α-(2,3,4-trimethoxybenzylidene)thiophene-3-acetonitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: α-(2,3,4-trimethoxybenzylidene)thiophene-3-acetonitrile
• 英文别名: (E)-2-thiophen-3-yl-3-(2,3,4-trimethoxyphenyl)prop-2-enenitrile
• 化学式: C₁₆H₁₅NO₃S
• 分子量: 301.366
• InChiKey: JDBJHXRWDXNJHY-JYRVWZFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  79.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-噻吩乙腈 、 2,3,4-三甲氧基苯甲醛 以72.3%的产率得到α-(2,3,4-trimethoxybenzylidene)thiophene-3-acetonitrile
  参考文献：
  名称：

  Coumarin derivative and use thereof

  摘要：

  本发明提供具有12-脂氧合酶抑制作用的化合物和选择性抑制12-脂氧合酶的药物，并涉及含有这些化合物作为有效成分的新型香豆素衍生物和药物。此外，本发明涉及能够在体内根据修饰基团的裂解转化为选择性抑制12-脂氧合酶活性的化合物和选择性抑制12-脂氧合酶的药物，并涉及具有酰基基团作为修饰基团的新型香豆素衍生物和含有这些化合物作为有效成分的药物。本发明的化合物可以强烈且选择性地抑制12-脂氧合酶，可用作预防和治疗各种循环系统疾病，如动脉硬化和血管痉挛，预防某些癌症的转移，并显示低毒性和少副作用。

  公开号：

  US05574062A1

文献信息

• COUMARIN DERIVATIVE AND USE THEREOF
  申请人：MORINAGA MILK INDUSTRY CO., LTD.

  公开号：EP0645382A1

  公开（公告）日：1995-03-29

  The invention provides a compound having a 12-lipoxygenase inhibitory effect and a drug selectively inhibiting 12-lipoxygenase and relates to a novel coumarin derivative represented by general formula (1) and a drug comprising said compound as the active ingredient. In formula (1) R¹ represents hydrogen or lower alkyl; R² and R³ represent each hydrogen or hydroxyl provided that R² and R³ do not represent hydrogen atoms at the same time; and Ar represents (a) (b), (c) etc.; and R⁴ represents lower alkyl, lower alkoxy, halogen, trifluoromethyl or cyano. It further provides a compound which can be converted into another compound capable of selectively inhibiting 12-lipoxygenase activity through cleavage and breakage of its modifying moiety in vivo and a drug which selectively inhibits 12-lipoxygenase and relates to a novel coumarin derivative having an acyl group as the modifying moiety and a drug containing said compound as the active ingredient. The invention compound, which can potently inhibit 12-lipoxygenase at a high selectivity, is useful as a drug for preventing and treating circulatory diseases such as arteriosclerosis and vasoconstriction and preventing the metastasis of certain cancers. It has a low toxicity and little exhibits side effects.

  本发明提供了一种具有12-脂氧合酶抑制作用的化合物和一种选择性抑制12-脂氧合酶的药物，并涉及一种由通式(1)表示的新型香豆素衍生物和一种以上述化合物为活性成分的药物。在式(1)中，R¹代表氢或低级烷基；R²和R³分别代表氢或羟基，条件是R²和R³不同时代表氢原子；Ar代表(a)(b)、(c)等；R⁴代表低级烷基、低级烷氧基、卤素、三氟甲基或氰基。本发明进一步提供了一种化合物，该化合物可通过其修饰基团在体内的裂解和断裂转化为另一种能够选择性抑制 12-脂氧合酶活性的化合物，以及一种选择性抑制 12-脂氧合酶的药物，并涉及一种以酰基为修饰基团的新型香豆素衍生物和一种含有上述化合物作为活性成分的药物。本发明化合物能以高选择性有效抑制 12-脂氧合酶，可用作预防和治疗动脉硬化和血管收缩等循环系统疾病以及防止某些癌症转移的药物。它毒性低，副作用小。
• US5574062A
  申请人：——

  公开号：US5574062A

  公开（公告）日：1996-11-12
• Coumarin derivative and use thereof
  申请人：Morinaga Milk Industry Co., Ltd.

  公开号：US05574062A1

  公开（公告）日：1996-11-12

  The present invention provides compounds having 12-lipoxygenase inhibitory effect and medicines inhibiting 12-lipoxygenase selectively, and relates to novel coumarin derivatives and medicines containing the compounds as effective ingredients. Furthermore, this invention relates to compounds capable of converting to compounds inhibiting 12-lipoxygenase activities selectively according to the cleavage of modified moieties in vivo and medicines inhibiting 12-lipoxygenase selectively, and relates to novel coumarin derivatives having acyl groups as modified moieties and medicines containing the compounds as effective ingredients. The compounds of the present invention can inhibit 12-lipoxygenase strongly and selectively, and being useful as medicines for preventing and treating various circulatory diseases such as arteriosclerosis and vasospasm and for preventing of the metastasis of some kinds of cancers, and show low toxicity and few side effects.

  本发明提供具有12-脂氧合酶抑制作用的化合物和选择性抑制12-脂氧合酶的药物，并涉及含有这些化合物作为有效成分的新型香豆素衍生物和药物。此外，本发明涉及能够在体内根据修饰基团的裂解转化为选择性抑制12-脂氧合酶活性的化合物和选择性抑制12-脂氧合酶的药物，并涉及具有酰基基团作为修饰基团的新型香豆素衍生物和含有这些化合物作为有效成分的药物。本发明的化合物可以强烈且选择性地抑制12-脂氧合酶，可用作预防和治疗各种循环系统疾病，如动脉硬化和血管痉挛，预防某些癌症的转移，并显示低毒性和少副作用。