α-methyl-N-[3-[3-(trifluoromethyl)phenyl]propyl]-1-naphthalenemethanamine | 1025064-33-8

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: α-methyl-N-[3-[3-(trifluoromethyl)phenyl]propyl]-1-naphthalenemethanamine
• 英文别名: rac-N-[1-(1-naphthyl)ethyl]-3-[3-(trifluoromethyl)phenyl]-1-aminopropane；N-(1-naphthalen-1-ylethyl)-3-[3-(trifluoromethyl)phenyl]propan-1-amine
• CAS: 1025064-33-8
• 化学式: C₂₂H₂₂F₃N
• 分子量: 357.419
• InChiKey: VDHAWDNDOKGFTD-UHFFFAOYSA-N

物化性质

• 沸点：
  440.9±45.0 °C(Predicted)
• 密度：
  1.154±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  α-methyl-N-[3-[3-(trifluoromethyl)phenyl]propyl]-1-naphthalenemethanamine 、 D-(+)-二对甲基苯甲酰酒石酸 以 乙酸乙酯 为溶剂， 反应 0.75h， 以78%的产率得到(R)-N-[1-(1-naphthyl)ethyl]-3-[3-(trifluoromethyl)phenyl]-1-aminopropane (-)-di-p-toluoyl-D-tartrate
  参考文献：
  名称：

  [EN] A PROCESS FOR THE PREPARATION OF CINACALCET AND ITS SALTS
  [FR] PROCÉDÉ DE PRÉPARATION DE CINACALCET ET SES SELS

  摘要：

  公开号：

  WO2010010359A3
• 作为产物：
  描述：

  1-chloroethyl N-(1-naphthalen-1-ylethyl)-N-[3-[3-(trifluoromethyl)phenyl]propyl]carbamate 在 甲醇 作用下， 以 甲苯 为溶剂， 生成 α-methyl-N-[3-[3-(trifluoromethyl)phenyl]propyl]-1-naphthalenemethanamine
  参考文献：
  名称：

  [EN] A PROCESS FOR THE PREPARATION OF CINACALCET AND ITS SALTS
  [FR] PROCÉDÉ DE PRÉPARATION DE CINACALCET ET SES SELS

  摘要：

  公开号：

  WO2010010359A3

文献信息

• PROCESS FOR THE PREPARATION OF CINACALCET
  申请人：ALLEGRINI Pietro

  公开号：US20080319229A1

  公开（公告）日：2008-12-25

  The invention provides a novel process for the preparation of a compound of formula (I) which includes the reduction of a compound of formula (II) or a salt thereof, in the presence of a catalyst, and novel intermediates useful for its synthesis.

  本发明提供了一种新型的化合物(I)的制备方法，包括在催化剂的存在下还原化合物(II)或其盐，以及用于其合成的新型中间体。
• COMPOSITION OF MATTER
  申请人：University of Louisiana at Lafayette

  公开号：US20160304538A1

  公开（公告）日：2016-10-20

  The method relates to the field of asymmetric allylic amination and comprises preparing a chiral N-substituted allylic amine compound from the corresponding allylic substrates and substituted hydroxylamines, in the presence of a catalyst, said catalyst comprising copper compounds and a chiral ligand. Examples of chiral amine compounds which can be made using the method include Vigabatrin, Ezetimibe Terbinafine, Naftifine 3-methylmorphine, Sertraline, Cinacalcet, Mefloquine hydrochloride, and Rivastigmine. There are over 20,000 known bioactive molecules with chiral N-substituted allylic amine substructure. The method may also be used to produce non-natural chiral β-aminoacid esters, a sub-class of chiral N-substituted allylic amine compounds. Examples of β-aminoacid ester which can be produced by the disclosed method, include, but are not limited to, N-(2-methylpent-1-en-3-yl)benzenamine and Ethyl 2-methylene-3-(phenylamino)butanoate. Further, the products of the method described herein can be used to produce chiral heterocycles and bioactive molecules or materials. A novel chiral copper-BINAM nitrosoarene complex is also set forth.

