3-amino-5-chloroisoindol-1-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 3-amino-5-chloroisoindol-1-one
• 英文别名: 5-Chloro-3-iminoisoindol-1-one；5-chloro-3-iminoisoindol-1-one
• 化学式: C₈H₅ClN₂O
• 分子量: 180.593
• InChiKey: OLPDMJWDFOJWIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-amino-5-chloroisoindol-1-one 以93%的产率得到
  参考文献：
  名称：

  WROBEL, JAY E.

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氯-2-氰基苯甲酸甲酯 以 甲醇 为溶剂， 以80%的产率得到3-amino-5-chloroisoindol-1-one
  参考文献：
  名称：

  Novel spirosuccinimides as aldose reductase inhibitors and

  摘要：

  这项发明涉及新型螺环琥酰亚胺衍生物，其制备方法，化合物的使用方法以及其药物制剂。这些化合物具有药理特性，使它们对于治疗糖尿病及相关症状具有益处。

  公开号：

  US04900739A1

文献信息

• BLACK ISOINDOLINONE PIGMENT AND COLORING AGENT
  申请人：Dainichiseika Color & Chemicals Mfg. Co., Ltd.

  公开号：EP3569659A1

  公开（公告）日：2019-11-20

  Provided is an infrared-reflecting black isoindolinone pigment having a novel skeleton, the black isoindolinone pigment having a high blackness (coloring power) and excellent durability such as heat resistance. The black isoindolinone pigment is represented by the following formula (1), wherein each X independently represents a chlorine atom, a bromine atom, or an alkyl group, and 8≥n+m≥0.

  本发明提供了一种具有新型骨架的红外反射型黑色异吲哚啉酮颜料，该黑色异吲哚啉酮颜料具有较高的黑度（着色力）和优异的耐热性等耐久性。黑色异吲哚啉酮颜料由下式（1）表示，其中每个 X 独立地代表一个氯原子、一个溴原子或一个烷基，且 8≥n+m≥0.
• Novel spirosuccinimides with incorporated isoindolone and benzisothiazole 1,1-dioxide moieties as aldose reductase inhibitors and antihyperglycemic agents
  作者：Jay Wrobel、Arlene Dietrich、Shiela A. Woolson、Jane Millen、Michael McCaleb、Maria C. Harrison、Thomas C. Hohman、Janet Sredy、Donald Sullivan

  DOI：10.1021/jm00102a016

  日期：1992.11

  Compounds from two novel series of spirosuccinimides were prepared. Analogs of series 2 possessed a spiro-fused isoindolone moiety while those of series 3 contained a spiro-fused benzisothiazole S,S-dioxide group. These compounds were evaluated as aldose reductase inhibitors (ARI) in vitro by their ability to inhibit glyceraldehyde reduction using a partially purified bovine lens aldose reductase preparation and in vivo as inhibitors of galactitol accumulation in the lens, sciatic nerve, and diaphragm of galactose-fed rats. Many members from the isoindolone series 2, particularly those containing an isoindolone N-methyl moiety, showed good in vitro and in vivo potency. The most potent member, the 6-chloro analog 32, was resolved, and aldose reductase activity was found to reside almost exclusively in the (+)-enantiomer. Compound 32 was approximately equipotent in the sciatic nerve of the galactose-fed rat to other cyclic imide ARI's of similar in vitro activity, namely sorbinil and ADN-138 and also to tolrestat, an acetic acid-based ARI (ED50's 4-8 mg/kg). Compounds from both series, 2 and 3, were also found to lower plasma glucose levels of genetically obese db/db and ob/ob mice with potency similar to that of ciglitazone. However, members from these series failed to lower insulin levels of the ob/ob mouse at the doses tested.
• WROEL, JAY E.
  作者：WROEL, JAY E.

  DOI：——

  日期：——
• Utilisation de dérivés de la Di-imino-isoindoline ou de la 3-amino-isoindolone pour la teinture des fibres kératiniques et compositions de teinture les renfermant
  申请人：L'OREAL

  公开号：EP0847749B1

  公开（公告）日：1999-12-01
• PROCEDE DE TEINTURE METTANT EN OEUVRE UN COMPOSE A METHYLENE ACTIF SPECIFIQUE ET UN COMPOSE CHOISI PARMI UN ALDEHYDE SPECIFIQUE, UNE CETONE SPECIFIQUE, UNE QUINONE ET UN DERIVE DE LA DI-IMINO-ISOINDOLINE OU DE LA 3-AMINO-ISOINDOLONE
  申请人：L'OREAL

  公开号：EP1056433B1

  公开（公告）日：2005-05-11