戊硝醇 | 1607-17-6

• 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: 戊硝醇
• 中文别名: 三硝季戊醇；三硝酸季戊四醇酯
• 英文名称: pentrinitrol
• 英文别名: [2-(hydroxymethyl)-3-nitrooxy-2-(nitrooxymethyl)propyl] nitrate
• CAS: 1607-17-6
• 化学式: C₅H₉N₃O₁₀
• 分子量: 271.141
• InChiKey: BRBAEHHXGZRCBK-UHFFFAOYSA-N

物化性质

• 熔点：
  32°
• 沸点：
  278.7±40.0 °C(Predicted)
• 密度：
  d420 1.554

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  185
• 氢给体数：
  1
• 氢受体数：
  10

安全信息

• 危险等级：
  1.1A
• 危险品运输编号：
  0473
• 包装等级：
  II
• 危险类别：
  1.1A

反应信息

• 作为反应物：
  描述：

  戊硝醇 在 potassium permanganate 、 甲基三辛基氯化铵 、 硫酸 、 亚硫酸 作用下， 以 水 、 苯 为溶剂， 反应 2.0h， 以72%的产率得到2-Nitryloxy-2,2-bis(nitryloxymethyl)propionsaeure
  参考文献：
  名称：

  Pentaerythrite derivatives, the production and use thereof and intermediate products for the synthesis of the same

  摘要：

  这项发明涉及从式（XII）和（XVI）的戊四醇化合物衍生的新化合物，可用作药用活性物质，特别用于治疗心脏和循环系统疾病。

  公开号：

  US06365611B1
• 作为产物：
  描述：

  三溴新戊醇 在 silver nitrate 作用下， 以 乙腈 为溶剂， 反应 168.0h， 以26%的产率得到戊硝醇
  参考文献：
  名称：

  Synthesis and biological evaluation of nitric oxide-donating analogues of sulindac for prostate cancer treatment

  摘要：

  A series of analogues of the non-steroidal anti-inflammatory drug (NSAID) sulindac 1 were synthesised tethered to nitric oxide (NO) donating functional groups. Sulindac shows antiproliterative effects against immortal PC3 cell lines. It was previously demonstrated that the effect can be enhanced when tethered to NO releasing groups such as nitrate esters, furoxans and sydnonimines. To explore this approach further, a total of fifty-six sulindac-NO analogues were prepared and they were evaluated as NO-releasing cytotoxic agents against prostate cancer (PCa) cell lines. Compounds 1k and 1n exhibited significant cytotoxic with IC50 values of 6.1 +/- 4.1 and 12.1 +/- 3.2 mu M, respectively, coupled with observed nitric oxide release. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.12.014

文献信息

• Photoactive energetic materials
  申请人：LOS ALAMOS NATIONAL SECURITY, LLC.

  公开号：US09902748B2

  公开（公告）日：2018-02-27

  Energetic materials that are photoactive or believed to be photoactive may include a conventional explosive (e.g. PETN, nitroglycerine) derivatized with an energetic UV-absorbing and/or VIS-absorbing chromophore such as 1,2,4,5-tetrazine or 1,3,5-triazine. Absorption of laser light having a suitably chosen wavelength may result in photodissociation, decomposition, and explosive release of energy. These materials may be used as ligands to form complexes. Coordination compounds include such complexes with counterions. Some having the formula M(L)n2+ were synthesized, wherein M is a transition metal and L is a ligand and n is 2 or 3. These may be photoactive upon exposure to a laser light beam having an appropriate wavelength of UV light, near-IR and/or visible light. Photoactive materials also include coordination compounds bearing non-energetic ligands; in this case, the counterion may be an oxidant such as perchlorate.

  具有光活性或被认为具有光活性的活性材料可能包括与能量吸收紫外线和/或可见光色团（如1,2,4,5-四唑或1,3,5-三唑）衍生的传统爆炸物（例如PETN，硝化甘油）。吸收具有适当选择波长的激光光线可能导致光解、分解和爆炸释放能量。这些材料可以用作配体形成配合物。配位化合物包括具有对离子的这些配合物。一些具有M(L)n2+公式的化合物已经合成，其中M是过渡金属，L是配体，n为2或3。这些化合物在暴露于具有适当波长的紫外线、近红外和/或可见光的激光光束时可能具有光活性。光活性材料还包括携带非活性配体的配位化合物；在这种情况下，对离子可能是诸如高氯酸盐之类的氧化剂。
• Nitrostated and nitrosylated prostaglandins, compositions and methods of use
  申请人：NitroMed Inc.

  公开号：US07176238B1

  公开（公告）日：2007-02-13

  The present invention describes novel nitrosated and/or nitrosylated prostaglandins, and novel compositions comprising at least one nitrosated and/or nitrosylated prostaglandin, and, optionally, at least one compound that donates, transfers or releases nitric oxide, elevates endogenous levels of endothelium-derived relaxing factor, stimulates endogenous synthesis of nitric oxide or is a substrate for nitric oxide synthase, and/or at least one vasoactive agent. The present invention also provides novel compositions comprising at least one prostaglandin and at least one S-nitrosothiol compound, and, optionally, at least one vasoactive agent. The prostaglandin is preferably a prostaglandin E1 compound, more preferably alprostadil, and the S-nitrosothiol compound is preferably S-nitrosoglutathione. The present invention also provides methods for treating or preventing sexual dysfunctions in males and females, for enhancing sexual responses in males and females, and for treating or preventing cerebrovascular disorders, cardiovascular disorders, benign prostatic hyperplasia (BPH), glaucoma, peptic ulcers or for inducing abortions. The compounds and/or compositions of the present invention can also be provided in the form of a pharmaceutical kit.

