N-2,3-dimethylphenylhomophthalimide | 126070-08-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: N-2,3-dimethylphenylhomophthalimide
• 英文别名: 1,3(2H,4H)-Isoquinolinedione, 2-(2,3-dimethylphenyl)-；2-(2,3-dimethylphenyl)-4H-isoquinoline-1,3-dione
• CAS: 126070-08-4
• 化学式: C₁₇H₁₅NO₂
• 分子量: 265.312
• InChiKey: SXAHVYQVWSHVEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-2,3-dimethylphenylhomophthalimide 生成 2-(2,3-Dimethyl-phenyl)-isoquinoline-1,3,4-trione
  参考文献：
  名称：

  Herbicidal activity of 2-substituted 1,3,4-(2H)-isoquinolinetriones

  摘要：

  A series of 2-substituted 1,3,4-isoquinolinetriones (B) 1-15, precursors of the phthalamic acids and of the 1,3-dihydro-1-hydroxy-3-oxo-1-isobenzofurancarboxamides (F), possessing root antigravitropic activities, were prepared and evaluated for herbicidal activity on weeds and crops. Among the compounds examined, several derivatives were very active against weeds, in many cases more active than the commercially available herbicides used as the reference standards. Phytotoxicities on crops, selectivity and persistence of herbicidal effect were observed. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00037-3
• 作为产物：
  描述：

  邻羧基苯乙酸 、 2,3-二甲基苯胺 反应 0.17h， 生成 N-2,3-dimethylphenylhomophthalimide
  参考文献：
  名称：

  Modena, T.; Azzolina, O.; Genta, I., Il Farmaco, 1989, vol. 44, # 7-8, p. 721 - 730

  摘要：

  DOI：

文献信息

• Specific inhibitor of puromycin-sensitive aminopeptidase with a homophthalimide skeleton: identification of the target molecule and a structure–activity relationship study
  作者：Masato Komoda、Hiroki Kakuta、Hiroyasu Takahashi、Yasuyuki Fujimoto、Shizuo Kadoya、Fuminori Kato、Yuichi Hashimoto

  DOI：10.1016/s0968-0896(00)00231-5

  日期：2001.1

  ,3-dione (2: PIQ-22) was found to be a potent and specific inhibitor of puromycin-sensitive aminopeptidase (PSA). Lineweaver-Burk plot analysis showed that PSA is inhibited by PIQ-22 in a non-competitive manner. Structure -activity relationship studies indicated that tautomerism of the imidobenzoylketone group in the cyclic imide moiety of the PIQ-22 skeleton is important for the inhibitory activity

  发现2-（2，6-二乙基苯基）-1，2，3，4-四氢异喹啉-1，3-二酮（2：PIQ-22）是嘌呤霉素敏感性氨基肽酶（PSA）的有效和特异性抑制剂。Lineweaver-Burk图分析表明，PSA被PIQ-22抑制为非竞争性方式。结构-活性关系研究表明，PIQ-22骨架的环状酰亚胺部分中的亚氨基苯甲酰基酮基的互变异构对于抑制活性很重要。
• Phenylhomophthalimide-type NOS inhibitors derived from thalidomide
  作者：Tomomi Noguchi、Hiroko Sano、Rumiko Shimazawa、Aya Tanatani、Hiroyuki Miyachi、Yuichi Hashimoto

  DOI：10.1016/j.bmcl.2004.06.026

  日期：2004.8

  Thalidomide shows moderate inhibitory activity toward neuronal nitric oxide synthase (nNOS) and inducible NOS (iNOS), but not toward endothelial NOS (eNOS). Structural development studies of thalidomide yielded novel phenylhomophthalimide-type NOS inhibitors with enhanced activity and different subtype selectivity. (C) 2004 Elsevier Ltd. All rights reserved.
• MODENA, T.;AZZOLINA, O.;GENTA, I.;MAZZA, M., FARMACO, 44,(1989) N-8, C. 721-729
  作者：MODENA, T.、AZZOLINA, O.、GENTA, I.、MAZZA, M.

  DOI：——

  日期：——
• Herbicidal activity of 2-substituted 1,3,4-(2H)-isoquinolinetriones
  作者：Marco Mazza、Tiziana Modena

  DOI：10.1016/s0014-827x(99)00037-3

  日期：1999.6

  A series of 2-substituted 1,3,4-isoquinolinetriones (B) 1-15, precursors of the phthalamic acids and of the 1,3-dihydro-1-hydroxy-3-oxo-1-isobenzofurancarboxamides (F), possessing root antigravitropic activities, were prepared and evaluated for herbicidal activity on weeds and crops. Among the compounds examined, several derivatives were very active against weeds, in many cases more active than the commercially available herbicides used as the reference standards. Phytotoxicities on crops, selectivity and persistence of herbicidal effect were observed. (C) 1999 Elsevier Science S.A. All rights reserved.
• Modena, T.; Azzolina, O.; Genta, I., Il Farmaco, 1989, vol. 44, # 7-8, p. 721 - 730
  作者：Modena, T.、Azzolina, O.、Genta, I.、Mazza, M.

  DOI：——

  日期：——