2-amino-3-oxo-3-(1-pyrrolidinyl)propionitrile | 93745-51-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-amino-3-oxo-3-(1-pyrrolidinyl)propionitrile
• 英文别名: 2-Amino-2-cyanoacetylpyrrolidine；2-Amino-3-oxo-3-pyrrolidin-1-ylpropanenitrile
• CAS: 93745-51-8
• 化学式: C₇H₁₁N₃O
• 分子量: 153.184
• InChiKey: PLBJTDATJHRRTL-UHFFFAOYSA-N

物化性质

• 沸点：
  316.4±37.0 °C(Predicted)
• 密度：
  1.225±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  70.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-3-oxo-3-(1-pyrrolidinyl)propionitrile 在 盐酸 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 1.75h， 生成 [5-Diazo-2-(2,4-dichlorophenyl)imidazol-4-yl]-pyrrolidin-1-ylmethanone
  参考文献：
  名称：

  Synthesis and antimicrobial activity of new diazoimidazole derivatives containing an N-acylpyrrolidine ring

  摘要：

  A series of 4-diazoimidazole-5-carboxamides bearing in position 2 lipophilic substituents was synthesized and their antimicrobial activity was evaluated in vitro against pathogenic Gram-positive, Gram-negative bacteria and fungi. Some compounds presented antifungal activity, particularly two derivatives (1g and 1h) showed good MIC values (10-50 mug/ml) against both moulds and yeasts. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01154-5
• 作为产物：
  描述：

  四氢吡咯 、 2-氨基-2-氰基乙酸乙酯 以 乙醚 为溶剂， 反应 0.25h， 生成 2-amino-3-oxo-3-(1-pyrrolidinyl)propionitrile
  参考文献：
  名称：

  Synthesis and antimicrobial activity of new diazoimidazole derivatives containing an N-acylpyrrolidine ring

  摘要：

  A series of 4-diazoimidazole-5-carboxamides bearing in position 2 lipophilic substituents was synthesized and their antimicrobial activity was evaluated in vitro against pathogenic Gram-positive, Gram-negative bacteria and fungi. Some compounds presented antifungal activity, particularly two derivatives (1g and 1h) showed good MIC values (10-50 mug/ml) against both moulds and yeasts. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01154-5

文献信息

• Synthesis of novel imidazo[1,2-<i>a</i>][3,1]benzothiazines 4, imidazo[1,2-<i>a</i>]-[1,2,4]benzotriazines 5, and 4<i>H</i>-imidazo[2,3-<i>c</i>]pyrido[2,3-<i>e</i>][1,4]oxazines 6
  作者：Jean Gauthier、Jean Simon Duceppe

  DOI：10.1002/jhet.5570210432

  日期：1984.7

  derivatives of 5-phenyl-5H-imidazo[1,2-a][3,1]benzothiazine-2-carboxylic acid, ethyl ester (4), imidazo[2,1-c][1,2,4]benzotriazine-2-carboxylic acid, ethyl ester (5) and 4H-imidazo[2,3-c]pyrido-[2,3-e][1,4]oxazine (6) were prepared.

  从容易获得的2-氨基苯甲酚（7），3-氨基-1,2,4-苯并三嗪（11）和2-氨基-3-吡啶醇（12）开始，是5-苯基-5 H-咪唑的新型衍生物[ 1,2- a ] [3,1]苯并噻嗪-2-羧酸乙酯（4），咪唑并[ 2,1- c ] [1,2,4]苯并三嗪-2-羧酸乙酯（5）和4 H-咪唑并[2,3 - c ]吡啶基-[2,3- e ] [1,4]恶嗪（6）。
• GAUTHIER, J.;DUCEPPE, J. S., J. HETEROCYCL. CHEM., 1984, 21, N 4, 1081-1086
  作者：GAUTHIER, J.、DUCEPPE, J. S.

  DOI：——

  日期：——
• US4492697A
  申请人：——

  公开号：US4492697A

  公开（公告）日：1985-01-08
• Synthesis and antimicrobial activity of new diazoimidazole derivatives containing an N-acylpyrrolidine ring
  作者：Lucilla Varoli、Silvia Burnelli、Laura Garuti、Beatrice Vitali

  DOI：10.1016/s0014-827x(01)01154-5

  日期：2001.11

  A series of 4-diazoimidazole-5-carboxamides bearing in position 2 lipophilic substituents was synthesized and their antimicrobial activity was evaluated in vitro against pathogenic Gram-positive, Gram-negative bacteria and fungi. Some compounds presented antifungal activity, particularly two derivatives (1g and 1h) showed good MIC values (10-50 mug/ml) against both moulds and yeasts. (C) 2001 Elsevier Science S.A. All rights reserved.