N-isobutyl-5-trifluoromethyl-3,4-methylenedioxy benzamide | 1417353-75-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: N-isobutyl-5-trifluoromethyl-3,4-methylenedioxy benzamide
• 英文别名: N-isobutyl 5-trifluoromethyl-3,4-methylenedioxybenzamide；N-(2-methylpropyl)-7-(trifluoromethyl)-1,3-benzodioxole-5-carboxamide
• CAS: 1417353-75-3
• 化学式: C₁₃H₁₄F₃NO₃
• 分子量: 289.254
• InChiKey: LYGLNNNTUIWBBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-trifluoromethyl-3,4-methylenedioxy benzoic acid 、 异丁胺 在 三乙胺 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 反应 2.25h， 以78%的产率得到N-isobutyl-5-trifluoromethyl-3,4-methylenedioxy benzamide
  参考文献：
  名称：

  SUBSTITUTED CINNAMAMIDE DERIVATIVE, PREPARATION METHOD AND USE THEREOF

  摘要：

  本发明涉及替代的肉桂酰胺衍生物，其制备方法及用途。所述衍生物的结构为式（I）。本发明还揭示了制备所述替代肉桂酰胺及其衍生物的方法。选择替代的香草醛衍生物作为起始原料，通过威特格反应和酸胺缩合反应制备本发明的替代肉桂酰胺衍生物。此外，本化合物在预防和治疗抑郁型精神疾病中的用途也被揭示。

  公开号：

  US20140121242A1

文献信息

• Substituted cinnamamide derivative, preparation method and use thereof
  申请人：Ma Xiaohui

  公开号：US10071989B2

  公开（公告）日：2018-09-11

  The present invention relates to substituted cinnamamide derivatives, the method for preparing thereof and the use thereof. Each of said derivatives has a structure of formula (I). The method for preparing the substituted cinnamamides and their derivatives of the present invention is also disclosed. Substituted piperonal derivatives are selected as starting materials to prepare the substituted cinnamamide derivatives of the present invention by Wittig reaction and acid-amine condensation reaction. Further, a use of the present compounds in preventing and treating depressive-type mental diseases is disclosed.

  本发明涉及取代肉桂酰胺衍生物、其制备方法及其用途。上述每种衍生物都具有式（I）的结构。本发明还公开了制备本发明的取代肉桂酰胺及其衍生物的方法。选择取代的哌醛衍生物作为起始原料，通过 Wittig 反应和酸-胺缩合反应制备本发明的取代肉桂酰胺衍生物。此外，还公开了本发明化合物在预防和治疗抑郁型精神疾病中的用途。
• Application of substituted cinnamamide derivatives in preparation of anti-anxiety medication
  申请人：TASLY PHARMACEUTICAL GROUP CO., LTD.

  公开号：US10874636B2

  公开（公告）日：2020-12-29

  Disclosed is an application of substituted cinnamamide derivatives in the preparation of anti-anxiety medications, the substituted cinnammide derivatives are compounds having the structure of formula (I) or pharmaceutically acceptable salts thereof, wherein, R1 is —H, —OH, —F, —Cl, —Br, —I, —OCH3, —OCF3, —OCHF2, —OCH2F, —CF3, —CHF2, —CH2F, —CH3, —CH3CH2, —CF3CH2, —CN, —NO2, —NH2 or —COOR5; R2 is H, C1-C10 linear alkyl, C3-C10 branched alkyl, C3-C10 cyclic alkyl, C1-C10 hydroxyalkyl or a N-substituted piperazine-derived group; or R2 is a group forming with adjacent Y a tetrahydropyrrolyl group, a piperidyl group or a cyclohexanimido group.

  公开了取代肉桂酰胺衍生物在制备抗焦虑药物中的应用，取代肉桂酰胺衍生物是具有式(I)结构的化合物或其药学上可接受的盐、 其中，R1 是-H、-OH、-F、-Cl、-Br、-I、-OCH3、-OCF3、-OCHF2、-OCH2F、-CF3、-CHF2、-CH2F、-CH3、-CH3CH2、-CF3CH2、-CN、-NO2、-NH2 或-COOR5； R2 是 H、C1-C10 直链烷基、C3-C10 支链烷基、C3-C10 环烷基、C1-C10 羟基烷基或 N-取代的哌嗪衍生基团；或 R2 是与相邻 Y 形成四氢吡咯基团、哌啶基团或环己胺基的基团。
• APPLICATION OF SUBSTITUTED CINNAMAMIDE DERIVATIVES IN PREPARATION OF ANTI-ANXIETY MEDICATIONS
  申请人：Tasly Pharmaceutical Group Co., Ltd.

  公开号：EP3409664B1

  公开（公告）日：2021-01-06
• APPLICATION OF SUBSTITUTED CINNAMAMIDE DERIVATIVES IN PREPARATION OF ANTI-ANXIETY MEDICATION
  申请人：TASLY PHARMACEUTICAL GROUP CO., LTD.

  公开号：US20190046500A1

  公开（公告）日：2019-02-14

  Disclosed is an application of substituted cinnamamide derivatives in the preparation of anti-anxiety medications, the substituted cinnammide derivatives are compounds having the structure of formula (I) or pharmaceutically acceptable salts thereof, wherein, R 1 is —H, —OH, —F, —Cl, —Br, —I, —OCH 3 , —OCF 3 , —OCHF 2 , —OCH 2 F, —CF 3 , —CHF 2 , —CH 2 F, —CH 3 , —CH 3 CH 2 , —CF 3 CH 2 , —CN, —NO 2 , —NH 2 or —COOR 5 ; R2 is H, C 1 -C 10 linear alkyl, C 3 -C 10 branched alkyl, C 3 -C 10 cyclic alkyl, C 1 -C 10 hydroxyalkyl or a N-substituted piperazine-derived group; or R 2 is a group forming with adjacent Y a tetrahydropyrrolyl group, a piperidyl group or a cyclohexanimido group.
• SUBSTITUTED CINNAMAMIDE DERIVATIVE, PREPARATION METHOD AND USE THEREOF
  申请人：Tasly Pharmaceutical Group Co., Ltd.

  公开号：EP2725018B1

  公开（公告）日：2017-04-19