6-cyclohexyl-6,6a-dihydroisoindolo[2,1-a]quinazoline-5,11-dione | 1308660-41-4

• 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-cyclohexyl-6,6a-dihydroisoindolo[2,1-a]quinazoline-5,11-dione
• 英文别名: 6-cyclohexyl-6aH-isoindolo[2,3-a]quinazoline-5,11-dione
• CAS: 1308660-41-4
• 化学式: C₂₁H₂₀N₂O₂
• 分子量: 332.402
• InChiKey: HWROURXJJRETNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氨基-n-环己基苯甲酰胺 、 邻羧基苯甲醛 在 2,2,2-三氟乙醇 作用下， 反应 0.12h， 以85%的产率得到6-cyclohexyl-6,6a-dihydroisoindolo[2,1-a]quinazoline-5,11-dione
  参考文献：
  名称：

  三氟乙醇和液体辅助研磨方法：多组分合成的绿色催化途径

  摘要：

  通过使用2,2,2-三氟乙醇（TFE）作为简单的研钵和研杵液体辅助研磨方法，已经开发了一种用于合成色烯和异吲哚并[2,1- a ]喹唑啉支架的有效且通用的机械化学路线。 催化剂。本方案非常有效，因为它可以在温和的反应条件下提供反应，反应曲线更干净，纯化步骤轻松，纯度高，反应时间短，所需产物的收率高。

  DOI：

  10.1007/s11164-017-3206-y

文献信息

• A new three-component reaction: green synthesis of novel isoindolo[2,1-a]quinazoline derivatives as potent inhibitors of TNF-α
  作者：K. Siva Kumar、P. Mahesh Kumar、K. Anil Kumar、M. Sreenivasulu、Ahamed A. Jafar、D. Rambabu、G. Rama Krishna、C. Malla Reddy、Ravikumar Kapavarapu、K. Shivakumar、K. Krishna Priya、Kishore V. L. Parsa、Manojit Pal

  DOI：10.1039/c1cc10715a

  日期：——

  Concurrent construction of five and six membered fused N-heretocyclic ring was achieved via a conceptually new three-component reaction affording 6,6a-dihydroisoindolo[2,1-a]quinazoline-5,11-diones as novel inhibitors of TNF-alphain vitro. This represents one of the few examples of direct TNF-alpha inhibition by small molecules.

  通过概念上新的三组分反应，实现了五元和六元稠合N-杂环的并发构建，从而提供了6,6a-二氢异吲哚并[2,1-a]喹唑啉-5,11-二酮类化合物作为体外TNF-α的新型抑制剂。这代表了小分子直接抑制TNF-α的少数几个例子之一。
• ISOINDOLO[2,1-A]QUINAZOLINE DERIVATIVES FOR STABILIZATION OF ORGANIC MATERIALS
  申请人：BASF SE

  公开号：EP2828353B1

  公开（公告）日：2016-05-18
• 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