N-[4-(2-咪唑-1-基乙酰基)苯基]甲烷磺酰胺 | 77234-67-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: N-[4-(2-咪唑-1-基乙酰基)苯基]甲烷磺酰胺
• 英文名称: N-<4-<2-(1H-imidazol-1-yl)-1-oxoethyl>phenyl>methanesulfonamide
• 英文别名: Methanesulfonamide, N-(4-(1H-imidazol-1-ylacetyl)phenyl)-；N-[4-(2-imidazol-1-ylacetyl)phenyl]methanesulfonamide
• CAS: 77234-67-4
• 化学式: C₁₂H₁₃N₃O₃S
• 分子量: 279.32
• InChiKey: BFYOQCIUAUMPRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  89.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[4-(2-咪唑-1-基乙酰基)苯基]甲烷磺酰胺 以 水 为溶剂， 反应 332.0h， 生成 (R)-(-)-N-<4-<1-hydroxy-2-(1H-imidazol-1-yl)-ethyl>phenyl>methanesulfonamide
  参考文献：
  名称：

  咪唑-1-基甲基芳基酮在微生物还原中的产物立体特异性

  摘要：

  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。

  DOI：

  10.1016/s0040-4039(01)81022-4
• 作为产物：
  描述：

  α-imidazolyl-(4-nitroacetophenone) hydrochloride 在 palladium on activated charcoal 吡啶 、 氢气 作用下， 以 甲醇 、 六甲基磷酰三胺 为溶剂， 反应 6.0h， 生成 N-[4-(2-咪唑-1-基乙酰基)苯基]甲烷磺酰胺
  参考文献：
  名称：

  Synthesis and anticonvulsant activity of N-(benzoylalkyl)imidazoles and N-(.omega.-phenyl-.omega.-hydroxyalkyl)imidazoles

  摘要：

  A novel series of N-(benzoylalkyl)imidazoles and N-(omega-phenyl-omega-hydroxyalkyl)imidazoles was synthesized and evaluated for anticonvulsant activity in mice against maximal electroshock induced seizures. Some of the compounds showed an activity comparable to or better than phenytoin and phenobarbital. The N-[beta-[4-(beta-phenylethyl)phenyl]-beta-hydroxyethyl]imidazole (38) was selected for further studies; preclinical toxicology and additional efficacy evaluations are in progress. Structure-activity relationships are discussed.

  DOI：

  10.1021/jm00138a017

文献信息

• Imidazolium salts, intermediates thereto and their use
  申请人：SCHERING AKTIENGESELLSCHAFT

  公开号：EP0131302A2

  公开（公告）日：1985-01-16

  The imidazolium salts described are useful as antiarrhythmic agents. A method of treating arrhythmia by increasing the refractoriness of cardiac tissue is provided as well as pharmaceutical formulations containing such imidazolium salts.

  所述咪唑盐可用作抗心律失常药物。本文提供了一种通过增加心脏组织的折射性来治疗心律失常的方法，以及含有此类咪唑鎓盐的药物制剂。
• Synthesis and antiarrhythmic activity of novel 3-alkyl-1-[.omega.-[4-[(alkylsulfonyl)amino]phenyl]-.omega.-hydroxyalkyl]-1H-imidazolium salts and related compounds
  作者：Randall Lis、Thomas K. Morgan、Robert J. DeVita、David D. Davey、William C. Lumma、Ronald A. Wohl、Julius Diamond、Samuel S. Wong、Mark E. Sullivan

  DOI：10.1021/jm00387a020

  日期：1987.4

  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.
• NARDI, D.;TAJANA, A.;LEONARDI, A.;PENNINI, R.;PORTIOLI, F.;MAGISTRETTI, M+, J. MED. CHEM., 1981, 24, N 6, 727-731
  作者：NARDI, D.、TAJANA, A.、LEONARDI, A.、PENNINI, R.、PORTIOLI, F.、MAGISTRETTI, M+

  DOI：——

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

  DOI：——

  日期：——
• 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：——