3-amino-2-butenamide | 75202-19-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 乙烯基酰胺
• 英文名称: 3-amino-2-butenamide
• 英文别名: (E)-3-aminobut-2-enamide
• CAS: 75202-19-6
• 化学式: C₄H₈N₂O
• 分子量: 100.12
• InChiKey: UAUSQEVPWPGBHG-NSCUHMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  69.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-amino-2-butenamide 、 2-cyclohexylethyl (2E)-2-[(2-nitrophenyl)methylidene]-3-oxobutanoate 生成 2-Cyclohexylethyl 5-carbamoyl-2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3-carboxylate
  参考文献：
  名称：

  KUKI, MASAKATSU;KASIMA, KEHNITI;SAKAMOTO, YASUXIKO;XODZE, MASAITI;KATAYAM+

  摘要：

  DOI：

文献信息

• 1,4-Dihydropyridines as antagonists of platelet activating factor. 1. Synthesis and structure-activity relationships of 2-(4-heterocyclyl)phenyl derivatives
  作者：Kelvin Cooper、M. Jonathan Fray、M. John Parry、Kenneth Richardson、John Steele

  DOI：10.1021/jm00095a005

  日期：1992.8

  A novel class of 2-(4-heterocyclylphenyl)-1,4-dihydropyridines (2-38) possessing antagonist activity against platelet activating factor (PAF) was prepared by the Hantzsch synthesis from a variety of ethyl 4'-heterocyclic-substituted benzoylacetates, aryl or heteroaryl aldehydes, and substituted 3-aminocrotonamides or 3-aminocrotonate esters. Structure-activity relationships were evaluated where PAF

  利用多种4'-杂环取代的苯甲酰乙酸乙酯通过Hantzsch合成方法制备了一类对血小板活化因子（PAF）具有拮抗活性的2-（4-杂环基苯基）-1,4-二氢吡啶（2-38） ，芳基或杂芳基醛，以及取代的3-氨基巴豆酰胺或3-氨基巴豆酸酯。评估了结构活性关系，其中通过测定抑制PAF诱导的兔洗涤血小板聚集所需的化合物浓度（IC50）在体外测量PAF拮抗剂活性，并通过确定保护小鼠的口服剂量（ED50）在体内测量PAF拮抗剂活性致命注射PAF。发现二氢吡啶2位上的取代基对于体外和体内活性均很重要，而4位和5位的结构变化具有更大的灵活性。最有效的化合物是4-（2-氯苯基）-1,4-二氢-3-（乙氧羰基）-6-甲基-2- [4-（2-甲基咪唑并[4,5-c]吡啶-1-基）苯基] -5- [N-（2-吡啶基）氨基甲酰基]吡啶（17，UK-74,505），IC50 = 4.3 nM，ED50 = 0.26 mg
• Sato, Masayuki; Yoneda, Naoki; Kaneko, Chikara, Chemical and pharmaceutical bulletin, 1986, vol. 34, # 2, p. 621 - 627
  作者：Sato, Masayuki、Yoneda, Naoki、Kaneko, Chikara

  DOI：——

  日期：——
• Identification of a Dihydropyridine as a Potent α_1a Adrenoceptor-Selective Antagonist That Inhibits Phenylephrine-Induced Contraction of the Human Prostate
  作者：Wai C. Wong、George Chiu、John M. Wetzel、Mohammad R. Marzabadi、Dhanapalan Nagarathnam、Diana Wang、James Fang、Shou Wu Miao、Xingfang Hong、Carlos Forray、Pierre J.-J. Vaysse、Theresa A. Branchek、Charles Gluchowski、Rui Tang、Herbert Lepor

  DOI：10.1021/jm980077m

  日期：1998.7.1

  A number of novel dihydropyridine derivatives based upon 1,4-dihydro-3-(methoxycarbonyl)-2,6-dimethyl-4-(4-nitrophenyl)-5-((3-(4, diphenylpiperdin-1-yl)propyl)aminocarbonyl)pyridine (4) have been synthesized and tested at cloned human a adrenoceptors as well as the rat L-type calcium channel. Within this compound series, 5-(aminocarbonyl)-1,4-dihydro-2,6-dimethyl-4-(4-nitrophenyl)- 3-((3-(4,4-diphenylpiperidin-1-yl)propyl)aminocarbonyl)pyridine (19) displayed good binding affinity and selectivity for the alpha(1a) adrenoceptor (pK(i) = 8.73) and potently inhibited (pA(2) = 9.23) phenylephrine-induced contraction of the human prostate.
• HISAKI, MASAKATU;KASHIMA, KENICHI;SAKAMOTO, YASUHIKO;HOJO, MASAKAZU;KATAY+
  作者：HISAKI, MASAKATU、KASHIMA, KENICHI、SAKAMOTO, YASUHIKO、HOJO, MASAKAZU、KATAY+

  DOI：——

  日期：——
• KUKI, MASAKATSU;KASIMA, KEHNITI;SAKAMOTO, YASUXIKO;XODZE, MASAITI;KATAYAM+
  作者：KUKI, MASAKATSU、KASIMA, KEHNITI、SAKAMOTO, YASUXIKO、XODZE, MASAITI、KATAYAM+

  DOI：——

  日期：——