2-phenyl-3-o-tolyl-3H-quinazolin-4-one | 37856-16-9

• 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: 2-phenyl-3-o-tolyl-3H-quinazolin-4-one
• 英文别名: 3-(2-methylphenyl)-2-phenylquinazolin-4(3H)-one；2-Phenyl-3-o-tolyl-3H-chinazolin-4-on；3-(2-Methylphenyl)-2-phenyl-4(3H)-quinazolinone；3-(2-methylphenyl)-2-phenylquinazolin-4-one
• CAS: 37856-16-9
• 化学式: C₂₁H₁₆N₂O
• 分子量: 312.371
• InChiKey: HYKGXFNKWBLRFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-phenyl-3-o-tolyl-3H-quinazolin-4-one 在 劳森试剂 作用下， 生成 2-phenyl-3-o-tolyl-3H-quinazoline-4-thione
  参考文献：
  名称：

  Dualortho interaction in 2-substituted-3-(2-methylphenyl)-4(3H)-quinazolinones and their thio analogues under electron impact conditions

  摘要：

  CX 和 3-苯基上的正交甲基取代基之间的正交作用相互竞争，导致 2-取代-3-(2-甲基苯基)-4(3H)-喹唑啉酮及其硫代类似物分子离子中的˙CH3 和˙OH/˙SH 消去。预计在双正交作用中，CX 的杂原子在 3-苯基的正交碳上发生了分子内芳香取代反应，从而释放出甲基，同时同一正交甲基取代基的氢转移到 CX 的杂原子上，导致释放出 ˙XH。在这些化合物中观察到的另一个预期碎裂过程是芳基从杂环的 3 位转移到 CX 的杂原子，导致 ArX˙从分子离子中消除。高分辨率数据、B/E 和 B2/E 链接扫描光谱、碰撞激活分解 B/E 光谱和氘同位素标记支持了所提出的碎裂过程和离子结构。

  DOI：

  10.1002/jms.1190300206
• 作为产物：
  描述：

  N-(2-tolyl)benzimidoyl chloride 在 sodium dithionite 、 乙醇 作用下， 生成 2-phenyl-3-o-tolyl-3H-quinazolin-4-one
  参考文献：
  名称：

  Familial Aggregation of 7-Year Changes in Musculoskeletal Fitness

  摘要：

  The purpose of this study was to determine the degree of familial resemblance in baseline and 7-year changes in musculoskeletal fitness. Data front the 1981 Canada Fitness Survey and the Campbell's Survey 7-year follow-up were used. The sample consisted of 1264 people (635 males and 629 females) between the ages of 7 and 69 years for whom measurements of musculoskeletal fitness were available at baseline. A subsample of 834 people had measurements at both baseline and 7-year follow-up. Sit-and-reach trunk flexibility, number of push-ups without time limit, number of sit-ups in 60 seconds, and hand-grip strength were used as indicators of musculoskeletal fitness. The data were adjusted for the effects of age and body mass index (and baseline level of the variable for changes) by using regression procedures, and they were standardized to zero mean and unit variance within each of the four sex-by-generation groups (fathers, mothers, sons, and daughters), Familial correlation models were fitted to the data by using the computer software SEGPATH. The results indicate significant familial resemblance for all indicators of musculoskeletal fitness for baseline measures and 7-year changes. The heritabilities, or the percentages of the total variance attributable to heredity, were 64% for trunk flexibility, 37% for push-ups, 59% for sit-ups, and 48% for grip strength. Similarly, heritabilities for the change scores were 48% for trunk flexibility, 52% for push-ups, 41% for sit-ups, and 32% for grip strength. The results suggest that familial, and perhaps genetic, factors are important in explaining the variance in musculoskeletal fitness not only cross-sectionally but also for changes over time.

