4-nitro-1H-indole-2-carbohydrazide | 90323-85-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4-nitro-1H-indole-2-carbohydrazide
• 英文别名: 4-nitroindole-2-carbohydrazide；4-Nitro-indol-2-carbonsaeure-hydrazid；4-nitro-indole-2-carboxylic acid hydrazide
• CAS: 90323-85-6
• 化学式: C₉H₈N₄O₃
• 分子量: 220.188
• InChiKey: CBXLPEUAYONAOJ-UHFFFAOYSA-N

物化性质

• 熔点：
  280 °C (decomp)(Solv: ethanol (64-17-5))
• 密度：
  1.559±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  117
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-nitro-1H-indole-2-carbohydrazide 在 盐酸 作用下， 以 甲醇 为溶剂， 生成 N'-[4-(2-chloropyridin-4-yl)-1,3-thiazol-2-yl]-4-nitro-1H-indole-2-carbohydrazide
  参考文献：
  名称：

  Synthesis and Biological Activity of Novel 4-/5-/6-/7-Nitro-N ′-(4-Aryl-1,3-Thiazol-2-yl)1H-Indole-2-Carbohydrazide Derivatives

  摘要：

  New 4-/5-/6-/7-nitro-N'-(4-aryl-1,3-thiazol-2-yl)-1H-indole-2-carbohydrazides (4a-t) were prepared by treating respective nitroindole thiosemicarbazide with aromatic acylbromides. The newly synthesized compounds were characterized by analytical and spectral data. The compounds were also screened for antifungal and antibacterial activity. Some of the compounds exhibited promising antimicrobial activity.

  DOI：

  10.1080/10426500600864684
• 作为产物：
  描述：

  (2Z)-2-[(3-硝基苯基)亚肼基]丙酸乙酯 在 PPA 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 4-nitro-1H-indole-2-carbohydrazide
  参考文献：
  名称：

  Synthesis of some new biologically active 1,3,4-oxadiazolyl nitroindoles and a modified Fischer indole synthesis of ethyl nitro indole-2-carboxylates

  摘要：

  An efficient and modified synthesis of ethyl-4-nitro/5-nitro/6-nitro and 7-nitroindole-2-carboxylates is described. Carbo-hydrazides of corresponding ethyl nitroindole-2-carboxylates underwent smooth one-step transformation to 1,3,4-oxadiazolyl nitroindoles (4a-I) on reaction with aromatic carboxylic acids in the presence of phosphorus oxychloride. An alternate method to synthesize 1,3,4-oxadiazolyl nitroindoles is also described. Among the newly synthesized 1,3,4-oxadiazolyl nitroindoles, a few compounds are studied for anti-inflammatory activity. (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2005.04.068

文献信息

• Synthesis of some new substituted triazolo [4,3-a][1,4] benzodiazepine derivatives as potent anticonvulsants
  作者：B. Narayana、K.K. Vijaya Raj、B.V. Ashalatha、N. Suchetha Kumari

  DOI：10.1016/j.ejmech.2005.12.003

  日期：2006.3

  Novel 8-chloro-6-(2-fluorophenyl)-1-(aryl)-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine s (5a-f) were prepared by treating 7-chloro-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepine-2-thione with various aromatic acid hydrazides. The newly prepared compounds were characterized by spectral analysis. Compounds were tested for anticonvulsant activity. Four of the tested compounds such as 5a, 5d, 5e

  制备了新型的8-氯-6-（2-氟苯基）-1-（芳基）-4H- [1,2,4]三唑[4,3-a] [1,4]苯并二氮杂（5a-f）用各种芳香酸酰肼处理7-氯-5-（2-氟苯基）-1，3-二氢-2H-1，4-苯并二氮杂-2-硫酮。通过光谱分析对新制备的化合物进行了表征。测试化合物的抗惊厥活性。与标准药物地西epa相比，四种受试化合物（如5a，5d，5e和5f）表现出优异的抗惊厥活性。
• Narayana; Ashalatha; Vijaya Raj, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2009, vol. 48, # 12, p. 1794 - 1805
  作者：Narayana、Ashalatha、Vijaya Raj、Sarojini

  DOI：——

  日期：——
• Synthesis of some new biologically active 1,3,4-oxadiazolyl nitroindoles and a modified Fischer indole synthesis of ethyl nitro indole-2-carboxylates
  作者：B. Narayana、B.V. Ashalatha、K.K. Vijaya Raj、J. Fernandes、B.K. Sarojini

  DOI：10.1016/j.bmc.2005.04.068

  日期：2005.8

  An efficient and modified synthesis of ethyl-4-nitro/5-nitro/6-nitro and 7-nitroindole-2-carboxylates is described. Carbo-hydrazides of corresponding ethyl nitroindole-2-carboxylates underwent smooth one-step transformation to 1,3,4-oxadiazolyl nitroindoles (4a-I) on reaction with aromatic carboxylic acids in the presence of phosphorus oxychloride. An alternate method to synthesize 1,3,4-oxadiazolyl nitroindoles is also described. Among the newly synthesized 1,3,4-oxadiazolyl nitroindoles, a few compounds are studied for anti-inflammatory activity. (c) 2005 Published by Elsevier Ltd.
• Synthesis and Biological Activity of Novel 4-/5-/6-/7-Nitro-<i>N</i> ′-(4-Aryl-1,3-Thiazol-2-yl)1<i>H</i>-Indole-2-Carbohydrazide Derivatives
  作者：B. V. Ashalatha、B. Narayana、N. Suchetha Kumari

  DOI：10.1080/10426500600864684

  日期：2006.12.1

  New 4-/5-/6-/7-nitro-N'-(4-aryl-1,3-thiazol-2-yl)-1H-indole-2-carbohydrazides (4a-t) were prepared by treating respective nitroindole thiosemicarbazide with aromatic acylbromides. The newly synthesized compounds were characterized by analytical and spectral data. The compounds were also screened for antifungal and antibacterial activity. Some of the compounds exhibited promising antimicrobial activity.