5-hydroxy-valeraldehyde-(2,4-dinitro-phenylhydrazone) | 3638-33-3

• 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: 5-hydroxy-valeraldehyde-(2,4-dinitro-phenylhydrazone)
• 英文别名: 5-Hydroxy-valeraldehyd-(2,4-dinitro-phenylhydrazon)；5-[(2,4-Dinitrophenyl)hydrazinylidene]pentan-1-ol
• CAS: 3638-33-3；61862-49-5；61862-65-5
• 化学式: C₁₁H₁₄N₄O₅
• 分子量: 282.256
• InChiKey: FEAHEHDTLBTQRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  136
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  四氢糠醇 在 硫酸 、 硼酸 作用下， 生成 5-hydroxy-valeraldehyde-(2,4-dinitro-phenylhydrazone)
  参考文献：
  名称：

  Reactions of Furan Compounds. XVII. Pyrolysis of Tetrahydrofurfuryl Esters to Methyl Propenyl Ketone¹

  摘要：

  DOI：

  10.1021/ja01519a041

文献信息

• NCX-701 (nitroparacetamol) is an effective antinociceptive agent in rat withdrawal reflexes and wind-up
  作者：E Alfonso Romero-Sandoval、Javier Mazario、David Howat、Juan F Herrero

  DOI：10.1038/sj.bjp.0704589

  日期：2002.3

  Non‐steroidal anti‐inflammatory drugs (NSAIDs) are effective anti‐inflammatory and analgesic drugs although they also induce unwanted side effects due to the inhibition of the physiological effects regulated by prostaglandins. This has led to the search for new compounds with fewer side effects, such as the nitro‐NSAIDs (NO‐NSAIDs). Paracetamol is an analgesic drug devoid of some of the side effect of the NSAIDs but without anti‐inflammatory activity. NCX‐701 is a nitric oxide releasing version of paracetamol with anti‐inflammatory and analgesic properties. We have tested, in the single motor unit technique, the antinociceptive actions of intravenous cumulative doses of NCX‐701 vs paracetamol, studying their antinociceptive effects in responses to noxious mechanical and electrical stimulation (wind‐up). Paracetamol did not induce any significant effect at the doses tested (maximum of 480 μmol kg−1, 72.5 mg kg−1). NCX‐701 however was very effective in reducing responses to noxious mechanical stimulation (32±10% of control response) and wind‐up (ED50 of 147±1 μmol kg−1, 41.5±0.3 mg kg−1). The inhibition was not reversed by 1 mg kg−1 of the opioid antagonist naloxone. In control experiments performed with either the vehicle or the NO donor NOC‐18, no significant changes were observed in the nociceptive responses studied. We conclude that NCX‐701 is a very effective non‐opioid antinociceptive agent in normal animals and its action is located mainly at central areas. The antinociceptive effect was not due solely to the release of NO. British Journal of Pharmacology (2002) 135, 1556–1562; doi:10.1038/sj.bjp.0704589

  非甾体抗炎药（NSAIDs）是有效的抗炎和镇痛药物，尽管它们也会因抑制由前列腺素调节的生理效应而引起不良副作用。这促使科学家们寻找副作用更少的新化合物，例如亚硝基NSAIDs（NO-NSAIDs）。对乙酰氨基酚是一种镇痛药物，不具备NSAIDs的一些副作用，但没有抗炎活性。NCX-701是一种释放一氧化氮的对乙酰氨基酚衍生物，具有抗炎和镇痛特性。 我们利用单运动单位技术，测试了静脉注射累积剂量的NCX-701与对乙酰氨基酚的抗痛觉作用，研究了它们对有害机械和电刺激（风动反应）的抗痛觉效果。 对乙酰氨基酚在测试剂量（最大480 μmol kg−1，72.5 mg kg−1）下未产生显著效果。然而，NCX-701在减少有害机械刺激（32±10%的对照反应）和风动反应（ED50为147±1 μmol kg−1，41.5±0.3 mg kg−1）方面非常有效。该抑制作用未因1 mg kg−1的阿片拮抗剂纳洛酮而逆转。在使用载体或NO供体NOC-18进行的对照实验中，未观察到疼痛反应的显著变化。 我们得出结论，NCX-701是一种非常有效的非阿片类抗痛觉剂，用于正常动物，其作用主要位于中枢区域。抗痛觉效果并非完全由于一氧化氮的释放。 British Journal of Pharmacology (2002) 135, 1556–1562; doi:10.1038/sj.bjp.0704589
• Die Lage der Doppelbindung im Ring E des Alstonins
  作者：F. E. Bader

  DOI：10.1002/hlca.19530360129

  日期：——

  Auf Grund von UV.- und IR.-Spektren konnte gezeigt werden, dass im Ring E des Alstonins und des Py-Tetrahydro-alstonins die Gruppierung ROOCCCOvorliegt.

  Auf Grund von UV。-和IR.-Spektren konnte gezeigt werden，Dings im Ring E des Alstonins和des Py-Tetrahydro-alstonins与Gruppierung ROOCCCOvorliegt。
• Cyclic α-Acetoxynitrosamines:  Mechanisms of Decomposition and Stability of α-Hydroxynitrosamine and Nitrosiminium Ion Reactive Intermediates
  作者：Latifa Chahoua、Hongliang Cai、James C. Fishbein

  DOI：10.1021/ja9902975

  日期：1999.6.1

  ridine are reported. The compounds differ in reactivity by more than 2 orders of magnitude at physiological pH. On the basis of thermodynamic parameters, common ion inhibition and azide ion trapping experiments, both compounds appear to decompose under these conditions by the formation of N-nitrosiminium ion intermediates. The differences in reactivity are rationalized on the basis of results from

  报道了α-乙酰氧基-N-亚硝基吡咯烷和α-乙酰氧基-N-亚硝基哌啶的衰变动力学和机理研究。这些化合物在生理 pH 下的反应性差异超过 2 个数量级。根据热力学参数、普通离子抑制和叠氮离子捕获实验，两种化合物似乎在这些条件下通过形成 N-亚硝基亚胺离子中间体而分解。根据随附论文中描述的从头研究的结果，反应性的差异被合理化。还总结了对亚硝基哌啶和亚硝基吡咯烷的环状 α-羟基亚硝胺和第三种化合物 2-羟基-2-甲基亚硝基吡咯烷的衰变动力学的首次直接研究。这些被证明是高度不稳定的反应中间体，
• Reactions of Acrolein and Related Compounds. I. Addition of Vinyl Ethers
  作者：Curtis W. Smith、Douglas G. Norton、Seaver A. Ballard

  DOI：10.1021/ja01155a076

  日期：1951.11
• Panday, Dinesh; Kothari, Seema, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2011, vol. 50, # 7, p. 918 - 925
  作者：Panday, Dinesh、Kothari, Seema

  DOI：——

  日期：——