(R)-3-(Pyrazin-2-yloxy)-propane-1,2-diol | 143145-82-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-3-(Pyrazin-2-yloxy)-propane-1,2-diol
• 英文别名: (2R)-3-[(Pyrazin-2-yl)oxy]propane-1,2-diol；(2R)-3-pyrazin-2-yloxypropane-1,2-diol
• CAS: 143145-82-8
• 化学式: C₇H₁₀N₂O₃
• 分子量: 170.168
• InChiKey: WUTDBFQPQCQAFJ-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  75.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (S)-3-(Pyrazin-2-yloxy)-propane-1,2-diol 在 盐酸 作用下， 生成 (R)-3-(Pyrazin-2-yloxy)-propane-1,2-diol
  参考文献：
  名称：

  Acid catalyzed racemization of 1-(heterocyclyloxy)-2,3-propanediols

  摘要：

  A number of enantiomerically pure heterocyclic ketals 5 have been prepared, and their acid-catalyzed hydrolysis to the corresponding diols 6 has been studied. During this reaction a rearrangement may occur to give racemic products, and so the kinetics of the two competing reactions have been studied to establish optimum conditions. The rate of rearrangement is independent of pH below the pK(a) of the heterocycle, whereas the rate of ketal continues to increase as pH is lowered. Brief treatment with strong acid has allowed the formation of very pure diols in high yield.

  DOI：

  10.1021/jo00045a030

文献信息

• 4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamides as antiviral agents
  申请人：Schnute Edward Mark

  公开号：US20050004161A1

  公开（公告）日：2005-01-06

  The invention provides a compound of formula I: wherein A, B, R 1 , R 2 , R 3 , and R 4 are as defined in the specification. The compounds of the present invention are useful for treating viral infections, in particular a herpesviral infection.

  该发明提供了化合物I的结构，其中A、B、R1、R2、R3和R4如规范中定义。本发明的化合物对治疗病毒感染，特别是单纯疱疹病毒感染，具有实用价值。
• [EN] 4-OXO-4,7-DIHYDROTHIENO[2,3-B]PYRIDINE-5-CARBOXAMIDES AS ANTIVIRAL AGENTS<br/>[FR] 4-OXO-4,7-DIHYDROTHIENO[2,3-B]PYRIDINE-5-CARBOXAMIDES UTILISES COMME AGENTS ANTIVIRAUX
  申请人：PHARMACIA & UPJOHN CO LLC

  公开号：WO2005003140A1

  公开（公告）日：2005-01-13

  The invention provides a compound of Formula (I) wherein A, B, R1, R2, R3, and R4 are as defined in the specification. The compounds of the present invention are useful for treating viral infections, in particular a herpesviral infection.
• [EN] COMPOUNDS WITH COMBINED CALCIUM CHANNEL BLOCKER AND beta-ADRENERGIC ANTAGONIST OR PARTIAL AGONIST ACTIVITIES FOR TREATMENT OF HEART DISEASE<br/>[FR] COMPOSES CONTENANT UN BLOQUEUR DES CANAUX CALCIQUES COMBINE A UN ANTAGONISTE DOLLAR G(B)-ADRENERGIQUE OU PRESENTANT DES ACTIVITES AGONISTES PARTIELLES UTILISES POUR TRAITER LES CARDIOPATHIES
  申请人：ARTESIAN THERAPEUTICS INC

  公开号：WO2005016885A2

  公开（公告）日：2005-02-24

  The present invention provides compounds possessing inhibitory activity against β-adrenergic receptors and L-type calcium channels. The present invention further provides pharmaceutical compositions comprising such compounds, methods of preparing such compounds, and methods of using such compounds for regulating calcium homeostasis, for treating a disease, disorder or condition in which disregulation of calcium homeostasis is implicated, and for treating hypertension, cardiovascular disease, congestive heart failure, myocardial ischemia, cardiomyopathies, stroke or epilepsy.
• Acid catalyzed racemization of 1-(heterocyclyloxy)-2,3-propanediols
  作者：Jeffrey J. Barlow、Michael H. Block、Julian A. Hudson、Alison Leach、Jethro L. Longridge、Brian G. Main、Stuart Nicholson

  DOI：10.1021/jo00045a030

  日期：1992.9

  A number of enantiomerically pure heterocyclic ketals 5 have been prepared, and their acid-catalyzed hydrolysis to the corresponding diols 6 has been studied. During this reaction a rearrangement may occur to give racemic products, and so the kinetics of the two competing reactions have been studied to establish optimum conditions. The rate of rearrangement is independent of pH below the pK(a) of the heterocycle, whereas the rate of ketal continues to increase as pH is lowered. Brief treatment with strong acid has allowed the formation of very pure diols in high yield.