trans-2-[2-(4-nitrophenyl)vinyl]-3-phenyl-3H-quinazolin-4-one

• 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: trans-2-[2-(4-nitrophenyl)vinyl]-3-phenyl-3H-quinazolin-4-one
• 英文别名: 2-[(E)-2-(4-nitrophenyl)ethenyl]-3-phenylquinazolin-4(3H)-one；2-[(E)-2-(4-nitrophenyl)ethenyl]-3-phenylquinazolin-4-one
• 化学式: C₂₂H₁₅N₃O₃
• 分子量: 369.379
• InChiKey: YPZQJWRRHQPPSV-NTCAYCPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  trans-2-[2-(4-nitrophenyl)vinyl]-3-phenyl-3H-quinazolin-4-one 、 溴 生成 2-(α,β-dibromo-p-nitrophenethyl)-3-phenyl-4(3H)-quinazolinone
  参考文献：
  名称：

  BADR, M. Z. A.;EL-NAGGAR, G. M.;EL-SHERIEF, H. A. H., INDIAN J. CHEM., 1980, 19, N 10, 925-926

  摘要：

  DOI：
• 作为产物：
  描述：

  邻乙酰胺苯甲酸內酯 在 吡啶 、 乙酸酐 、 zinc(II) chloride 作用下， 以 四氢呋喃 为溶剂， 生成 trans-2-[2-(4-nitrophenyl)vinyl]-3-phenyl-3H-quinazolin-4-one
  参考文献：
  名称：

  Synthesis and photophysical properties of 2-styrylquinazolin-4-ones

  摘要：

  trans-2-Styryl-substituted 3H-, 3-phenyl-, and 3-naphthylquinazolin-4-ones and their 6,7-difluoro derivatives were synthesized by condensation of appropriate 2-methylquinazolin-4-ones with aromatic aldehydes or by the transformation of the heterocycle of 2-methyl-3,1-benzoxazin-4-one under the action of benzylidenephenylamines.

  DOI：

  10.1134/s1070428011050150

文献信息

• Regio- and stereoselective synthesis of novel spiropyrrolidines through 1,3-dipolar cycloaddition reactions of azomethine ylides and 2-styrylquinazolin-4(3H)-ones
  作者：Ram Awatar Maurya、Ranjita Nayak、Chada Narsimha Reddy、Jeevak Sopanrao Kapure、Jagadeesh Babu Nanubolu、Kiran Kumar Singarapu、M. Ajitha、Ahmed kamal

  DOI：10.1039/c4ra03508a

  日期：——

  Efficient regio- and stereoselective synthesis of novel of spiropyrrolidines was achieved through 1,3-dipolar cycloaddition reaction of 2-styrylquinazolin-4(3H)-ones with azomethine ylides generated in situ from decarboxylative coupling of L-proline and isatin. The present approach offers the advantages of a clean and simple methodology, high atom economy, short reaction time, wide substrate scope

  通过2-苯乙烯基喹唑啉-4（3 H）-1与3-脯氨酸和L-脯氨酸脱羧偶合原位生成的甲亚胺基团的1，3-偶极环加成反应，实现了新型螺吡咯烷的高效区域和立体选择性合成。本方法提供了清洁和简单的方法，高原子经济性，较短的反应时间，较宽的底物范围和螺吡咯烷酮的高产率方案的优点。
• Modulators of Rho C activity
  申请人：——

  公开号：US20030171387A1

  公开（公告）日：2003-09-11

  Compounds of formula 1 modulate the activity of Rho C: 1 wherein R 1 is H, lower alkyl, aralkyl, aryl-lower alkenyl, or —(CH 2 ) n CH(R 7 )NR 8 R 9 , where n is 0-6 inclusive, R 7 is H, lower alkyl, aryl, or aralkyl, R 8 is H, lower alkyl, cyclo-alkyl, aryl, or aralkyl, and R 9 is R, RCO—, ROCO—, or RNHCO—, where R is lower alkyl, cycloalkyl, aryl, or aralkyl, wherein aryl and aralkyl are substituted with 0-3 substituents selected from the group consisting of lower alkyl, halo, nitro, —OH, trifluoromethyl, or lower alkoxy; R 2 is lower alkyl, aryl, aralkyl, or —(CHR 10 ) m (CO)—R 11 , wherein m is 0-4, R 10 is H or lower alkyl, and R 11 is lower alkyl, cycloalkyl, aryl, or aralkyl, wherein aryl and aralkyl are substituted with 0-3 substituents selected from the group consisting of lower alkyl, halo, nitro, —OH, trifluoromethyl, or lower alkoxy; R 3 , R 4 , R 5 , and R 6 , are each independently H, lower alkyl, halo, nitro, OH, lower alkoxy, NH 2 , lower alkylamino, di(lower alkylamino), trifluoromethyl, or SH; or a pharmaceutically acceptable salt thereof.

