1-硝基丙三醇 | 624-43-1

• 物质功能分类: 有机原料 - 醇、酚、酚醇类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机含氧阴离子化合物
• 中文名称: 1-硝基丙三醇
• 英文名称: glyceryl 1-nitrate
• 英文别名: glycerol 1-nitrate；1-Mononitroglycerin；2,3-dihydroxypropyl nitrate
• CAS: 624-43-1
• 化学式: C₃H₇NO₅
• mdl: MFCD00661062
• 分子量: 137.092
• InChiKey: HXWLJBVVXXBZCM-UHFFFAOYSA-N

物化性质

• 熔点：
  61°C
• 沸点：
  251.89°C (rough estimate)
• 密度：
  1.4164
• 闪点：
  2℃

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  95.5
• 氢给体数：
  2
• 氢受体数：
  5

ADMET

毒理性

• 副作用

高铁血红蛋白血症 - 血液中高铁血红蛋白含量增加；该化合物被归类为继发性毒性效应。

Methemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

安全信息

• WGK Germany：
  2

反应信息

• 作为反应物：
  描述：

  1-硝基丙三醇 在 硝酸 作用下， 生成 甘油1,3-二硝酸酯
  参考文献：
  名称：

  Study of nitration equilibrium in the glycerin-aqueous nitric acid system. 2. Changes in ?H and ?S in the nitration reaction

  摘要：

  The real enthalpies of seven sequential-parallel reactions of nitration of glycerin into glycerin trinitrate were found by combination of the heats of the reactions obtained by the thermochemical method and with the equation for the isobar of the chemical reaction, and the standard enthalpies of formation of glycerin nitrates were calculated with them. The difference in the enthalpies of nitration with respect to different positions in glycerin and its nitrates basically determines the difference in the corresponding equilibrium constants of the nitration reactions.

  DOI：

  10.1007/bf00961478
• 作为产物：
  描述：

  硝酸甘油 在 硫酸 作用下， 生成 1-硝基丙三醇
  参考文献：
  名称：

  230.硝酸酯。第一部分。二硝酸甘油异构体的表征

  摘要：

  DOI：

  10.1039/jr9650001319

文献信息

• The Synthesis and Application of Novel Nitrating and Nitrosating Agents
  作者：Gholam H. Hakimalahi、Hashem Sharghi、Hamide Zarrinmayeh、Ali Khalafi-Nezhad

  DOI：10.1002/hlca.19840670332

  日期：1984.5.2

  Alcohols and phenols are efficiently nitrated with thionyl chloride nitrate or thionyl nitrate, even in the presence of an aromatic moiety. While thionyl chloride nitrate is suitable for nitration of primary OH-groups in carbohydrates, thionyl nitrate is reactive enough to react with secondary OH-groups as well. These reagents permit the highly selective nitration of the 5′-,2′5′- and 3′, 5′-OH-groups

  即使在存在芳族部分的情况下，醇和苯酚也可以被硝酸亚硫酰氯或硝酸亚硫酰有效地硝化。硝酸亚硫酰氯适用于碳水化合物中伯羟基的硝化，而硝酸亚硫酰具有足够的反应性，可以与仲羟基反应。这些试剂允许核糖核苷的5'-，2'5'-和3'，5'-OH-基团的高选择性硝化，以高产率产生单保护或双保护的硝基衍生物。碳酸和某些酮的烯醇形式可以用三氟甲磺酰硝酸盐/叔丁醇钾有效地硝化。Lutidine N -oxide（2,6-（CH 3）2 C 5 H 3发现NO）对硝化反应具有显着影响。类似地，亚硫酰氯亚硝酸盐和亚硫酰亚硝酸盐显示出优异的上述底物的亚硝化能力。
• COMPOSITIONS AND TREATMENTS COMPRISING 5-LIPOXYGENASE-ACTIVATING PROTEIN INHIBITORS AND NITRIC OXIDE MODULATORS
  申请人：Hutchinson John H.

  公开号：US20100068301A1

  公开（公告）日：2010-03-18

  Disclosed herein are compositions and compounds that combine an inhibitor of 5 -lipoxygenase activating protein (FLAP) and a modulator of NO levels in a mammal. The NO modulator can be an agent that induces the production of NO in a mammal, or can be an agent that itself produces NO in the mammal. Further disclosed herein are strategies for synthesizing such compounds, and methods for testing whether the combination compounds and compositions provide a desired benefit. Also disclosed herein are pharmaceutical compositions and formulations that combine a FLAP inhibitor and an NO modulator. Further described herein are methods for using such compositions and compounds for the treatment of diseases, conditions, and disorders in a mammal, including a human. Such treatment methods include the separate administration of a FLAP inhibitor and a NO modulator to the mammal, and the simultaneous administration of a FLAP inhibitor and a NO modulator to the mammal.

  本文揭示了一种将5-脂氧合酶激活蛋白（FLAP）抑制剂和哺乳动物中NO水平调节剂结合的组合物和化合物。NO调节剂可以是在哺乳动物中诱导NO产生的药物，也可以是在哺乳动物中自身产生NO的药物。本文还揭示了合成这种化合物的策略，以及测试组合化合物和组合物是否提供所需益处的方法。本文还揭示了将FLAP抑制剂和NO调节剂结合的制药组合物和配方。本文还进一步描述了使用这些组合物和化合物治疗哺乳动物（包括人类）的疾病、状况和障碍的方法。这种治疗方法包括将FLAP抑制剂和NO调节剂分别给哺乳动物，以及同时给哺乳动物FLAP抑制剂和NO调节剂。
• WO2008/67566
  申请人：——

  公开号：——

  公开（公告）日：——
• Nef, Justus Liebigs Annalen der Chemie, 1904, vol. 335, p. 323
  作者：Nef

  DOI：——

  日期：——
• 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.

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