(S)-(+)-N-<4-<1-hydroxy-2-(1H-imidazol-1-yl)-ethyl>phenyl>methanesulfonamide | 97163-55-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-(+)-N-<4-<1-hydroxy-2-(1H-imidazol-1-yl)-ethyl>phenyl>methanesulfonamide
• 英文别名: N-[4-[(1S)-1-hydroxy-2-imidazol-1-ylethyl]phenyl]methanesulfonamide
• CAS: 97163-55-8
• 化学式: C₁₂H₁₅N₃O₃S
• 分子量: 281.335
• InChiKey: SJSRRYHMNQEFCT-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  92.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-(+)-N-<4-<1-hydroxy-2-(1H-imidazol-1-yl)-ethyl>phenyl>methanesulfonamide 、 (S)-(-)-1-苯乙基异氰酸酯 生成 [(1S)-2-imidazol-1-yl-1-[4-(methanesulfonamido)phenyl]ethyl] N-[(1S)-1-phenylethyl]carbamate
  参考文献：
  名称：

  LIS R.; CALDWELL W. B.; RUDD G. I.; LUMMA W. C., JR.; HOYER G. A.; PETZOL+, TETRAHEDRON LETT., 28,(1987) N 14, 1487-1490

  摘要：

  DOI：
• 作为产物：
  描述：

  (+/-)-N-<4-<1-hydroxy-2-(1H-imidazol-1-yl)-ethyl>phenyl>methanesulfonamide 生成 (S)-(+)-N-<4-<1-hydroxy-2-(1H-imidazol-1-yl)-ethyl>phenyl>methanesulfonamide
  参考文献：
  名称：

  Synthesis and antiarrhythmic activity of novel 3-alkyl-1-[.omega.-[4-[(alkylsulfonyl)amino]phenyl]-.omega.-hydroxyalkyl]-1H-imidazolium salts and related compounds

  摘要：

  Novel 3-alkyl-1-[omega-[4-[(alkylsulfonyl)amino]phenyl]-omega-hydroxyalkyl]-1H -imidazolium salts were synthesized and investigated for their class III electrophysiological activity on isolated canine cardiac Purkinje fibers and ventricular muscle tissue. Structure-activity relationships are discussed for a series of 25 compounds. Compound 3, 1-[2-hydroxy-2-[4-[(methylsulfonyl)amino]phenyl]ethyl]-3-methyl-1H- imidazolium chloride, prolonged the functional refractory period in anesthetized dogs when given intraduodenally and was also effective in preventing reentrant ventricular tachycardia induced by programmed electrical stimulation when administered intravenously in anesthetized dogs 24 h after an acute myocardial infarction. Both enantiomers of 3 were synthesized. No enantioselectivity was found in the electrophysiological effects of 3.

  DOI：

  10.1021/jm00387a020

文献信息

• Product stereospecificity in the microbial reduction of imidazol-1-yl methyl aryl ketones
  作者：Randall Lis、Walton B. Caldwell、Gregory I. Rudd、William C. Lumma、Georg Alexander Hoyer、Karl Petzoldt、Gerhard Cleve、Gerhard Sauer

  DOI：10.1016/s0040-4039(01)81022-4

  日期：1987.1

  Various microorganisms can be used to reduce ketoimidazole 3 to hydroxyimidazole 4. Only one enantiomer (i.e., (R)-4) is produced. In contrast, ketoimidazolium salt 2 is not reduced under identical conditions.

  各种微生物可用于将酮基咪唑3还原为羟基咪唑4。仅产生一种对映异构体（即，（R）-4）。相反，在相同条件下不还原酮基咪唑鎓盐2。
• LIS R.; MORGAN T. K., JR.; DE VITA R. J.; DAVEY D. D.; LUMMA W. C.; WOHL +, J. MED. CHEM., 30,(1987) N 4, 696-704
  作者：LIS R.、 MORGAN T. K., JR.、 DE VITA R. J.、 DAVEY D. D.、 LUMMA W. C.、 WOHL +

  DOI：——

  日期：——