2-nitrooxymethyl-benzaldehyde

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-nitrooxymethyl-benzaldehyde
• 英文别名: (2-Formylphenyl)methyl nitrate；(2-formylphenyl)methyl nitrate
• 化学式: C₈H₇NO₄
• 分子量: 181.148
• InChiKey: BMOPMKVIGYYMBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氰基溴苄 在 二异丁基氢化铝 、 silver nitrate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 2-nitrooxymethyl-benzaldehyde
  参考文献：
  名称：

  有机硝酸盐 II [1]。4-硝基氧甲基苯基-1,4-二氢吡啶的合成及生物活性

  摘要：

  2-硝基氧甲基-4-苯基-(2)和4-硝基氧甲基苯基-1,4-二氢吡啶(3)都代表了两种不同血管舒张结构的新组合。2由于其自发内酯化而无法分离。使用硝基氧甲基化苯甲醛通过 Hantzsch 合成获得 3 的衍生物。测定了离体猪小梁肌中的正性肌力效力和四种硝基氧苯基二氢吡啶在离体猪冠状动脉中的血管扩张活性。尼群地平 (NTD) 和三硝酸甘油酯 (GTN) 用作参考。3 是负性肌力，然而，小于 NTD 并且 - 除了二氰基衍生物 3d - 大于 GTN。血管扩张剂的特性不如尼群地平和 GTN 明显。血管选择性低。

  DOI：

  10.1002/ardp.19973300804

文献信息

• SUBSTITUTED ARYL COMPOUNDS AS NOVEL CYCLOOXYGENASE-2 SELECTIVE INHIBITORS, COMPOSITIONS AND METHODS OF USE
  申请人：Nitromed, Inc.

  公开号：EP1406609A2

  公开（公告）日：2004-04-14
• EP1406609A4
  申请人：——

  公开号：EP1406609A4

  公开（公告）日：2004-04-14
• [EN] SUBSTITUTED ARYL COMPOUNDS AS NOVEL CYCLOOXYGENASE-2 SELECTIVE INHIBITORS, COMPOSITIONS AND METHODS OF USE<br/>[FR] COMPOSES ARYLE SUBSTITUES EN TANT QUE NOUVEAUX INHIBITEURS SELECTIFS DE LA CYCLO-OXYGENASE-2, COMPOSITIONS ET METHODES D'UTILISATION
  申请人：NITROMED INC

  公开号：WO2002060378A2

  公开（公告）日：2002-08-08

  The invention describes substituted aryl compounds that are cyclooxygenase 2 (COX-2) selective inhibitors and compositions comprising at elast one cyclooxygenase 2 (COX-2) selective inhibitor, and, optionally, at least one compound that donates, transfers or releases nitric oxide, stimulates endogenous synthesis of nitric oxide, elevates endogenous levels of endothelium-derived relaxing factor or is a substrate for nitric oxide synthase, and/or, optionally, at least one therapeutic agent, such as, steroids, nonsterodal antiinflammatory compounds (NSAID), 5-lipoxygenase (5-LO) inhibitors, leukotriene B4 (LTB4) receptor antagonists, leukotriene A4 (LTA4) hydrolase inhibitors, 5-HT agonists, 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) inhibitors, H2 antagonists, antineoplastic agents, antiplatelet agents,thrombin inhibitors, thromboxane inhibitors, decongestants, diuretics, sedating or non-sedating anti-histamines, inducible nitric oxide synthase inhibitors, opioids, analgesics, Helicobacter pylori inhibitors, proton pump inhibitors, isoprostane inhibitors, and mixtures thereof. The invention also provides novel kits comprising at least one COX-2 selective inhibitor, and, optionally, at least one nitric oxide donor, and/or, optionally, at least one therapeutic agent. The cyclooxygenase 2 selective inhibitors of the invention can be optionally nitrosated and/or nitrosylated. The invention also provides methods for treating inflammation, pain and fever; for treating and/or improving the gastrointestinal properties of COX-2 selective inhibitors; for facilitating wound healing; for treating and/or preventing renal toxicity or other toxicities; for treating and/or preventing other disorders resulting from elevated levels of cyclooxygenase-2; and for improving the cardiovascular profile of COX-2 selective inhibitors.
• Organic Nitrates II[1]. Synthesis and Biological Activities of 4-Nitrooxymethylphenyl-1,4-dihydropyridines
  作者：Jochen Lehmann、Rainer Kahlich、Christoph Meyer Zum Gottesberge、Uwe Fricke

  DOI：10.1002/ardp.19973300804

  日期：——

  Both 2‐nitrooxymethyl‐4‐phenyl‐ (2) and 4‐nitrooxymethylphenyl‐1,4‐dihydropyridines (3) represent new combinations of two different vasodilating structures. 2 could not be isolated due to its spontaneous lactonization. Derivatives of 3 were obtained via Hantzsch synthesis using nitrooxymethylated benzaldehydes. The inotropic potency in isolated porcine trabecular muscles and the vasodilator activity

  2-硝基氧甲基-4-苯基-(2)和4-硝基氧甲基苯基-1,4-二氢吡啶(3)都代表了两种不同血管舒张结构的新组合。2由于其自发内酯化而无法分离。使用硝基氧甲基化苯甲醛通过 Hantzsch 合成获得 3 的衍生物。测定了离体猪小梁肌中的正性肌力效力和四种硝基氧苯基二氢吡啶在离体猪冠状动脉中的血管扩张活性。尼群地平 (NTD) 和三硝酸甘油酯 (GTN) 用作参考。3 是负性肌力，然而，小于 NTD 并且 - 除了二氰基衍生物 3d - 大于 GTN。血管扩张剂的特性不如尼群地平和 GTN 明显。血管选择性低。