N-methyl-3-phenyl-3-(4-methoxyphenoxy)propanamine | 56161-79-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-methyl-3-phenyl-3-(4-methoxyphenoxy)propanamine
• 英文别名: N-methyl-3-(4-methoxy-phenyloxy)-3-phenyl-propanamine；3-(4-methoxyphenoxy)-N-methyl-3-phenylpropan-1-amine
• CAS: 56161-79-6
• 化学式: C₁₇H₂₁NO₂
• 分子量: 271.359
• InChiKey: HCNSYAPKSOJBJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-methyl-3-phenyl-3-(4-methoxyphenoxy)propanamine 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 17.0h， 生成
  参考文献：
  名称：

  Substituted propanolamines and alkylamines derived from fluoxetine as potent appetite suppressants☆

  摘要：

  A series of propanolamine and alkylamine analogues of fluoxetine (7-26, 28-31) were synthesized and assessed for their anorexigenic and antidepressant activities. Effect of various substituents at C-4 aryl position of fluoxetine has also been studied. Most of the propanolamine analogues (7-13, 16-26) displayed significant anorexigenic activity but interestingly they were devoid of antidepressant activity whereas anorexigenic as well as antidepressant activity was retained in the alkylamine series (28-31). Compounds 10 and 26 emerged as the most active compound and anorexigenic activity was better (83.67%) and 82.45%) compared to fluoxetine (81.25%). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.12.001
• 作为产物：
  描述：

  N-benzyl-N-methyl-3-phenyl-3-(4-methoxyphenoxy)propanamine 在 氯甲酸甲酯 、 氢氧化钾 、 一水合肼 作用下， 以 苯 、 丙醇 为溶剂， 反应 17.0h， 以56%的产率得到N-methyl-3-phenyl-3-(4-methoxyphenoxy)propanamine
  参考文献：
  名称：

  Substituted propanolamines and alkylamines derived from fluoxetine as potent appetite suppressants☆

  摘要：

  A series of propanolamine and alkylamine analogues of fluoxetine (7-26, 28-31) were synthesized and assessed for their anorexigenic and antidepressant activities. Effect of various substituents at C-4 aryl position of fluoxetine has also been studied. Most of the propanolamine analogues (7-13, 16-26) displayed significant anorexigenic activity but interestingly they were devoid of antidepressant activity whereas anorexigenic as well as antidepressant activity was retained in the alkylamine series (28-31). Compounds 10 and 26 emerged as the most active compound and anorexigenic activity was better (83.67%) and 82.45%) compared to fluoxetine (81.25%). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.12.001

文献信息

• PROCESS FOR THE PREPARATION OF ARYLOXYPROPYLAMINES
  申请人：MANTEGAZZA Simone

  公开号：US20070270483A1

  公开（公告）日：2007-11-22

  A process for preparation of a compound of formula (I), or a salt thereof, both as individual isomer and as mixtures thereof, wherein each of A and B is independently aryl or heteroaryl optionally substituted with 1 to 4 substituents; and R and R 1 , which can be the same or different, are hydrogen, C 1 -C 6 alkyl or an amino-protecting group; comprising the reaction of a compound (II) wherein A and B are as defined above, with a compound (III) wherein each of R and R 1 is independently C 1 -C 6 alkyl or an amino-protecting group; and X is a leaving group; in the presence of a basic agent; and, if desired the conversion of a compound (I) to another compound (I); and/or, if desired, the separation of an isomeric mixture of a compound (I) into the individual isomers; and/or, if desired, the conversion of a compound (I) to a salt thereof.

  一种制备化合物(I)或其盐的方法，该化合物可以是单体异构体，也可以是它们的混合物，其中A和B分别独立地是芳基或杂环芳基，可选择地取代1到4个取代基；R和R1可以相同也可以不同，是氢、C1-C6烷基或氨基保护基；包括将化合物(II)（其中A和B如上定义）与化合物(III)（其中R和R1分别独立地是C1-C6烷基或氨基保护基；X是一个离去基团）在碱性试剂存在下反应；如有需要，将化合物(I)转化为另一种化合物(I)；和/或如有需要，将化合物(I)的异构混合物分离成单体异构体；和/或如有需要，将化合物(I)转化为其盐。
• Improvements in or relating to propanamine derivatives
  申请人：ELI LILLY AND COMPANY

  公开号：EP0336753A1

  公开（公告）日：1989-10-11

  The present invention provides 3-(4-sub­stitutedphenoxy)-3-phenyl propanamines capable of inhibiting the uptake of serotonin.

  本发明提供了能够抑制血清素摄取的 3-（4-取代苯氧基）-3-苯基丙胺。
• A process for the preparation of aryloxypropylamines
  申请人：Dipharma Francis S.r.l.

  公开号：EP1857435A2

  公开（公告）日：2007-11-21

  A process for the preparation of a compound of formula (I), or a salt thereof, both as the as individual isomer and as mixtures thereof, wherein each of A and B is independently aryl or heteroaryl optionally substituted with 1 to 4 substituents; and R and R1, which can be the same or different, are hydrogen, C1-C6 alkyl or an amino-protecting group; comprising the reaction of a compound (II) wherein A and B are as defined above, with a compound (III) wherein each of R and R1 is independently C1-C6 alkyl or an amino-protecting group; and X is a leaving group; in the presence of a basic agent; and, if desired the conversion of a compound (I) to another compound (I); and/or, if desired, the separation of an isomeric mixture of a compound (I) into the individual isomers; and/or, if desired, the conversion of a compound (I) to a salt thereof.

  一种制备式（I）化合物或其盐的工艺，包括单个异构体和混合物、 其中 A 和 B 各自独立地为被 1 至 4 个取代基任选取代的芳基或杂芳基；以及 R 和 R1（可以相同或不同）为氢、C1-C6 烷基或氨基保护基团；包括化合物 (II) 的反应 其中 A 和 B 如上定义，与化合物 (III) 反应 其中 R 和 R1 分别独立地为 C1-C6 烷基或氨基保护基；X 为离去基团；在碱性剂存在下；如果需要，将化合物 (I) 转化为另一种化合物 (I)；和/或，如果需要，将化合物 (I) 的异构混合物分离为单个异构体；和/或，如果需要，将化合物 (I) 转化为其盐。
• COMPOUNDS ACTIVE AT A NOVEL SITE ON RECEPTOR-OPERATED CALCIUM CHANNELS USEFUL FOR TREATMENT OF NEUROLOGICAL DISORDERS
  申请人：NPS PHARMACEUTICALS, INC.

  公开号：EP0831799B1

  公开（公告）日：2003-05-02
• Substituted propanolamines and alkylamines derived from fluoxetine as potent appetite suppressants☆
  作者：Kalpana Bhandari、Shipra Srivastava、Girija Shanker、Chandishwar Nath

  DOI：10.1016/j.bmc.2004.12.001

  日期：2005.3.1

  A series of propanolamine and alkylamine analogues of fluoxetine (7-26, 28-31) were synthesized and assessed for their anorexigenic and antidepressant activities. Effect of various substituents at C-4 aryl position of fluoxetine has also been studied. Most of the propanolamine analogues (7-13, 16-26) displayed significant anorexigenic activity but interestingly they were devoid of antidepressant activity whereas anorexigenic as well as antidepressant activity was retained in the alkylamine series (28-31). Compounds 10 and 26 emerged as the most active compound and anorexigenic activity was better (83.67%) and 82.45%) compared to fluoxetine (81.25%). (C) 2004 Elsevier Ltd. All rights reserved.