6-hydroxy-6,6a-dihydroisoindolo[2,1-a]quinazoline-5,11-dione | 57560-87-9

• 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: 6-hydroxy-6,6a-dihydroisoindolo[2,1-a]quinazoline-5,11-dione
• 英文别名: 6-hydroxy-6,6a-dihydroisoindolo[2,1-a]quinazolin-5,11-dione；6-hydroxy-6,6a-dihydro-isoindolo[2,1-a]quinazoline-5,11-dione；6-Hydroxy-5,6,6a,11-tetrahydro-isoindolo<2,1-a>chinazolin-5,11-dion；6-hydroxy-6aH-isoindolo[2,3-a]quinazoline-5,11-dione
• CAS: 57560-87-9
• 化学式: C₁₅H₁₀N₂O₃
• 分子量: 266.256
• InChiKey: CMQQFBSFQVDHII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  60.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-hydroxy-6,6a-dihydroisoindolo[2,1-a]quinazoline-5,11-dione 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 1.0h， 以83%的产率得到2-(4-氧代-1H-喹唑啉-2-基)苯甲酸
  参考文献：
  名称：

  合成新型含喹唑啉的异羟肟酸作为潜在的HDAC / VEGFR抑制剂。具有吡咯烷酮开环的异常重排和含有四环的3-N-羟基喹唑啉片段的脱水

  摘要：

  开发了合成途径并获得了新的异羟肟酸作为HDAC / VEGFR2的潜在抑制剂，包括以喹唑啉酮片段为“帽”的四环。对获得的化合物进行进一步的生物学测试将为评估所选研究方向的实际前景提供机会。

  DOI：

  10.1016/j.tetlet.2019.151315
• 作为产物：
  描述：

  邻羧基苯甲醛 、 2-氨基-N-羟基苯甲酰胺 在 对甲苯磺酸 作用下， 以 水 、 氯苯 为溶剂， 反应 6.0h， 以96%的产率得到6-hydroxy-6,6a-dihydroisoindolo[2,1-a]quinazoline-5,11-dione
  参考文献：
  名称：

  合成新型含喹唑啉的异羟肟酸作为潜在的HDAC / VEGFR抑制剂。具有吡咯烷酮开环的异常重排和含有四环的3-N-羟基喹唑啉片段的脱水

  摘要：

  开发了合成途径并获得了新的异羟肟酸作为HDAC / VEGFR2的潜在抑制剂，包括以喹唑啉酮片段为“帽”的四环。对获得的化合物进行进一步的生物学测试将为评估所选研究方向的实际前景提供机会。

  DOI：

  10.1016/j.tetlet.2019.151315

文献信息

• Isoindolo[2, 1-A]quinazoline derivatives for stabilization of organic materials
  申请人：BASF SE

  公开号：US09321902B2

  公开（公告）日：2016-04-26

  The present invention relates to a composition, which comprises a) an organic material susceptible to oxidative, thermal or light-induced degradation, which is a polymer, an oligohydroxy compound, a wax, a fat or a mineral oil, with the proviso that the polymer is not a polypeptide, agar-agar or a component of agar-agar and the oligohydroxy compound is not glucose or a component of agar-agar; and b) a compound of formula (I) n is 1, 2, 3 or 4; when n is 1, R5 is H, C1-C30-alkyl, C3-C10-cycloalkyl, C6-C10-aryl, which is unsubstituted or substituted by C1-C8-alkyl, C1-C8-alkoxy, halogen or one phenyl, C7-C13-aralkyl, C2-C22-alkenyl, C3-C12-alkinyl, OH, C1-C30-alkyloxy, C3-C10-cycloalkyloxy, C6-C12-aryloxy, C7-C13-aralkyloxy, hydroxy-C1-C8-alkyl, carboxy-C1-C12-alkyl, C1-C12-alkoxycarbonyl-C1-C12-alkyl, C2-C30-alkyl, which is interrupted by one or more oxygen atoms, C2-C16-alkyl, which is interrupted by one sulfur atom, or NR′1R′2; when n is 2, R5 is C1-C12-alkane-diyl, C6-C14-arylene, C4-C8-cycloalkane-bis-(C1-C4-alkylene), C6-C14-arene-bis-(C1-C4-alkylene), C4-C24-alkane-diyl, which is interrupted by one or more oxygen atoms, C4-C20-alkane-diyl, which is interrupted by one or more —NH—, —N(C1-C8-alkyl)- or —N(hydroxy-C1-C8-alkyl)-, piperazine-N,N′-bis-(C1-C4-alkylene) or C2-C10-alkane-diyl, which is interrupted by one sulfur atom; R1 to R4 and R6 to R9 are each independently from each other H, C1-C12-alkyl, C3-C10-cycloalkyl, C3-C22-alkenyl, C1-C12-alkoxy, C1-C12-alkylsulfanyl, hydroxy- C1-C8-alkyl, halogen, NR″1R″2, NO2, CN, phenyl, phenyloxy or R1 and R2 or R2 and R3 or R3 and R4 or R6 and R7 or R7 and R8 or R8 and R9 are linked together to form a five- or 6-membered alicylic, aromatic or heterocyclic ring together with their 2 corresponding carbons atoms, to which they are attached.

