4-(4-Oxo-2-phenyl-4H-quinazolin-3-yl)-benzoyl chloride | 863988-64-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 4-(4-Oxo-2-phenyl-4H-quinazolin-3-yl)-benzoyl chloride
• 英文别名: 4-(4-oxo-2-phenylquinazolin-3-yl)benzoyl chloride
• CAS: 863988-64-1
• 化学式: C₂₁H₁₃ClN₂O₂
• 分子量: 360.799
• InChiKey: NGFRMOIDAXLDAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.43
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.96
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(4-Oxo-2-phenyl-4H-quinazolin-3-yl)-benzoyl chloride 在 一水合肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 2-phenyl-3-(4-(3-phenyl-5-p-tolyl-4,5-dihydro-1H-pyrazole-1-carbonyl)phenyl)quinazolin-4(3H)-one
  参考文献：
  名称：

  Synthesis and anticonvulsant activity of novel quinazolin-4(3H)-one derived pyrazole analogs

  摘要：

  Eighteen novel 6,8-(dibromo/unsubstituted)-2-(methyl/phenyl)-3-(4-(5-(substitutedphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole-1-carbonyl)phenyl)-quinazolin-4(3H)-ones 4a-4r were designed and synthesized in good yield. Antiepileptic screening of the title compounds was performed using MES and scPTZ seizures tests while the neurotoxicity was determined by rotorod test. In the preliminary screening, compounds 4d, 4e, 4p, 4q, and 4r were found active in MES model, while 4a, 4d, 4f, 4m, and 4p showed significant antiepileptic activity in scPTZ model. Further, all these eight compounds were administered to rats and compounds 4e, 4p, and 4q showed better activity than Phenytoin in oral route. Among these compounds 4p revealed protection in MES after i.p. administration at a dose of 30 mg/kg (0.5 h) and 100 mg/kg (4 h). The compound 4p also provided protection in the scPTZ at a dose of 100 mg/kg (0.5 h) and 300 mg/kg (4 h).

  DOI：

  10.1007/s00044-012-0169-9
• 作为产物：
  描述：

  苯草灭 在 吡啶 、 氯化亚砜 作用下， 反应 7.0h， 生成 4-(4-Oxo-2-phenyl-4H-quinazolin-3-yl)-benzoyl chloride
  参考文献：
  名称：

  Synthesis and anticonvulsant activity of novel quinazolin-4(3H)-one derived pyrazole analogs

  摘要：

  Eighteen novel 6,8-(dibromo/unsubstituted)-2-(methyl/phenyl)-3-(4-(5-(substitutedphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole-1-carbonyl)phenyl)-quinazolin-4(3H)-ones 4a-4r were designed and synthesized in good yield. Antiepileptic screening of the title compounds was performed using MES and scPTZ seizures tests while the neurotoxicity was determined by rotorod test. In the preliminary screening, compounds 4d, 4e, 4p, 4q, and 4r were found active in MES model, while 4a, 4d, 4f, 4m, and 4p showed significant antiepileptic activity in scPTZ model. Further, all these eight compounds were administered to rats and compounds 4e, 4p, and 4q showed better activity than Phenytoin in oral route. Among these compounds 4p revealed protection in MES after i.p. administration at a dose of 30 mg/kg (0.5 h) and 100 mg/kg (4 h). The compound 4p also provided protection in the scPTZ at a dose of 100 mg/kg (0.5 h) and 300 mg/kg (4 h).

  DOI：

  10.1007/s00044-012-0169-9

文献信息

• Heterocyclic synthesis: A convenient route to some 2-mercepto 1,3,4-oxadiazole and green chemistry microwave-induced one-pot synthesis of 2-aryl 1,3,4-oxadiazole in quinazolone and their antibacterial and antifungal activity
  作者：A. R. Desai、K. R. Desai

  DOI：10.1002/jhet.5570420539

  日期：2005.7

  6-substi-tuted-3-[4-(5-phenyl-1,3,4-oxadiazol-2-yl) phenyl]-2-substitutedquinazolin-4(3H)-one 3(a-l) were synthesized using conventional and microwave techniques respectively and were screened for antibacterial and antifungal activity.

  几个6-取代的-3-[（（5-巯基-1,3,4-恶二唑-2-基）甲基] -2-取代的喹唑啉-4（3 H）-一个或6-取代的-3- [4- （5-mercepto-1,3,4-oxadiazol-2-yl）phenyl] -2-取代的quinazolin-4（3 H）-一个2（al）和6-取代的-3-[（5-phenyl-1， 3,4-恶二唑-2-基）甲基] -2-取代的喹唑啉-4（3 H）-一或6-取代的-3- [4-（5-苯基-1,3,4-恶二唑-2分别使用常规技术和微波技术合成了（基）苯基] -2-取代的喹唑啉-4（3 H）-1 3（al），并对其抗菌和抗真菌活性进行了筛选。
• Synthesis, characterization and biological activity of new 3(4H)-quinazolinone derivatives
  作者：A. I. El-Shenawy

  DOI：10.1134/s1070363217090237

  日期：2017.9

  synthesis of many heterocyclic systems. Ethyl 4-[4-oxo-2-phenylquinazolin-3(4H)-yl]benzoate 2 upon reaction with hydrazine hydrate gave 4-[4-oxo-2-phenylquinazolin-3(4H)-yl]benzoate benzoylhydrazide 3. Compound 3 on treatment with 3-nitrobenzaldehyde, acetyl acetone, ethyl acetoacetate, and ammonium thiocyanate yielded compounds 4–8, respectively. Isothiocyanate 8 was used for the synthesis of other

  喹唑啉基苯甲酸1被用作许多杂环系统合成的前体。与水合肼反应后的4- [4-氧代-2-苯基喹唑啉-3（4 H）-基]苯甲酸乙酯2得到4- [4-氧代-2-苯基喹唑啉-3（4 H）-基]苯甲酸乙酯苯甲酰肼3。化合物3治疗与3-硝基苯甲醛，乙酰丙酮，乙酰乙酸乙酯，和硫氰酸铵，得到化合物4 - 8，分别。异硫氰酸盐8用于合成其他喹唑啉衍生物9 – 16通过与各种试剂的反应。所有新合成的喹唑啉酮衍生物均已通过1 H NMR，IR和质谱表征。对大多数合成产品的抗菌和抗真菌活性进行了评估，其中一些具有高活性。
• Panda; Srinivas; Rao, M.E. Bhanoji, Journal of the Indian Chemical Society, 2002, vol. 79, # 9, p. 770 - 771
  作者：Panda、Srinivas、Rao, M.E. Bhanoji、Panda

  DOI：——

  日期：——
• NIGAM, RITA;SWARUP, SANJAY;SAXENA, V. K.;DUA, P. R.;SRIMAL, R. C., INDIAN DRUGS., 27,(1990) N, C. 238-243
  作者：NIGAM, RITA、SWARUP, SANJAY、SAXENA, V. K.、DUA, P. R.、SRIMAL, R. C.

  DOI：——

  日期：——