  本发明描述了新型亚硝酸化和/或亚硝基化前列腺素，以及包含至少一种亚硝酸化和/或亚硝基化前列腺素的新型组合物，可选择地还包括至少一种捐赠、转移或释放一氧化氮、提高内源性内皮源性舒张因子水平、刺激内源性一氧化氮合成或是一氧化氮合酶底物的化合物，和/或至少一种血管活性药物。本发明还提供了包含至少一种前列腺素和至少一种S-亚硝基硫醇化合物的新型组合物，可选择地还包括至少一种血管活性药物。前列腺素最好是前列腺素E1化合物，更好的是前列腺素E1的异前列腺素，S-亚硝基硫醇化合物最好是S-亚硝基谷胱甘肽。本发明还提供了治疗或预防男性和女性性功能障碍、增强男性和女性性反应以及治疗或预防脑血管疾病、心血管疾病、良性前列腺增生（BPH）、青光眼、消化性溃疡或引发流产的方法。本发明的化合物和/或组合物也可以以药物配套的形式提供。
• 2,4-Dinitrophenyl and Pentaerythrityltrinitrate as Explosophoric Units in the Synthesis of New Energetic Materials
  作者：M. Romero、J. Cortes Morales、E. González-Zamora、A. Gutiérrez-Carillo

  DOI：10.1055/s-0035-1561474

  日期：——

  using 2,4-dinitroanisole as an additive in explosive formulations, some of the analogous compounds prepared in the present study may be considered as suitable materials for diverse composite energetic material formulations. Three novel energetic compounds were prepared from the common precursor 1-fluoro-2,4-dinitrobenzene by using nucleophilic aromatic substitution as a key step with pentaerythritol

  纪念爱德华·皮尔斯教授 抽象的 通过使用亲核芳族取代作为季戊四醇，季戊四醇三硝酸酯或缩水甘油的关键步骤，从常见的前体1-氟-2,4-二硝基苯制备了三种新型含能化合物。通过差示扫描量热法评价了3-（2，4-二硝基苯氧基）-2，2-硝酸双[（（硝基氧基）甲基]丙基]丙基的热稳定性，并确定了其X射线结构。鉴于成功使用2,4-二硝基苯甲醚作为炸药配方中的添加剂，本研究中制备的某些类似化合物可被视为适用于多种复合高能材料配方的合适材料。 通过使用亲核芳族取代作为季戊四醇，季戊四醇三硝酸酯或缩水甘油的关键步骤，从常见的前体1-氟-2,4-二硝基苯制备了三种新型含能化合物。通过差示扫描量热法评价了3-（2，4-二硝基苯氧基）-2，2-硝酸双[（（硝基氧基）甲基]丙基]丙基的热稳定性，并确定了其X射线结构。鉴于成功使用2,4-二硝基苯甲醚作为炸药配方中的添加剂，本研究中制备的某些类似化合物可被视为适用于多种复合高能材料配方的合适材料。
• Synthesis of haptens and their protein conjugates for immunological determination of nitrate esters and nitramines
  作者：G. Michael Blackburn、Ian G. Beadham、Harry Adams、Alistair P. Hutchinson、Stephen Nicklin

  DOI：10.1039/a906884h

  日期：——

  Isosteric, isopolar analogues of the nitrate ester pentaerythritol tetranitrate (PETN) and of the cyclic nitramine sym-cyclotrimethylene trinitramine (RDX) having a spacer arm have been linked to carrier proteins to provide immunologically active peptide conjugates. X-Ray structures of RDX, RDX analogue 10, and hapten 14 are compared to establish their conformational relationships.

  具有间隔臂的硝酸酯五羟基乙烷四硝酸酯（PETN）和环状硝胺对称环三亚甲基三硝胺（RDX）的等电和等极类似物已与载体蛋白结合，以提供免疫活性肽 conjugates。通过比较 RDX、RDX 类似物 10 和小分子 14 的 X 射线结构，以确定它们的构象关系。
• Pentaerythritol Trinitrate Substituted s-Tetrazine and s-Triazine
  作者：David Chavez、Thomas Myers、Jacqueline Veauthier、Margo Greenfield、R. Scharff、Damon Parrish

  DOI：10.1055/s-0034-1381042

  日期：——

  The synthesis of pentaerythritol trinitrate persubstituted 1,2,4,5-tetrazine and 1,3,5-triazine is reported. These materials were characterized with respect to their chemical and energetic materials properties. X-ray crystallographic analyses were also performed. The UV/Vis, Raman, and cyclic voltammetry data were collected and are reported.

  报道了季戊四醇三硝酸酯过取代的 1,2,4,5-四嗪和 1,3,5-三嗪的合成。这些材料的特征在于它们的化学和含能材料特性。还进行了 X 射线晶体学分析。收集并报告 UV/Vis、拉曼和循环伏安法数据。