pyrrolidinium 1-[pyrrolidin-1-yl]diazen-1-ium-1,2-diolate | 191083-51-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环庚烷
• 英文名称: pyrrolidinium 1-[pyrrolidin-1-yl]diazen-1-ium-1,2-diolate
• 英文别名: (E)-oxido-oxidoimino-pyrrolidin-1-ylazanium;pyrrolidin-1-ium
• CAS: 191083-51-9
• 化学式: C₄H₉N*C₄H₉N₃O₂
• 分子量: 202.257
• InChiKey: VUNAPEJWZLMXDJ-GZOLSCHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.72
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  84
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  四氢吡咯 以 乙腈 为溶剂， 以23 g (45%)的产率得到pyrrolidinium 1-[pyrrolidin-1-yl]diazen-1-ium-1,2-diolate
  参考文献：
  名称：

  O2-arylated or O2-glycosylated 1-substituted diazen-1-ium-1,2-diolates and O2-substituted 1-[(2-carboxylato) pyrrolidin-1-yl]diazen-1-ium-1,2-diolates

  摘要：

  本发明提供了N1位置被无机或有机基团取代，且O2氧原子与取代或未取代芳香基团结合的二氧化氮酸酯。还提供了O2-糖基化的1-取代二氮-1-ium-1,2-二醇酸酯（O2-糖基化的二氮酸酯）和O2-取代的1-[(2-羧基)吡咯烷-1-基]二氮-1-ium-1,2-二醇酸酯（1-[(2-羧基)吡咯烷-1-基]二氮酸酯）。O2-芳基二氮酸酯在中性至酸性溶液中对水解产生的一氧化氮稳定，而在碱性或亲核环境或微环境中产生一氧化氮。还提供了包括制药组合物在内的此类化合物的组合物和使用此类化合物的方法。

  公开号：

  US20030147845A1

文献信息

• O2-Arylated or O2-glycosylated 1-substituted diazen-1-ium-1,2-diolates and O2-substituted 1- (2-carboxylato)pyrrolidin-1-yl diazen-1-ium-1,2-diolates
  申请人：The United States Government Office of Technoloy Transfer

  公开号：EP1439187A1

  公开（公告）日：2004-07-21

  Diazeniumdiolates, wherein the N1 position is substituted by an inorganic or organic moiety and the O2-oxygen is bound to a substituted or unsubstituted aromatic group, are provided. Also provided are O2-glycosylated 1-substituted diazen-1-ium-1,2-diolates (O2-glycosylated diazeniumdiolates) and O2-substituted 1-[(2-carboxylato)pyrrolidin-1-y]diazen-1-ium-1,2-diolates (1-[(2-carboxylato)öyrrolidin-1-yl]diazeniumdiolates). The O2-aryl diazeniumdiolates are stable with respect to the hydrolytic generation of nitric oxide in neutral to acidic solutions and generate nitric oxide in basic or nucleophilic environments or microenvironments. Also provided are compositions, including pharmaceutical compositions, comprising such compounds and methods of using such compounds.

  提供了 N1 位被无机或有机分子取代且 O2-氧与取代或未取代的芳香基团结合的重氮鎓二元醇盐。还提供了 O2-糖基化的 1-取代二氮-1-鎓-1,2-二元醇盐（O2-糖基化二氮二元醇盐）和 O2-取代的 1-[(2-羧基)吡咯烷-1-y]二氮-1-鎓-1,2-二元醇盐（1-[(2-羧基)öyrrolidin-1-yl]二氮二元醇盐）。在中性至酸性溶液中，O2-芳基重氮二元醇盐在水解生成一氧化氮方面是稳定的，在碱性或亲核性环境或微环境中生成一氧化氮。此外，还提供了包含此类化合物的组合物（包括药物组合物）和使用此类化合物的方法。
• O2-substituted 1- (2-carboxylato)pyrrolidin-1-yl diazen-1-ium-1,2-diolates
  申请人：The Government of the United States of America, as represented by the Secretary, Department of Health and Human Services

  公开号：EP2292630A1

  公开（公告）日：2011-03-09

  O2-Substituted 1-[(2-carboxylato)pyrrolidin-1-yl] diazeniumdiolates are stable in aqueous solution and, in many cases, they can be activated for NO release by enzymatic action. Furthermore, if an N-nitroso derivative is formed by net formal cleavage of the N-N double bond of the 1-[(2-carboxylato)pyrrolin-1-yl]diazen-1-ium-1,2-diolate, the N-nitroso compound is noncarcinogenic. Such compounds are believed to be particularly useful in the treatment of fulminant liver failure, malaria, respiratory problems, impotence, and a variety of cardiovascular/hematologic disorders.

