(E)-(2-penten-4-ynyl)hydroxylamine | 215599-93-2

• 分子结构分类: 有机化合物 - 乙炔化物
• 英文名称: (E)-(2-penten-4-ynyl)hydroxylamine
• 英文别名: O-[(E)-pent-2-en-4-ynyl]hydroxylamine
• CAS: 215599-93-2
• 化学式: C₅H₇NO
• 分子量: 97.1167
• InChiKey: NCJWMYNDYSMJRR-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.07
• 重原子数：
  7.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  35.25
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-(2-penten-4-ynyl)hydroxylamine 在 盐酸羟胺 、 sodium 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成
  参考文献：
  名称：

  Synthesis, and In vitro and In vivo muscarinic pharmacological properties of a series of 1,6-Dihydro-5-(4 H )-pyrimidinone oximes

  摘要：

  A series of 1,6-dihydro-5-(4H)-pyrimidinone oxime derivatives I was synthesized (Scheme 1, Tables 1 and 2) and tested for muscarinic activity (Table 3) in receptor binding assays using [H-3]-oxotremorine-M (Oxo-M) and [H-3]-pirenzepine pirenzepine (Pz) as ligands. Potential muscarinic agonistic or antagonistic properties of the compounds were determined using binding studies that measured their potencies to inhibit the binding of Oxo-M and Pz. Preferential inhibition of Oxo-M binding was used as an indicator for potential muscarinic agonistic properties; this potential was confirmed in functional studies on isolated organs. The series produced a wide range of active compounds with differing degrees of selectivity in M-1, M-2, and M-3 functional models. Several compounds that have mixed agonist/antagonist profiles were able to reduce cholinergic-related cognitive impairments in models of mnemonic function. Substitutions (I, e.g. R-2 or R-3 = Me) at the 1,6-dihydro-5-(4H)pyrimidine ring disrupted binding and efficacy, whereas systematic variation of the oximes substituent R1 resulted in various degrees of potency and selectivity dependent on the nature of the substitution. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00074-1
• 作为产物：
  描述：

  2-[((E)-Pent-2-en-4-ynyl)oxy]-isoindole-1,3-dione 在 甲基肼 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (E)-(2-penten-4-ynyl)hydroxylamine
  参考文献：
  名称：

  m1-选择性毒蕈碱激动剂的设计与合成：（R）-（-）-（Z）-1-氮杂双环[2.2.1]庚-3-酮，O-（3-（3'-甲氧基苯基）-2-丙炔基肟肟马来酸酯（CI-1017），一种功能性m1选择性毒蕈碱激动剂。

  摘要：

  一系列（Z）-（+/-）-1-氮杂双环[2.2。]的合成和SAR。1]庚烷-3-酮，O-（3-芳基-2-丙炔基）肟被描述。重点介绍了24Z（PD 142505）及其对映异构体的生物化学和药理作用。24Z在功能上是m1选择性毒蕈碱激动剂。功效和m1选择性存在于R对映异构体（R）-24Z（CI-1017）中。

  DOI：

  10.1021/jm960683m