  本发明涉及一种组合物，包括a) 一种易于氧化、热降解或光诱导降解的有机材料，该有机材料是聚合物、寡聚羟基化合物、蜡、脂肪或矿物油，但聚合物不是多肽、琼脂或琼脂的组分，寡聚羟基化合物不是葡萄糖或琼脂的组分；和b) 公式(I)的化合物，其中n为1、2、3或4；当n为1时，R5为H、C1-C30-烷基、C3-C10-环烷基、C6-C10-芳基，未取代或被C1-C8-烷基、C1-C8-烷氧基、卤素或一个苯基、C7-C13-芳基烷基、C2-C22-烯基、C3-C12-炔基、OH、C1-C30-烷氧基、C3-C10-环烷氧基、C6-C12-芳氧基、C7-C13-芳基烷氧基、羟基-C1-C8-烷基、羧基-C1-C12-烷基、C1-C12-烷氧羰基-C1-C12-烷基、被一个或多个氧原子中断的C2-C30-烷基、被一个硫原子中断的C2-C16-烷基，或NR′1R′2；当n为2时，R5为C1-C12-烷二基、C6-C14-芳二烷基、C4-C8-环烷基-双-(C1-C4-烷二基)、C6-C14-芳基-双-(C1-C4-烷二基)、被一个或多个氧原子中断的C4-C24-烷二基、被一个或多个-NH-、-N(C1-C8-烷基)-或-N(羟基-C1-C8-烷基)-中断的C4-C20-烷二基、哌嗪-N,N′-双-(C1-C4-烷二基)或被一个硫原子中断的C2-C10-烷二基；R1至R4和R6至R9各自独立地为H、C1-C12-烷基、C3-C10-环烷基、C3-C22-烯基、C1-C12-烷氧基、C1-C12-烷硫基、羟基-C1-C8-烷基、卤素、NR″1R″2、NO2、CN、苯基、苯氧基或R1和R2或R2和R3或R3和R4或R6和R7或R7和R8或R8和R9相互连接以形成与它们附着的2个相应碳原子一起形成五元或六元脂环、芳香族或杂环的环。
• GHELARDONI M.; PESTELLINI V., ANN. CHIM. (ITAL), 1974, 64, NO 7-8, 445-453
  作者：GHELARDONI M.、 PESTELLINI V.

  DOI：——

  日期：——
• ISOINDOLO[2,1-A]QUINAZOLINE DERIVATIVES FOR STABILIZATION OF ORGANIC MATERIALS
  申请人：BASF SE

  公开号：EP2828353A1

  公开（公告）日：2015-01-28
• ISOINDOLO[2, 1-A]QUINAZOLINE DERIVATIVES FOR STABILIZATION OF ORGANIC MATERIALS
  申请人：BASF SE

  公开号：US20150087755A1

  公开（公告）日：2015-03-26

  The present invention relates to a composition, which comprises a) an organic material susceptible to oxidative, thermal or light-induced degradation, which is a polymer, an oligohydroxy compound, a wax, a fat or a mineral oil, with the proviso that the polymer is not a polypeptide, agar-agar or a component of agar-agar and the oligohydroxy compound is not glucose or a component of agar-agar; and b) a compound of formula (I) n is 1, 2, 3 or 4; when n is 1, R 5 is H, C 1 -C 30 -alkyl, C 3 -C 10 -cycloalkyl, C 6 -C 10 -aryl, which is unsubstituted or substituted by C 1 -C 8 -alkyl, C 1 -C 8 -alkoxy, halogen or one phenyl, C 7 -C 13 -aralkyl, C 2 -C 22 -alkenyl, C 3 -C 12 -alkinyl, OH, C 1 -C 30 -alkyloxy, C 3 -C 10 -cycloalkyloxy, C 6 -C 12 -aryloxy, C 7 -C 13 -aralkyloxy, hydroxy-C 1 -C 8 -alkyl, carboxy-C 1 -C 12 -alkyl, C 1 -C 12 -alkoxycarbonyl-C 1 -C 12 -alkyl, C 2 -C 30 -alkyl, which is interrupted by one or more oxygen atoms, C 2 -C 16 -alkyl, which is interrupted by one sulfur atom, or NR′ 1 R′ 2 ; when n is 2, R 5 is C 1 -C 12 -alkane-diyl, C 6 -C 14 -arylene, C 4 -C 8 -cycloalkane-bis-(C 1 -C 4 -alkylene), C 6 -C 14 -arene-bis-(C 1 -C 4 -alkylene), C 4 -C 24 -alkane-diyl, which is interrupted by one or more oxygen atoms, C 4 -C 20 -alkane-diyl, which is interrupted by one or more —NH—, —N(C 1 -C 8 -alkyl)- or —N(hydroxy-C 1 -C 8 -alkyl)-, piperazine-N,N′-bis-(C 1 -C 4 -alkylene) or C 2 -C 10 -alkane-diyl, which is interrupted by one sulfur atom; R 1 to R 4 and R 6 to R 9 are each independently from each other H, C 1 -C 12 -alkyl, C 3 -C 10 -cycloalkyl, C 3 -C 22 -alkenyl, C 1 -C 12 -alkoxy, C 1 -C 12 -alkylsulfanyl, hydroxy-C 1 -C 8 -alkyl, halogen, NR″ 1 R″ 2 , NO 2 , CN, phenyl, phenyloxy or R 1 and R 2 or R 2 and R 3 or R 3 and R 4 or R 6 and R 7 or R 7 and R 8 or R 8 and R 9 are linked together to form a five- or 6-membered alicylic, aromatic or heterocyclic ring together with their 2 corresponding carbons atoms, to which they are attached.
• US9321902B2
  申请人：——

  公开号：US9321902B2

  公开（公告）日：2016-04-26