  O2 取代的 1-[(2-羧基)吡咯烷-1-基]二氮杂环戊烷在水溶液中是稳定的，在许多情况下，它们可以通过酶的作用被激活以释放 NO。此外，如果 1-[(2-carboxylato)pyrrolin-1-yl]diazen-1-ium-1,2-diolate（1-[(2-羧基)吡咯烷-1-基]重氮-1,2-二酸酯）的 N-N 双键发生净形式裂解而形成 N-亚硝基衍生物，则该 N-亚硝基化合物不会致癌。此类化合物被认为特别适用于治疗暴发性肝衰竭、疟疾、呼吸系统疾病、阳痿以及各种心血管/血液疾病。
• O2-substituted 1-[(2-carboxylato)pyrrolidin-1-yl]diazen-1-ium-1,2-diolates
  申请人：Saavedra E. Joseph

  公开号：US20050214249A1

  公开（公告）日：2005-09-29

  Diazeniumdiolates, wherein the N 1 position is substituted by an inorganic or organic moiety and the O 2 -oxygen is bound to a substituted or unsubstituted aromatic group, are provided. Also provided are O 2 -glycosylated 1-substituted diazen- 1 -ium-1,2-diolates (O 2 -glycosylated diazeniumdiolates) and O 2 -substituted 1-[(2-carboxylato)pyrrolidin-1-yl]diazen-1-ium-1,2-diolates (1-[(2-carboxylato)pyrrolidin-1-yl]diazeniumdiolates). The O 2 -aryl diazeniumdiolates are stable with respect to the hydrolytic generation of nitric oxide in neutral to acidic solutions and generate nitric oxide in basic or nucleophilic environments or microenvironments. Also provided are compositions, including pharmaceutical compositions, comprising such compounds and methods of using such compounds.

  重氮二醇，其中 N 1 位被无机或有机分子取代，而 O 2 -氧与取代或未取代的芳香基团结合。还提供 O 2 -糖基化的 1-取代的重氮-1-基团。 1 -鎓-1,2-二醇（O 2 -糖基化的重氮二醇）和 O 2 -取代的 1-[(2-羧基)吡咯烷-1-基]重氮-1,2-鎓二元醇盐（1-[(2-羧基)吡咯烷-1-基]重氮鎓二元醇盐）。O 2 -芳基二氮杂环戊烷在中性至酸性溶液中对一氧化氮的水解生成稳定，在碱性或亲核性环境或微环境中生成一氧化氮。此外，还提供了包含此类化合物的组合物（包括药物组合物）和使用此类化合物的方法。
• O?2 -ARYLATED OR O?2 -GLYCOSYLATED 1-SUBSTITUTED DIAZEN-1-IUM-1,2-DIOLATES AND O?2 -SUBSTITUTED 1- (2-CARBOXYLATO)PYRROLIDIN-1-YL]DIAZEN-1-IUM-1,2-DIOLATES
  申请人：THE UNITED STATES GOVERNMENT as represented by THE DEPARTMENT OF HEALTH AND HUMAN SERVICES

  公开号：EP0929538B1

  公开（公告）日：2004-11-24
• O2-ARYLATED OR O2-GLYCOSYLATED 1-SUBSTITUTED DIAZEN-1-IUM-1,2-DIOLATES AND O2-SUBSTITUTED 1- (2-CARBOXYLATO)PYRROLIDIN-1-YL DIAZEN-1-IUM-1,2-DIOLATES
  申请人：THE UNITED STATES GOVERNMENT as represented by THE DEPARTMENT OF HEALTH AND HUMAN SERVICES

  公开号：EP1439187B1

  公开（公告）日：2013-12-18