ethyl 3-phthalimidopropionimidate hydrochloride | 22193-18-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: ethyl 3-phthalimidopropionimidate hydrochloride
• 英文别名: 3-phthalimido-propionimidic acid ethyl ester; hydrochloride；3-Phthalimido-propionimidsaeure-aethylester; Hydrochlorid；3-Phthalimidopropionimidsaeure-ethylester；Ethyl 3-(1,3-dioxoisoindol-2-yl)propanimidate;hydrochloride
• CAS: 22193-18-6
• 化学式: C₁₃H₁₄N₂O₃*ClH
• 分子量: 282.727
• InChiKey: ZEBOVUMCLPRKKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.11
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  70.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 3-phthalimidopropionimidate hydrochloride 生成 3-phthalimido-propionamide
  参考文献：
  名称：

  Jocelyn, Journal of the Chemical Society, 1957, p. 3305

  摘要：

  DOI：
• 作为产物：
  描述：

  N-(2-氰基乙基)-邻苯二甲酰亚胺 、 乙醇 在 盐酸 、 氯仿 作用下， 生成 ethyl 3-phthalimidopropionimidate hydrochloride
  参考文献：
  名称：

  Jocelyn, Journal of the Chemical Society, 1957, p. 3305

  摘要：

  DOI：

文献信息

• Syntheses of 2-Acylaminoacetamidine and 3-Acylaminopropionamidine Derivatives
  作者：TAKEO UEDA、YOSHIHISA OKAMOTO、TADAKAZU TSUJI、MASAKO MURAOKA

  DOI：10.1248/cpb.16.2355

  日期：——

  For the purpose to examine as to their antiviral activities, 2-acylaminoacetamidine (II) and 3-acylaminopropionamidine hydrochlorides (III) were synthesized from the corresponding nitriles via ethyl imidates. The difference of the reactivity between ethyl 2-acylaminoacetimidates and ethyl 3-acylaminopropionimidates on the course of amidination were postulated. Iminoesterification of dinitrile, (p-cyano) benzamidopropionitrile (XVIII), was discussed by referring the infrared spectrum of a corresponding monocyanomonoester, ethyl p-(N-cyanoethylcarbamoyl) benzoate (XXI). Among the compounds obtained hereof, 3-(p-methyl) benzamidopropionamidine hydrochloride was found to have an inhibitory effect on influenza virus in mice and in membrane culture.

  为了检测它们的抗病毒活性，通过相应的腈类经由乙基咪唑合成2-酰氨基乙脒（II）和3-酰氨基丙脒盐酸盐（III）。假设了乙基2-酰氨基乙咪唑和乙基3-酰氨基丙咪唑在酰胺化过程中的反应活性差异。通过参考相应的单氰单酯（ethyl p-(N-cyanoethylcarbamoyl) benzoate）（XXI）的红外光谱，讨论了二氰（对-氰基）苯甲酰胺丙腈（XVIII）的亚胺酯化。其中，3-（对-甲基）苯甲酰胺丙脒盐酸盐被发现对小鼠和膜培养中的流感病毒具有抑制作用。
• Bioisosteric prototype design of biaryl imidazolyl and triazolyl competitive histamine H2-receptor antagonists
  作者：Christopher A. Lipinski、John L. LaMattina、P. J. Oates

  DOI：10.1021/jm00161a005

  日期：1986.11

  The structural relationship of the competitive histamine H2-receptor antagonist 3-amino-5-(2-amino-4-pyridyl)-1,2,4-triazole (1) to the agonist histamine and to antagonists of the cimetidine type was explored by the design and synthesis of four series of bioisosterically designed prototypes. Biological data from these series was best interpreted as indicating a similarity between the imidazole moiety of histamine and cimetidine and the 2-amino-4-pyridyl moiety of 1. On the basis of this data, sequential replacement of 2-amino-4-pyridyl by 2-[(dimethylamino)methyl]-5-furyl and 2-guanidino-4-triazolyl moieties led to a structurally more potent series of biaryl histamine H2-receptor antagonists. The best of these, 2-methyl-4-(2-guanidino-4-thiazolyl)imidazole (29, CP-57,361-1) was 120 times more potent as a histamine H2-receptor antagonist than 1.
• Jilek; Protiva, Collection of Czechoslovak Chemical Communications, 1950, vol. 15, p. 659,665
  作者：Jilek、Protiva

  DOI：——

  日期：——
• Aminosäureester-acylhydrazone und ihre Umwandlung in 1.3.4-Oxadiazole
  作者：Regine Kraft、Heinz Paul、Günter Hilgetag

  DOI：10.1007/bf01167254

  日期：1971.5
• LIPINSKI C. A.; LAMATTINA J. L.; OATES P. J., J. MED. CHEM., 29,(1986) N 11, 2154-2163
  作者：LIPINSKI C. A.、 LAMATTINA J. L.、 OATES P. J.

  DOI：——

  日期：——