  式子1的化合物调节Rho C的活性，其中R1为氢、低烷基、芳基烷基、芳基-低烯基或—(CH2)nCH(R7)NR8R9，其中n为0-6，R7为氢、低烷基、芳基或芳基烷基，R8为氢、低烷基、环烷基、芳基或芳基烷基，R9为R、RCO—、ROCO—或RNHCO—，其中R为低烷基、环烷基、芳基或芳基烷基，其中芳基和芳基烷基被0-3个来自下列基团的取代基取代：低烷基、卤素、硝基、—OH、三氟甲基或低烷氧基；R2为低烷基、芳基、芳基烷基或—(CHR10)m(CO)—R11，其中m为0-4，R10为氢或低烷基，R11为低烷基、环烷基、芳基或芳基烷基，其中芳基和芳基烷基被0-3个来自下列基团的取代基取代：低烷基、卤素、硝基、—OH、三氟甲基或低烷氧基；R3、R4、R5和R6各自独立地为氢、低烷基、卤素、硝基、—OH、低烷氧基、NH2、低烷基氨基、二(低烷基)氨基、三氟甲基或SH；或其药学上可接受的盐。
• US7053216B2
  申请人：——

  公开号：US7053216B2

  公开（公告）日：2006-05-30
• [EN] MODULATORS OF RHO C ACTIVITY<br/>[FR] MODULATEURS DE L'ACTIVITE DE RHO C
  申请人：ICONIX PHARM INC

  公开号：WO2003043961A2

  公开（公告）日：2003-05-30

  Compounds of formula 1 modulate the activity of Rho C: (Formula I) wherein R1 is H, lower alkyl, aralkyl, aryl-lower alkenyl, or (CH2)nCH(R7)NR8R9, where n is 0-6 inclusive, R7 is H, lower alkyl, aryl, or aralkyl, R8 is H, lower alkyl, cyclo-alkyl, aryl, or aralkyl, and R9 is R, RCO-, ROCO-, or RNHCO-, where R is lower alkyl, cycloalkyl, aryl, or aralkyl, wherein aryl and aralkyl are substituted with 0-3 substituents selected from the group consisting of lower alkyl, halo, nitro, -OH, trifluoromethyl, or lower alkoxy; R2 is lower alkyl, aryl, aralkyl, or (CHR10)m-(CO)-R11, wherein m is 0-4, R10 is H or lower alkyl, and R11 is lower alkyl, cycloalkyl, aryl, or aralkyl, wherein aryl and aralkyl are substituted with 0-3 substituents selected from the group consisting of lower alkyl, halo, nitro, -OH, trifluoromethyl, or lower alkoxy; R3, R4, R5 and R6 are each independtly H, lower alkyl, halo, nitro, OH, lowe alkoxy, NH2, lower alkylamino, di(lower alkylamino), trifluoromethyl, or SH; or a pharmaceutically acceptable salt thereof.
• Synthesis and photophysical properties of 2-styrylquinazolin-4-ones
  作者：T. V. Trashakhova、E. V. Nosova、M. S. Valova、P. A. Slepukhin、G. N. Lipunova、V. N. Charushin

  DOI：10.1134/s1070428011050150

  日期：2011.5

  trans-2-Styryl-substituted 3H-, 3-phenyl-, and 3-naphthylquinazolin-4-ones and their 6,7-difluoro derivatives were synthesized by condensation of appropriate 2-methylquinazolin-4-ones with aromatic aldehydes or by the transformation of the heterocycle of 2-methyl-3,1-benzoxazin-4-one under the action of benzylidenephenylamines.