哌啶-1-羰酰亚胺盐酸盐 | 102392-91-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 哌啶-1-羰酰亚胺盐酸盐
• 中文别名: 哌啶-1-羧酰胺碘化氢
• 英文名称: piperidinoformamidine hydriodide
• 英文别名: Piperidine-1-carboximidamide Hydroiodide；piperidine-1-carboximidamide;hydroiodide
• CAS: 102392-91-6
• 化学式: C₆H₁₃N₃*HI
• 分子量: 255.102
• InChiKey: MKDZAWNSOJLXKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.98
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  53.1
• 氢给体数：
  3
• 氢受体数：
  1

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  ethyl 4-<<4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl>methoxy>acetoacetate 、 哌啶-1-羰酰亚胺盐酸盐 在 敌草腈 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以34%的产率得到6-({[4-(2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-1,4-dihydropyridin-2-yl]methoxy}methyl)-4-hydroxy-2-piperidinopyrimidine
  参考文献：
  名称：

  Long-acting dihydropyridine calcium antagonists. 3. Synthesis and structure-activity relationships for a series of 2-[(heterocyclylmethoxy)methyl] derivatives

  摘要：

  The preparation of 1,4-dihydropyridines containing (heterocyclylmethoxy)methyl groups in the 2-position is described and the structural identification of certain of the compounds using 1H NMR spectroscopic methods is reported. The calcium antagonist activity of the compounds on rat aorta is listed and is compared with the negative inotropic potency as determined by using a Langendorff-perfused guinea pig heart model. Several compounds are more potent than nifedipine and show greater selectivity for the vasculature over the heart. One compound, 2-[(2-amino-4-hydroxypyrimidin-6-yl)methoxy]-4- (2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl- 1,4-dihydropyridine (27, UK-56,593), was identified as a potent (IC50 = 1.6 x 10(-9) M), tissue-selective calcium antagonist which proved to have a markedly longer duration of action (greater than 4.5 h) than nifedipine in the anesthetized dog on intravenous administration.

  DOI：

  10.1021/jm00130a026

文献信息

• Development of the Meyer–Schuster Rearrangement on Propargylic Alcohols with Fluorinated Chains
  作者：Frédéric Justaud、René Grée

  DOI：10.1002/ejoc.202300974

  日期：2023.12.13

  New enones with mono-, gem-difluoro- or trifluoro chains are easily obtained through the Meyer–Schuster Rearrangement (MSR), using phosphomolybdic acid as the catalyst selected after extensive screening.

  使用经过广泛筛选后选择的磷钼酸作为催化剂，通过迈耶-舒斯特重排（MSR）可以轻松获得具有单氟、偕二氟或三氟链的新烯酮。
• ALKER, DAVID;CAMPBELL, SIMON F.;CROSS, PETER E.;BURGES, ROGER A.;CARTER, +, J. MED. CHEM., 32,(1989) N0, C. 2381-2388
  作者：ALKER, DAVID、CAMPBELL, SIMON F.、CROSS, PETER E.、BURGES, ROGER A.、CARTER, +

  DOI：——

  日期：——
• Coumarin-based homoisoflavonoids as precursors in the synthesis of 8-heteroarylmethylcoumarins
  作者：Nataliia V. Myshko、Galyna P. Mrug、Kostyantyn M. Kondratyuk、Svitlana P. Bondarenko、Mykhaylo S. Frasinyuk

  DOI：10.1007/s10593-023-03216-9

  日期：2023.7
• Long-acting dihydropyridine calcium antagonists. 3. Synthesis and structure-activity relationships for a series of 2-[(heterocyclylmethoxy)methyl] derivatives
  作者：David Alker、Simon F. Campbell、Peter E. Cross、Roger A. Burges、Anthony J. Carter、Donald G. Gardiner

  DOI：10.1021/jm00130a026

  日期：1989.10

  The preparation of 1,4-dihydropyridines containing (heterocyclylmethoxy)methyl groups in the 2-position is described and the structural identification of certain of the compounds using 1H NMR spectroscopic methods is reported. The calcium antagonist activity of the compounds on rat aorta is listed and is compared with the negative inotropic potency as determined by using a Langendorff-perfused guinea pig heart model. Several compounds are more potent than nifedipine and show greater selectivity for the vasculature over the heart. One compound, 2-[(2-amino-4-hydroxypyrimidin-6-yl)methoxy]-4- (2,3-dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl- 1,4-dihydropyridine (27, UK-56,593), was identified as a potent (IC50 = 1.6 x 10(-9) M), tissue-selective calcium antagonist which proved to have a markedly longer duration of action (greater than 4.5 h) than nifedipine in the anesthetized dog on intravenous administration.