(E)-2-[[3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl]amino]benzamide

• 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: (E)-2-[[3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl]amino]benzamide
• 英文别名: (E)-2-(3,4-dimethoxycinnamoylamino)benzamide；(E)-2-(3-(3,4-dimethoxyphenyl)acrylamido)benzamide；2-[[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]amino]benzamide
• 化学式: C₁₈H₁₈N₂O₄
• 分子量: 326.352
• InChiKey: ONMHFSWEICUVPJ-CSKARUKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  90.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  邻硝基苯甲酸 在 palladium on activated charcoal 氢气 、 三乙胺 、 二苯基次膦酰氯 作用下， 以 乙醇 、 二氯甲烷 、 氯仿 为溶剂， 生成 (E)-2-[[3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl]amino]benzamide
  参考文献：
  名称：

  Synthesis and structure–activity relationship of diarylamide derivatives as selective inhibitors of the proliferation of human coronary artery smooth muscle cells

  摘要：

  A series of diarylamide derivatives were synthesized and evaluated for their inhibitory activities against human coronary artery smooth muscle cells (SMCs) and human coronary artery endothelial cells (ECs). Compound 2w was superior to the lead compound, Tranilast, in terms of the potency of the activity and cell selectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00717-4

文献信息

• Therapeutic Compounds
  申请人：Williams Spencer John

  公开号：US20100130497A1

  公开（公告）日：2010-05-27

  Substituted cinnamoyl anthranilate compounds exhibiting anti-fibrotic activity; or derivatives thereof, analogues thereof, pharmaceutically acceptable salts thereof, and metabolites thereof; with the proviso that the compound is not Tranilast.

  具有抗纤维化活性的替代肉桂酰基蒽醇衍生物；或其衍生物、类似物、药学上可接受的盐和代谢物；但前提是该化合物不是曲安奈德。
• THERAPEUTIC COMPOUNDS
  申请人：Fibrotech Therapeutics Pty Ltd

  公开号：US20140357628A1

  公开（公告）日：2014-12-04

  Substituted cinnamoyl anthranilate compounds exhibiting anti-fibrotic activity; or derivatives thereof, analogues thereof, pharmaceutically acceptable salts thereof, and metabolites thereof, with the proviso that the compound is no Tranilast.

  具有抗纤维化活性的替代肉桂酰基蒽酸酯化合物；或其衍生物、类似物、药学上可接受的盐以及代谢物，但前提是该化合物不是曲安奈德。
• 2-ACYLAMINOBENZAMIDE DERIVATIVES AND PREVENTIVE AND REMEDY FOR DISEASES CAUSED BY THE SUPERMULTIPLICATION OF VASCULAR INTIMAL CELLS
  申请人：KISSEI PHARMACEUTICAL CO., LTD.

  公开号：EP0855387A1

  公开（公告）日：1998-07-29

  The present invention relates to 2-acylaminobenzamide derivatives represented by the general formula: wherein R1, R2, R3, R4 and R5 represent each a hydrogen atom etc.; X represents a vinylene group etc.; B represents a group represented by the general formula:         -N(R6)(R7) wherein R6 and R7 represent each a hydrogen atom etc., a group represented by the general formula:         -NH-(CH2)n-A-R8 wherein A represents a single bond etc.; R8 represents a hydroxy group etc. or a hydroxyamino group which are useful as agents for the prevention and treatment of diseases caused by excessive proliferation of vascular intimal cells.

  本发明涉及由通式表示的 2-酰氨基苯甲酰胺衍生物： 其中R1、R2、R3、R4和R5分别代表氢原子等；X代表乙烯基等；B代表通式所代表的基团： -N(R6)(R7) 其中 R6 和 R7 各自代表一个氢原子等；B 代表由通式表示的基团： -NH-(CH2)n-A-R8 其中 A 代表单键等；R8 代表羟基等或羟基氨基，它们可用作预防和治疗因血管内膜细胞过度增殖而引起的疾病的药物。
• METHODS OF TREATING EYE DISEASES ASSOCIATED WITH INFLAMMATION AND VASCULAR PROLIFERATION
  申请人：OccuRx Pty Ltd

  公开号：EP3485883A1

  公开（公告）日：2019-05-22

  Methods for treating eye diseases associated with inflammation and / or vascular proliferation in subjects are disclosed. The methods include administering therapeutically effective amounts of a tranilast compound, in particular (E)-2-[[3-(3-Methoxy-4-propargyloxy)phenyl)-1-oxo-2-propenyl]amino]benzoic acid or (E)-2-[[3,4-Bis(difluoromethoxy)phenyl)-1-oxo-2-propenyl]amino]benzoic acid or pharmaceutically acceptable salts or solvates thereof.

  本发明公开了治疗与受试者炎症和/或血管增生相关的眼部疾病的方法。这些方法包括给药治疗有效量的氨替司特化合物，特别是(E)-2-[[3-(3-甲氧基-4-丙炔氧基)苯基)-1-氧代-2-丙烯基]氨基]苯甲酸或(E)-2-[[3,4-双(二氟甲氧基)苯基)-1-氧代-2-丙烯基]氨基]苯甲酸或其药学上可接受的盐或溶液。
• Methods of treating eye diseases associated with inflammation and vascular proliferation
  申请人：Occurx Pty Ltd

  公开号：US10695353B2

  公开（公告）日：2020-06-30

  Methods for treating eye diseases associated with inflammation and/or vascular proliferation in subjects are disclosed. The methods include administering therapeutically effective amounts of a tranilast compound, in particular (E)-2-[[3-(3-Methoxy-4-propargyloxy)phenyl)-1-oxo-2-propenyl]amino]benzoic acid or (E)-2-[[3,4-Bis(difluoromethoxy)phenyl)-1-oxo-2-propenyl]amino]benzoic acid or pharmaceutically acceptable salts or solvates thereof.

  本发明公开了治疗与受试者炎症和/或血管增生相关的眼部疾病的方法。这些方法包括给药治疗有效量的氨替司特化合物，特别是(E)-2-[[3-(3-甲氧基-4-丙炔氧基)苯基)-1-氧代-2-丙烯基]氨基]苯甲酸或(E)-2-[[3,4-双(二氟甲氧基)苯基)-1-氧代-2-丙烯基]氨基]苯甲酸或其药学上可接受的盐或溶液。