N-diaminomethylene-(2,5-dimethyl-1H-pyrrol-1-yl)acetamide | 65766-98-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-diaminomethylene-(2,5-dimethyl-1H-pyrrol-1-yl)acetamide
• 英文别名: N-carbamimidoyl-2-(2,5-dimethylpyrrol-1-yl)acetamide
• CAS: 65766-98-5
• 化学式: C₉H₁₄N₄O
• 分子量: 194.236
• InChiKey: CQRBJKDYTJGFSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  86.4
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,5-二甲基吡咯 在 sodium methylate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 37.0h， 生成 N-diaminomethylene-(2,5-dimethyl-1H-pyrrol-1-yl)acetamide
  参考文献：
  名称：

  Synthesis and antidiarrheal activity of N-(aminoiminomethyl)-1H-pyrrole-1-acetamides related to guanfacine

  摘要：

  A series of N-(aminoiminomethyl)-1H-pyrrole-1-acetamides, related to guanfacine, were prepared and tested for antidiarrheal activity in castor oil dosed rats. trans-N-(Aminoiminomethyl)-2,5-dihydro-2,5-dimethyl-1H-pyrrole-1-acetami de (2), in which the dichlorophenyl ring of guanfacine is replaced by 2,5-dimethyl-2,5-dihydropyrrole, showed potent antidiarrheal activity but possessed only minimal cardiovascular activity in rats.

  DOI：

  10.1021/jm00149a013

文献信息

• Guanidine derivatives
  申请人：John Wyeth & Brother, Ltd.

  公开号：US04140793A1

  公开（公告）日：1979-02-20

  The invention concerns novel guanidine derivatives of the general formula (I) ##STR1## or pharmaceutically acceptable acid addition salts thereof, where.circle.Nrepresents ##STR2## wherein R.sup.1 and R.sup.2 each represent hydrogen, lower alkyl, trifluoromethyl or halogen and R.sup.11 and R.sup.12 each represent hydrogen, lower alkyl, trifluoromethyl or halogen with the proviso that when one or both R.sup.11 or R.sup.12 groups represent halogen then R.sup.1 and R.sup.2 each represent lower alkyl, trifluoromethyl or halogen, R.sup.9 and R.sup.10 each represent hydrogen, lower alkyl or trifluoromethyl and R.sup.13 and R.sup.14 each represent hydrogen, lower alkyl, trifuoromethyl or halogen with the proviso that when one or both R.sup.13 and R.sup.14 groups represent halogen then R.sup.9 and R.sup.10 each represent lower alkyl or trifluoromethyl and R.sup.7 and R.sup.8 each represent hydrogen or lower alkyl and R.sup.3, R.sup.4, R.sup.5 and R.sup.6 each represent hydrogen or lower alkyl or R.sup.4 and R.sup.6 are each hydrogen and R.sup.3 and R.sup.5 together represent dimethylene or trimethylene. The guanidine derivatives lower blood pressure in warm-blooded animals.

  该发明涉及一种通式（I）的新型胍啶衍生物 ##STR1## 或其药学上可接受的酸盐，其中.circle.N代表 ##STR2## 其中R.sup.1和R.sup.2分别代表氢、较低的烷基、三氟甲基或卤素，R.sup.11和R.sup.12分别代表氢、较低的烷基、三氟甲基或卤素，但当R.sup.11或R.sup.12中的一个或两个代表卤素时，则R.sup.1和R.sup.2分别代表较低的烷基、三氟甲基或卤素，R.sup.9和R.sup.10分别代表氢、较低的烷基或三氟甲基，R.sup.13和R.sup.14分别代表氢、较低的烷基、三氟甲基或卤素，但当R.sup.13和R.sup.14中的一个或两个代表卤素时，则R.sup.9和R.sup.10分别代表较低的烷基或三氟甲基，R.sup.7和R.sup.8分别代表氢或较低的烷基，R.sup.3、R.sup.4、R.sup.5和R.sup.6分别代表氢或较低的烷基，或者R.sup.4和R.sup.6分别代表氢，R.sup.3和R.sup.5一起代表二亚甲基或三亚甲基。这些胍啶衍生物能降低温血动物的血压。
• Use of guanidines for manufacturing antidiarrhoeal medicaments and antidiarrhoeal compositions containing these guanidines
  申请人：JOHN WYETH & BROTHER LIMITED

  公开号：EP0040947A1

  公开（公告）日：1981-12-02

  Guanidines of formula and their pharmaceutically acceptable acid addition salts, (wherein R' and R2 each represents lower alkyl or trifluoromethyl and R3 and R4 each represents hydrogen or lower alkyl or R3 and R4 together represent dimethylene or trimethylene) are useful in treating or preventing diarrhoea in mammals or poultry. The compound, if desired, may be administered with one or more antimicrobial, adsorbent, anti-emetic, parasympatholytic or antihystaminic agents.

  式中的胍类 其中 R' 和 R2 各自代表低级烷基或三氟甲基，R3 和 R4 各自代表氢或低级烷基，或 R3 和 R4 共同代表二亚甲基或三亚甲基）及其药学上可接受的酸加成盐可用于治疗或预防哺乳动物或家禽的腹泻。如果需要，该化合物可与一种或多种抗菌剂、吸附剂、止吐剂、副交感神经溶解剂或抗镇静剂一起使用。
• US4140793A
  申请人：——

  公开号：US4140793A

  公开（公告）日：1979-02-20
• US4443467A
  申请人：——

  公开号：US4443467A

  公开（公告）日：1984-04-17
• Synthesis and antidiarrheal activity of N-(aminoiminomethyl)-1H-pyrrole-1-acetamides related to guanfacine
  作者：Doreen E. Beattie、Gillian M. Dover、Terence J. Ward

  DOI：10.1021/jm00149a013

  日期：1985.11

  A series of N-(aminoiminomethyl)-1H-pyrrole-1-acetamides, related to guanfacine, were prepared and tested for antidiarrheal activity in castor oil dosed rats. trans-N-(Aminoiminomethyl)-2,5-dihydro-2,5-dimethyl-1H-pyrrole-1-acetami de (2), in which the dichlorophenyl ring of guanfacine is replaced by 2,5-dimethyl-2,5-dihydropyrrole, showed potent antidiarrheal activity but possessed only minimal cardiovascular activity in rats.