的哌啶衍生物：其中R代表卤素或C1-4烷基；R1代表氢或C1-4烷基；R2代表氢，C1-4烷基；R3代表氢，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，C3-7环烷基，C（O）R6或S（O）2R6；R6代表C1-4烷基或C3-7环烷基；m为零或1至3的整数；n为1至3的整数；p为1至2的整数；X和Y分别为C（O）或CH2；前提是i）X和Y不都是C（O）；以及ii）当X和Y都是 且p为1时，R5不是氢，C1-4烷基或C（O）R6；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缓解性肽介导的疾病中的用途。