2-acetoxy-3-phenoxy propylamine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-acetoxy-3-phenoxy propylamine
• 英文别名: (1-Amino-3-phenoxypropan-2-yl) acetate
• 化学式: C₁₁H₁₅NO₃
• 分子量: 209.245
• InChiKey: RSGXIFGLWRWGAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-acetoxy-3-phenoxy propylamine 、 三氯乙酰氯 在 sodium hydroxide 、 氨 、 triethyloxonium fluoroborate 作用下， 以 乙醇 、 二氯甲烷 、 水 、 苯 为溶剂， 生成 N-(2-Acetoxy-3-phenoxypropyl) trichloroacetamidine hydrochloride
  参考文献：
  名称：

  Process for the preparation of substituted trichloroacetamidine

  摘要：

  通过用氨处理适当取代的亚氯乙酰胺衍生物来制备置换的三氯乙酰胺衍生物。亚氯乙酰胺中间体是通过用亚氮化试剂处理适当取代的胺而制备的。

  公开号：

  US04066661A1
• 作为产物：
  描述：

  1-amino-3-phenoxy-isopropanol 、 乙酰氯 在 盐酸 作用下， 以 溶剂黄146 为溶剂， 生成 2-acetoxy-3-phenoxy propylamine
  参考文献：
  名称：

  Trichloroacetamidines, a new class of positive inotropic agents

  摘要：

  A series of trichloroacetamidine derivatives, obtained by addition of amines to trichloroacetonitrile, was evaluated for positive inotropic activity on isolated cat heart papillary muscles. Increased contractility, not antagonized by beta-adrenergic blockade with sotalol or reserpine pretreatment, was observed in this assay with a variety of N-substituted trichloroacetamidine derivatives. More extensive pharmacological studies with the 3-indolylmethyl analogue 2 showed that this amidine in dogs, 5 mg/kg iv, produced a positive inotropic effect more pronounced than that of ouabain, 50 microgram/kg iv. Several of the trichloroacetamidines were found to be inhibitors of guinea pig kidney and calf heart Na-K-dependent ATPase and to have specificity for these enzymes different from that of ouabain. Bacterial mutagenic activity was observed with three members, 2,3, and 12, of the series.

  DOI：

  10.1021/jm00210a021

文献信息

• US4065464A
  申请人：——

  公开号：US4065464A

  公开（公告）日：1977-12-27
• US4066661A
  申请人：——

  公开号：US4066661A

  公开（公告）日：1978-01-03
• US4065465A
  申请人：——

  公开号：US4065465A

  公开（公告）日：1977-12-27
• Trichloroacetamidines, a new class of positive inotropic agents
  作者：Walfred S. Saari、Mark B. Freedman、Joel R. Huff、Stella W. King、Andrew W. Raab、Susan J. Bergstrand、Edward L. Engelhardt、Alexander Scriabine、George Morgan

  DOI：10.1021/jm00210a021

  日期：1978.12

  A series of trichloroacetamidine derivatives, obtained by addition of amines to trichloroacetonitrile, was evaluated for positive inotropic activity on isolated cat heart papillary muscles. Increased contractility, not antagonized by beta-adrenergic blockade with sotalol or reserpine pretreatment, was observed in this assay with a variety of N-substituted trichloroacetamidine derivatives. More extensive pharmacological studies with the 3-indolylmethyl analogue 2 showed that this amidine in dogs, 5 mg/kg iv, produced a positive inotropic effect more pronounced than that of ouabain, 50 microgram/kg iv. Several of the trichloroacetamidines were found to be inhibitors of guinea pig kidney and calf heart Na-K-dependent ATPase and to have specificity for these enzymes different from that of ouabain. Bacterial mutagenic activity was observed with three members, 2,3, and 12, of the series.
• Process for the preparation of substituted trichloroacetamidine
  申请人：Merck & Co., Inc.

  公开号：US04066661A1

  公开（公告）日：1978-01-03

  Substituted trichloroacetamidine derivatives are prepared by treating an appropriately substituted imidate with ammonia. The imidate intermediates are prepared by treating an appropriately substituted amine with an imidating reagent.

  通过用氨处理适当取代的亚氯乙酰胺衍生物来制备置换的三氯乙酰胺衍生物。亚氯乙酰胺中间体是通过用亚氮化试剂处理适当取代的胺而制备的。