  DOI：

  10.1093/gerona/56.12.b497

文献信息

• Synthesis of quinazolin-4(3H)-ones via electrochemical decarboxylative cyclization of α‑keto acids with 2-aminobenzamides
  作者：Qing Tian、Jinli Zhang、Liang Xu、Yu Wei

  DOI：10.1016/j.mcat.2020.111345

  日期：2021.1

  Abstract Herein, an environmentally benign electrochemical protocol has been disclosed for the synthesis of quinazolin-4(3H)-one derivatives from readily available α‑keto acids and 2-aminobenzamides. This decarboxylative cyclization process proceeds conveniently in the absence of any homogeneous metal catalysts, bases, or external oxidants. This protocol also features CO2 by-products, mild reaction

  摘要 本文公开了一种环境友好的电化学方案，用于从容易获得的 α-酮酸和 2-氨基苯甲酰胺合成 quinazolin-4(3H)-one 衍生物。这种脱羧环化过程在没有任何均相金属催化剂、碱或外部氧化剂的情况下方便地进行。该协议还具有 CO2 副产物、温和的反应条件（室温和空气气氛）和广泛的底物范围，包括一系列 2,3-二取代喹唑啉酮产品。
• [EN] 2-(2-CHLORO-4-METHYLPHENYL)QUINAZOLINE-4(3H)-KETONE COMPOUND AND MEDICAL USE THEREOF<br/>[FR] COMPOSÉ DE 2-(2-CHLORO-4-MÉTHYLPHÉNYL)QUINAZOLINE-4(3H)-CÉTONE ET SON UTILISATION MÉDICALE<br/>[ZH] 2-(2-氯-4-甲基苯基)喹唑啉-4(3H)-酮类化合物及其医药用途
  申请人：INST OF PHARMACOLOGY AND TOXICOLOGY ACADEMY OF MILITARY MEDICAL SCIENCES

  公开号：WO2020239050A1

  公开（公告）日：2020-12-03

  本发明公开了一种式(I)表示的2-(2-氯-4-甲基苯基)喹唑啉-4(3H)-酮类化合物，其制备方法，以及其用于镇静催眠、抗惊厥、抗抑郁、抗焦虑等药物的用途。
• Iron-Catalyzed One-Pot 2,3-Diarylquinazolinone Formation from 2-Nitrobenzamides and Alcohols
  作者：Huamin Wang、Xiangxiang Cao、Fuhong Xiao、Saiwen Liu、Guo-Jun Deng

  DOI：10.1021/ol402350x

  日期：2013.9.20

  A novel approach for the synthesis of 2,3-diarylquinazolinones using iron as catalyst is described. Various 2-nitro-N-arylbenzamides reacted with benzylic alcohols to selectively give the corresponding products in the absence of external oxidant or reductant.
• Hemalatha; Kumar, M. Suresh; Girija, Indian Journal of Heterocyclic Chemistry, 2014, vol. 24, # 1, p. 35 - 40
  作者：Hemalatha、Kumar, M. Suresh、Girija

  DOI：——

  日期：——
• Familial Aggregation of 7-Year Changes in Musculoskeletal Fitness
  作者：P. T. Katzmarzyk、N. Gledhill、L. Perusse、C. Bouchard

  DOI：10.1093/gerona/56.12.b497

  日期：2001.12.1

  The purpose of this study was to determine the degree of familial resemblance in baseline and 7-year changes in musculoskeletal fitness. Data front the 1981 Canada Fitness Survey and the Campbell's Survey 7-year follow-up were used. The sample consisted of 1264 people (635 males and 629 females) between the ages of 7 and 69 years for whom measurements of musculoskeletal fitness were available at baseline. A subsample of 834 people had measurements at both baseline and 7-year follow-up. Sit-and-reach trunk flexibility, number of push-ups without time limit, number of sit-ups in 60 seconds, and hand-grip strength were used as indicators of musculoskeletal fitness. The data were adjusted for the effects of age and body mass index (and baseline level of the variable for changes) by using regression procedures, and they were standardized to zero mean and unit variance within each of the four sex-by-generation groups (fathers, mothers, sons, and daughters), Familial correlation models were fitted to the data by using the computer software SEGPATH. The results indicate significant familial resemblance for all indicators of musculoskeletal fitness for baseline measures and 7-year changes. The heritabilities, or the percentages of the total variance attributable to heredity, were 64% for trunk flexibility, 37% for push-ups, 59% for sit-ups, and 48% for grip strength. Similarly, heritabilities for the change scores were 48% for trunk flexibility, 52% for push-ups, 41% for sit-ups, and 32% for grip strength. The results suggest that familial, and perhaps genetic, factors are important in explaining the variance in musculoskeletal fitness not only cross-sectionally but also for changes over time.