4-(1'H-indol-3'-ylmethylene)-2-methyl-5(4H)oxazolone | 54753-57-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-(1'H-indol-3'-ylmethylene)-2-methyl-5(4H)oxazolone
• 英文别名: 4-indol-3-ylmethylene-2-methyl-4H-oxazol-5-one；4-Indol-3-ylmethylen-2-methyl-4H-oxazol-5-on；4-(1H-indol-3-ylmethylidene)-2-methyl-1,3-oxazol-5-one
• CAS: 54753-57-0；70082-68-7；70082-69-8
• 化学式: C₁₃H₁₀N₂O₂
• 分子量: 226.235
• InChiKey: VOESNMFSVRKYQW-UHFFFAOYSA-N

物化性质

• 熔点：
  200-201 °C(Solv: benzene (71-43-2))
• 沸点：
  424.9±55.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.48
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  54.45
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-(1'H-indol-3'-ylmethylene)-2-methyl-5(4H)oxazolone 在 sodium hydroxide 作用下， 生成 3-(3-吲哚基)-2-氧代丙酸
  参考文献：
  名称：

  Preparation and Properties of β-3-Indolyl Compounds Related to Tryptophan Metabolism¹

  摘要：

  DOI：

  10.1021/jo01102a025
• 作为产物：
  描述：

  DL-色氨酸 在 吡啶 、 sodium hydroxide 作用下， 生成 4-(1'H-indol-3'-ylmethylene)-2-methyl-5(4H)oxazolone
  参考文献：
  名称：

  Preparation and Properties of β-3-Indolyl Compounds Related to Tryptophan Metabolism¹

  摘要：

  DOI：

  10.1021/jo01102a025

文献信息

• Facile synthesis of 4-arylidene-5-imidazolinones as synthetic analogs of fluorescent protein chromophore
  作者：Cheng-Yu Lee、Yun-Chung Chen、Hao-Chun Lin、Yuandong Jhong、Chih-Wei Chang、Ching-Hua Tsai、Chai-Lin Kao、Tun-Cheng Chien

  DOI：10.1016/j.tet.2012.04.102

  日期：2012.7

  A facile and effective synthesis for a wide variety of 4-arylidene-5-imidazolinone derivatives was developed. 4-Arylidene-5-oxazolinones were prepared by Erlenmeyer azlactone synthesis from N-acylglycines and arylaldehydes. The ring-opening reactions of the 4-arylidene-5-oxazolinones with primary amines afforded 2-acylamino-3-arylacrylamides in excellent yields. A new dehydrative cyclization of the

  开发了一种简便而有效的合成方法，用于合成各种4-亚芳基-5-咪唑啉酮衍生物。通过N-酰基甘氨酸和芳基醛的Erlenmeyer丁二酸内酯合成来制备4-亚芳基-5-恶唑啉酮。4-亚芳基-5-恶唑啉酮与伯胺的开环反应以优异的产率提供了2-酰基氨基-3-芳基丙烯酰胺。吡啶中2-酰基氨基-3-芳基丙烯酰胺在回流下的新脱水环化反应以良好的收率提供了相应的4-亚芳基-5-咪唑啉酮。
• Synthesis, biological activity and docking study of imidazol-5-one as novel non-nucleoside HIV-1 reverse transcriptase inhibitors
  作者：Santosh N. Mokale、Deepak Lokwani、Devanand B. Shinde

  DOI：10.1016/j.bmc.2012.02.037

  日期：2012.5

  A novel series of substituted imidazol-5-ones were designed, synthesized and evaluated for in vitro reverse transcriptase (RT) inhibition activity using reverse transcriptase assay kit (Roche, Colorimetric). It has been observed from in vitro screening that newly synthesized compounds possess RT inhibitory activity. Docking study was performed to study the binding orientation and affinity of synthesized

  设计，合成了一系列新的取代的咪唑-5-酮，并使用逆转录酶测定试剂盒（Roche，Colorimetric）评估了其在体外的逆转录酶（RT）抑制活性。从体外筛选观察到，新合成的化合物具有RT抑制活性。进行对接研究以研究合成化合物对RT酶的结合方向和亲和力。
• A facile synthesis of 2-alkyl-3-α-carboxy-α-styryl/heterylvinyl quinazolin-4(3H)-ones and 3-arylidene/heterylmethylidene-4-aroyl-1H-[1,4]benzodiazepine-2,5(3H,4H)-diones and their transformation into novel heterocyclyl and heterocyclo analogues
  作者：Poonam Gupta、Archana Sharma、R. L. Sharma

  DOI：10.1002/jhet.756

  日期：2012.1

  formation of two entirely different heterocyclic systems, differently substituted quinazoline compounds, 2‐methyl‐/2‐ethyl‐3‐α‐carboxy‐α‐styryl‐/β‐heteryl‐α‐carboxyvinyl‐quinazolin‐4(3H)‐ones 3a–3e and 3′a–3′e and differently substituted 1,4‐benzodiazepine compounds, 3‐arylidene‐/heteryl methylidene‐4‐aroyl‐1H‐[1,4]benzodiazepine‐2,5(3H,4H)‐diones 7a–7e and 7′a–7′e. Compounds 3a–3e and 3′a–3′e have been converted

  导致2-甲基-2-乙基和2-苯基-/对甲苯基-4-芳基-亚芳基/杂甲基亚甲基-2-恶唑啉-5-酮（γ-内酯）2与邻氨基苯甲酰胺1在乙酸中缩合在形成两个完全不同的杂环系统时，取代基不同的喹唑啉化合物2-甲基-2-乙基-3-3-α-羧基-α-苯乙烯基/β-杂基-α-羧基乙烯基-喹唑啉-4（3 H）一个3a-3e和3'a-3'e以及不同取代的1,4-苯并二氮杂化合物，3-亚芳基-/杂甲叉基-4-芳基-1 H- [1,4]苯并二氮杂-2,5（3 H，4 H）-diones 7a-7e和7′a-7′e。化合物3a–3e和3'a-3'e已被转换为化合物4a-4e和4'a-4'e；5a-5e和5′a-5′e；和6a-6e和6′a-6′e通过不同的变换。与邻苯二胺缩合后的苯二氮卓类化合物7a-7e和7'a-7'e生成了三个新颖的杂环系统8a-8e和8'a-8'e；9a-9e和9′a-9′e；和10a-10e和10′a-10′e。J
• Synthesis, in-vitro reverse transcriptase inhibitory activity and docking study of some new imidazol-5-one analogs
  作者：Santosh N. Mokale、Deepak K. Lokwani、Devanand B. Shinde

  DOI：10.1007/s00044-014-0954-8

  日期：2014.8
• Pande; Kalsi; Bhalla, Pharmazie, 1987, vol. 42, # 4, p. 269 - 269
  作者：Pande、Kalsi、Bhalla、Barthwal

  DOI：——

  日期：——