isonicotinic acid (3-phenylallylidene)hydrazide | 4813-11-0

• 物质功能分类: 有机原料 - 肼或胲的有机衍生物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: isonicotinic acid (3-phenylallylidene)hydrazide
• 英文别名: Cinnamaldehyde isonicotinoylhydrazone；N-(cinnamylideneamino)pyridine-4-carboxamide
• CAS: 4813-11-0
• 化学式: C₁₅H₁₃N₃O
• mdl: MFCD00476656
• 分子量: 251.288
• InChiKey: IZMVXNJRIXIGGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  isonicotinic acid (3-phenylallylidene)hydrazide 以 甲苯 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  Khan, Mohsin Abbas; Akhtar, Samar; Shahid, Khadija, Acta poloniae pharmaceutica, 2018, vol. 75, # 1, p. 265 - 271

  摘要：

  DOI：
• 作为产物：
  描述：

  异烟酸乙酯 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成 isonicotinic acid (3-phenylallylidene)hydrazide
  参考文献：
  名称：

  Synthesis, Antimycobacterial, Antiviral, Antimicrobial Activity and QSAR Studies of N2-acyl isonicotinic Acid Hydrazide Derivatives

  摘要：

  合成了一系列N2-酰基异烟酸肼（1-17），并对其在体外对抗结核分枝杆菌的活性进行了测试，结果表明，化合物异烟酸N'-十四酰肼（12）的活性优于参考化合物异烟肼。合成化合物对金黄色葡萄球菌、枯草芽孢杆菌、大肠杆菌、白念珠菌和黑曲霉的抗菌活性结果表明，含有二氯、羟基、三碘和N2-十四酰取代基的化合物是活性最强的。抗病毒活性研究表明，所测试的化合物对DNA或RNA病毒均未表现出活性。多靶点QSAR模型有效地描述了N2-酰基异烟酸肼的抗菌活性。

  DOI：

  10.2174/157340613804488404

文献信息

• Khan; Chawla, Gita; Mueed, M. Asad, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004, vol. 43, # 6, p. 1302 - 1305
  作者：Khan、Chawla, Gita、Mueed, M. Asad

  DOI：——

  日期：——
• Synthesis and biological screening of some pyridine derivatives as anti-malarial agents
  作者：Adnan A. Bekhit、Ariaya Hymete、Ashenafi Damtew、Abdel Maaboud I. Mohamed、Alaa El-Din A. Bekhit

  DOI：10.3109/14756366.2011.575071

  日期：2012.2.1

  Two series of pyridine derivatives were synthesised and evaluated for their in vivo anti-malarial activity against Plasmodium berghei. The anti-malarial activity was determined in vivo by applying 4-day standard suppressive test using chloroquine (CQ)-sensitive P. berghei ANKA strain-infected mice. Compounds 2a, 2g and 2h showed inhibition of the parasite multiplication by 90, 91 and 80%, respectively, at a dose level of 50 mu mol/kg. Moreover, The most active compounds (2a, 2g and 2h) were tested in vitro against CQ-resistant Plasmodium falciparum RKL9 strains where compound 2g showed promising activity with IC50 = 0.0402 mu M. The compounds were non-toxic at 300 and 100 mg/kg through the oral and parenteral routes, respectively. The docking pose of the most active compounds (2a, 2g and 2h) in the active site of dihydrofolate reductase enzyme revealed several hydrogen and hydrophobic interactions that contribute to the observed anti-malarial activities.
• Singirisetty, Triveni; Chilamakuru, Naresh Babu; Peraman, Ramalingam, Indian Journal of Heterocyclic Chemistry, 2020, vol. 30, # 3, p. 441 - 451
  作者：Singirisetty, Triveni、Chilamakuru, Naresh Babu、Peraman, Ramalingam、Mallela, Vijaya Jyothi、Sana, Maheswari P.、Begum, Inthiyaz

  DOI：——

  日期：——