  该方法涉及不对称联烯胺化领域，包括在催化剂的存在下，从相应的联烯底物和取代羟胺制备手性N-取代联烯胺化合物，所述催化剂包括铜化合物和手性配体。使用该方法可以制备的手性胺化合物的示例包括Vigabatrin、Ezetimibe Terbinafine、Naftifine 3-methylmorphine、Sertraline、Cinacalcet、Mefloquine hydrochloride和Rivastigmine。已知具有手性N-取代联烯胺亚结构的生物活性分子超过20,000种。该方法还可用于生产非天然手性β-氨基酸酯，是手性N-取代联烯胺化合物的一个子类。公开方法可以生产的β-氨基酸酯的示例包括但不限于N-(2-甲基戊-1-烯-3-基)苯胺和乙酸乙酯2-亚甲基-3-(苯胺基)丁酸酯。此外，所述方法的产物可用于生产手性杂环和生物活性分子或材料。还提出了一种新型手性铜-BINAM硝基芳烃配合物。
• Process for Preparing Cinacalcet and Pharmaceutically Acceptable Salts Thereof
  申请人：Produits Chimiques Auxiliaires et de Synthese

  公开号：US20150246869A1

  公开（公告）日：2015-09-03

  The present patent application relates to a process for preparing, cinacalcet or a pharmaceutically acceptable salt thereof, which comprises reacting 3-trifluoromethylbenzaldehyde having the following formula (II) with the phosphorus-comprising derivative having the following formula all) in which R 1 and R 2 , which may he identical or different, are each a (C 1 -C 6 )alkyl group. The present invention also relates to the phosphorus-comprising derivative having the formula (III), to the use thereof and to the process for preparing same. The present invention also relates to the phosphate salt of cinacalcet and to uses thereof.

  本专利申请涉及一种制备西那卡塞或其药学上可接受的盐的方法，包括将具有以下公式（II）的3-三氟甲基苯甲醛与具有以下公式（III）的含磷衍生物反应，其中R1和R2可能相同也可能不同，均为（C1-C6）烷基。本发明还涉及具有公式（III）的含磷衍生物及其使用和制备方法。本发明还涉及西那卡塞的磷酸盐及其用途。
• PROCESS FOR THE PREPARATION OF CINACALCET AND INTERMEDIATES THEREOF
  申请人：ALLEGRINI Pietro

  公开号：US20110124917A1

  公开（公告）日：2011-05-26

  The present invention relates to a process for the preparation of (R)-(1-Naphthalen-1-yl-ethyl)-[3-(3-trifluoromethyl-phenyl)-propyl]-amine or a salt thereof, in particular the hydrochloride, and intermediates useful in its synthesis.

  本发明涉及一种制备(R)-(1-萘基乙基)-[3-(3-三氟甲基苯基)-丙基]-胺或其盐，特别是盐酸盐的方法，以及在其合成中有用的中间体。
• [EN] PROCESS FOR CINACALCET HYDROCHLORIDE<br/>[FR] PROCÉDÉ DE PRÉPARATION DE CHLORHYDRATE DE CINACALCET
  申请人：HETERO RESEARCH FOUNDATION

  公开号：WO2012007954A1

  公开（公告）日：2012-01-19

  3-[3-(Trifluoromethyl)phenyl]propionaldehyde is a key intermediate for the preparation of cinacalcet hydrochloride. The present invention provides a novel process for the preparation of 3-[3-(trifluoromethyl)phenyl]propionaldehyde. The present invention also provides an improved process for preparation of cinacalcet hydrochloride in high yields. The present invention further provides a process for purification of cinacalcet hydrochloride.

  3-[3-(三氟甲基)苯基]丙醛是西那卡塞盐酸盐制备的关键中间体。本发明提供了一种新的制备3-[3-(三氟甲基)苯基]丙醛的方法。本发明还提供了一种改进的高产率制备西那卡塞盐酸盐的方法。本发明还提供了一种西那卡塞盐酸盐的纯化方法。