2-phenoxy-acetimidic acid ethyl ester | 57687-98-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-phenoxy-acetimidic acid ethyl ester
• 英文别名: 2-Phenoxy-acetimidsaeure-aethylester；C-Phenoxy-acetimidsaeure-aethylester；ethyl phenoxyacetimidate；Ethyl 2-phenoxyethanimidate
• CAS: 57687-98-6
• 化学式: C₁₀H₁₃NO₂
• 分子量: 179.219
• InChiKey: SUFJOPUWZVEIHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  42.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-phenoxy-acetimidic acid ethyl ester 以 1,4-二氧六环 为溶剂， 生成 2-methoxy-5-phenoxymethyl-1,3,4-thiadiazole
  参考文献：
  名称：

  Process for the preparation of 1,3,4-thiadiazolone derivatives

  摘要：

  一种制备公式为##STR1##的1,3,4-噻二唑酮化合物的方法，包括在非水有机溶剂中，在非水条件下以0℃至100℃的温度下将公式为##STR2##的2-烷氧基-1,3,4-噻二唑与氯化氢反应。

  公开号：

  US04448968A1

文献信息

• 4,5-Dihydro-1-phenyl-1H-2,4-benzodiazepines: Novel antiarrhythmic agents
  作者：Robert E. Johnson、Eugene R. Baizman、Carolyn Becker、Eric A. Bohnet、Rebecca H. Bell、Nancy C. Birsner、Carl A. Busacca、Philip M. Carabateas、Christopher C. Chadwick

  DOI：10.1021/jm00074a017

  日期：1993.10

  A series of 4,5-dihydro-1-phenyl-1H-2,4-benzodiazepines has been identified as potential antiarrhythmic agents that interact with sodium and potassium channels and prolong the ventricular effective refractory period (ERP) in anesthetized guinea pigs. Concomitant displacement of radiolabeled bactrachotoxin from site II in Na+ channels and of radiolabeled dofetilide from delayed rectifier K+ channels was evident with all members of this chemical series at a concentration of 10 muM. Structure-activity relationship (SAR) studies using a paced guinea pig model to assess prolongation of the ERP indicated that methyl or ethyl at the 1-position had little effect on activity, while larger groups caused a diminution of activity. Compounds with substituents at either the 3- or 4-position that increased lipophilicity generally were more potent; however, too many lipophilic substituents simultaneously at positions 1, 3, and 4 resulted in less active compounds. Substituents on either aromatic ring had little influence on activity, and phenyl at the 5-position resulted in a significant reduction in antiarrhythmic activity. When two sets of enantiomerically pure compounds were tested in the guinea pig, chirality was shown to be important for activity of 8, where the (R)-enantiomer was the more active, but not in the case of 15, where the enantiomers were equiactive. Several compounds in this series increased the threshold for vertricular fibrillation and refractoriness in myocardially-infarcted anesthetized cata and delayed the onset of aconitine-induced arrhythmias in anesthetized guinea pigs following intravenous dosing. Moreover, these compounds possessed oral antiarrhythmic activity in conscious myocardially-infarcted dogs. Compound R-15 has been advanced for further biological and toxicological evaluations.
• US4448968A
  申请人：——

  公开号：US4448968A

  公开（公告）日：1984-05-15
• Process for the preparation of 1,3,4-thiadiazolone derivatives
  申请人：Ciba-Geigy Corporation

  公开号：US04448968A1

  公开（公告）日：1984-05-15

  A process for preparing 1,3,4-thiadiazolone compounds of the formula ##STR1## comprising reacting a 2-alkoxy-1,3,4-thiadiazole of the formula ##STR2## with hydrogen chloride in non-aqueous organic solvent under non-aqueous conditions at a temperature of from 0.degree. to 100.degree. C.

  一种制备公式为##STR1##的1,3,4-噻二唑酮化合物的方法，包括在非水有机溶剂中，在非水条件下以0℃至100℃的温度下将公式为##STR2##的2-烷氧基-1,3,4-噻二唑与氯化氢反应。