2-glyceryl mononitrate 1,3-diacetate | 1171956-50-5

• 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-glyceryl mononitrate 1,3-diacetate
• 英文别名: 1,3-dihydroxy-2-nitrooxypropnae 1,3-diacetate；2-Glyceryl mononitrate 1,3 diacetate；(3-acetyloxy-2-nitrooxypropyl) acetate
• CAS: 1171956-50-5
• 化学式: C₇H₁₁NO₇
• 分子量: 221.167
• InChiKey: FAJSYLUKTVMZST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-glyceryl mononitrate 1,3-diacetate 在 水 、 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 0.12h， 以53%的产率得到2-硝基丙三醇
  参考文献：
  名称：

  NO donors. Part 18: Bioactive metabolites of GTN and PETN—Synthesis and vasorelaxant properties

  摘要：

  The vasodilators glyceryl trinitrate (GTN) and pentaerythrityl tetranitrate (PETN) are supposed to be degraded in vivo to the lower nitrates PETriN, PEDN, PEMN, 1,2-GDN, 1,3-GDN, 1-GMN, and 2-GMN. We synthesized these bioactive metabolites as reference compounds for pharmacokinetic studies. The use of HPLC-methods for monitoring the stepwise reduction of PETN to lower nitrates and the syntheses of the glyceryl dinitrates proved advantageous. Furthermore, we measured the vasorelaxant properties of all metabolites by performing organ bath experiments with porcine pulmonary arteries. In general, the vasodilator potency increases with the number of nitrate moieties in the compound. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2008.04.057
• 作为产物：
  描述：

  (3-乙酰氧基-2-羟基丙基)乙酸酯 在 硝酸 、 乙酸酐 、 尿素 作用下， 以96%的产率得到2-glyceryl mononitrate 1,3-diacetate
  参考文献：
  名称：

  NO donors. Part 18: Bioactive metabolites of GTN and PETN—Synthesis and vasorelaxant properties

  摘要：

  The vasodilators glyceryl trinitrate (GTN) and pentaerythrityl tetranitrate (PETN) are supposed to be degraded in vivo to the lower nitrates PETriN, PEDN, PEMN, 1,2-GDN, 1,3-GDN, 1-GMN, and 2-GMN. We synthesized these bioactive metabolites as reference compounds for pharmacokinetic studies. The use of HPLC-methods for monitoring the stepwise reduction of PETN to lower nitrates and the syntheses of the glyceryl dinitrates proved advantageous. Furthermore, we measured the vasorelaxant properties of all metabolites by performing organ bath experiments with porcine pulmonary arteries. In general, the vasodilator potency increases with the number of nitrate moieties in the compound. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2008.04.057

文献信息

• ADDITIVE FOR CETANE NUMBER INCREASE OF DIESEL FUELS AND BIO-DIESEL FUELS AND ITS USE
  申请人：Slovenská Technická Univerzita v Bratislave Strojnicka Fakulta

  公开号：EP3004293A2

  公开（公告）日：2016-04-13
• [EN] ADDITIVE FOR CETANE NUMBER INCREASE OF DIESEL FUELS AND BIO-DIESEL FUELS AND ITS USE<br/>[FR] ADDITIVE POUR AUGMENTER L'INDICE DE CÉTANE DE CARBURANTS DIESEL ET DE CARBURANTS BIODIESEL, ET UTILISATION DE CELUI-CI
  申请人：SLOVENSKÁ TECHNICKÁ UNIVERZITA V BRATISLAVE

  公开号：WO2014193314A2

  公开（公告）日：2014-12-04

  Additive for Cetane Number Increase of Diesel Fuels or Bio-Diesel Fuels The essence of the additive increasing the diesel or bio-diesel fuels cetane number consists in the additive constituted glycerol mono- and diesters nitrates containing the isomers of glycerol dialkyl ester mononitrate and/or isomers of glycerol monoalkyl ester dinitrate with between 1 and 20 carbons in the ester alkyl group and their addition in concentrations between 1 and 5,000 mg/kg to the total fuel amount. The additive is added either directly or diluted in fatty acids alkyl esters having from 1 to 20 carbons in the acid and/or alcohol relevant group contained in the esters.
• NO donors. Part 18: Bioactive metabolites of GTN and PETN—Synthesis and vasorelaxant properties
  作者：Kathrin Lange、Andreas Koenig、Carolin Roegler、Andreas Seeling、Jochen Lehmann

  DOI：10.1016/j.bmcl.2008.04.057

  日期：2009.6

  The vasodilators glyceryl trinitrate (GTN) and pentaerythrityl tetranitrate (PETN) are supposed to be degraded in vivo to the lower nitrates PETriN, PEDN, PEMN, 1,2-GDN, 1,3-GDN, 1-GMN, and 2-GMN. We synthesized these bioactive metabolites as reference compounds for pharmacokinetic studies. The use of HPLC-methods for monitoring the stepwise reduction of PETN to lower nitrates and the syntheses of the glyceryl dinitrates proved advantageous. Furthermore, we measured the vasorelaxant properties of all metabolites by performing organ bath experiments with porcine pulmonary arteries. In general, the vasodilator potency increases with the number of nitrate moieties in the compound. (C) 2009 Published by Elsevier Ltd.