1-[2-methoxy-4-(3-oxobut-1-enyl)phenoxy]-2,3,-epoxypropane | 29121-62-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 1-[2-methoxy-4-(3-oxobut-1-enyl)phenoxy]-2,3,-epoxypropane
• 英文别名: 4-[4'-(2,3-Epoxypropoxy)-3'-methoxyphenyl]-3-buten-2-one；4-[3-Methoxy-4-(oxiran-2-ylmethoxy)phenyl]but-3-en-2-one
• CAS: 29121-62-8
• 化学式: C₁₄H₁₆O₄
• 分子量: 248.279
• InChiKey: SHTRBPISTMWIKA-UHFFFAOYSA-N

物化性质

• 沸点：
  418.4±30.0 °C(Predicted)
• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  48.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[2-methoxy-4-(3-oxobut-1-enyl)phenoxy]-2,3,-epoxypropane 、 异丙胺 以 乙醇 为溶剂， 以55%的产率得到1-{[4-(3-oxo-1-butenyl)-2-methoxy]phenyloxy}-3-(isopropylamino)-propan-2-ol
  参考文献：
  名称：

  A new aspect of view in synthesizing new type β-adrenoceptor blockers with ancillary antioxidant activities

  摘要：

  A series of vanilloid-type beta -adrenoceptor blockers derived from antioxidant traditional Chinese herbal medicines were synthesized and tested for their antioxidant and adrenoceptor antagonistic activities. They all possessed significant beta -adrenoceptor blocking activities under in vitro experiments and radioligand binding assays. In addition, some compounds were further examined in in vivo tests and produced antagonist effects matching that of propranolol and labetalol by measurements of antagonism coward (-) isoproterenol-induced tachycardia and (-)phenylephrine-induced presser responses in anesthetized rats. Furthermore. all of the compounds had antioxidant effects inherited from their original structures. In conclusion. compound 11 had the most potent beta -adrenoceptors blocking activity. 12 and 13 possessed high cardioselectivity, whereas 14, 15 and 16 possessed additional alpha -adrenoceptor blocking activity and 15 is the most effective antioxidant of all. The antioxidant activity may be due to their alpha and beta unsaturated side chain at position 1 and ortho-substituted methoxy moiety on 4-phenoxyethylamine. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00067-0
• 作为产物：
  描述：

  Sodium; 2-methoxy-4-((Z)-3-oxo-but-1-enyl)-phenolate 、 环氧氯丙烷 以 乙醇 为溶剂， 反应 6.0h， 生成 1-[2-methoxy-4-(3-oxobut-1-enyl)phenoxy]-2,3,-epoxypropane
  参考文献：
  名称：

  Dwivedi; Shukla; Bhandari, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1991, vol. 30, # 2, p. 281 - 285

  摘要：

  DOI：

文献信息

• Synthesized .beta.-adrenergic blockers derivatives of guaiacol
  申请人：National Science Council

  公开号：US05804603A1

  公开（公告）日：1998-09-08

  Compounds of formula I ##STR1## in which OR.sup.1 is --OR.sub.3 NR.sub.4, in which R3 is a secondary alcohol group with 1.0 to 6 carbon atoms; a cyclic oxygen containing group with two carbon atoms; a pyridylmethyl or a piperidyl-ethyl group, R.sub.2 is alkyl, an ester group, an aldehyde group, a carboxylic acid group or a ketone group with 3 to 6 carbon --O--CONHR.sub.9 atoms, the group O--R.sub.7 NCOR.sub.8 or the group --O--CONHR.sub.9 in which R.sub.4 is an alkyl group with 1 to 8 carbon atoms, R.sub.7 is an alkylene group with 1 to 6 carbon atoms, each of R.sub.8 and R9 is an alkyl group with 1 to 12 carbon atoms and their pharmaceutically acceptable acid addition salts, are selective .beta.-blockers, antagonists of platelet aggregation, and .beta.-receptor binding. The processes of preparation, compositions, method of treatment are also described.

  式I的化合物##STR1##其中OR.sup.1是--OR.sub.3 NR.sub.4，其中R3是1.0到6个碳原子的次级醇基团；一个含有两个碳原子的环氧基团；一个吡啶甲基或哌啶乙基基团，R.sub.2是3到6个碳原子的烷基，酯基，醛基，羧酸基或酮基--O--CONHR.sub.9的基团，基团O--R.sub.7 NCOR.sub.8或基团--O--CONHR.sub.9其中R.sub.4是1到8个碳原子的烷基，R.sub.7是1到6个碳原子的亚烷基基团，R.sub.8和R9中的每一个都是1到12个碳原子的烷基基团及其药学上可接受的酸盐，是选择性的β-受体阻滞剂，血小板聚集拮抗剂和β-受体结合剂。还描述了制备过程，组合物和治疗方法。
• DE2007751
  申请人：——

  公开号：——

  公开（公告）日：——