2-(3-methyl-2,6-dioxopiperidin-3-yl)-4-nitroisoindolin-1,3-dione | 202271-74-7

• 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: 2-(3-methyl-2,6-dioxopiperidin-3-yl)-4-nitroisoindolin-1,3-dione
• 英文别名: 3-(3-nitrophthalimido)-3-methylpiperidine-2,6-dione；2-(3-methyl-2,6-dioxopiperidin-3-yl)-4-nitroisoindole-1,3-dione
• CAS: 202271-74-7
• 化学式: C₁₄H₁₁N₃O₆
• 分子量: 317.258
• InChiKey: SSFKURSGJRBEPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  129
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(3-methyl-2,6-dioxopiperidin-3-yl)-4-nitroisoindolin-1,3-dione 在 10% palladium on activated carbon 氢气 作用下， 以 丙酮 为溶剂， 20.0 ℃ 、344.75 kPa 条件下， 反应 4.0h， 以82%的产率得到1,3-dioxo-2-(3-methyl-2,6-dioxopiperidin-3-yl)-4-aminoisoindole
  参考文献：
  名称：

  Substituted 2(2,6-dioxopiperidin-3-yl)isoindolines

  摘要：

  1,3-二氧代-2-(2,6-二氧代哌啶-3-基)异吲哚烷酮和1-氧代-2-(2,6-二氧代哌啶-3-基)异吲哚烷酮可降低哺乳动物体内TNF&agr;的水平，并可用于治疗肿瘤性疾病、炎症和自身免疫疾病。典型实施例包括1-氧代-2-(2,6-二氧代-3-甲基哌啶-3-基)-4,5,6,7-四氟异吲哚烷酮和1,3-二氧代-2-(2,6-二氧代-3-甲基哌啶-3-基)-4-氨基异吲哚烷酮。

  公开号：

  US06335349B1
• 作为产物：
  描述：

  3-硝基邻苯二甲酸酐 在 间氯过氧苯甲酸 作用下， 生成 2-(3-methyl-2,6-dioxopiperidin-3-yl)-4-nitroisoindolin-1,3-dione
  参考文献：
  名称：

  Cell differentiation inducers derived from thalidomide

  摘要：

  5-Hydroxy- and 4-amino-2-(2,6-diisopropylphenyl)-1H-isoindole-1,3-dione (5HPP-33 and 4APP-33, respectively) have been shown to possess cell differentiation-inducing activity toward human leukemia cell line HL-60. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.005

文献信息

• Substituted 2(2,6-dioxopiperidin-3-yl)isoindolines
  申请人：Celgene Corporation

  公开号：US06335349B1

  公开（公告）日：2002-01-01

  Substituted 1,3-dioxo-2-(2,6-dioxopiperidin-3-yl)isoindolines and 1-oxo-2-(2,6-dioxo-piperidin-3-yl)isoindolines reduce the levels of TNF&agr; in a mammal and are useful in treating oncogenic conditions, inflammation, and autoimmune diseases. Typical embodiments are 1-oxo-2-(2,6-dioxo-3-methylpiperidin-3-yl)-4,5,6,7-tetrafluoroiso-indoline and 1,3-dioxo-2-(2,6-dioxo-3-methylpiperidin-3-yl)-4-aminoisoindoline.

  1,3-二氧代-2-(2,6-二氧代哌啶-3-基)异吲哚烷酮和1-氧代-2-(2,6-二氧代哌啶-3-基)异吲哚烷酮可降低哺乳动物体内TNF&agr;的水平，并可用于治疗肿瘤性疾病、炎症和自身免疫疾病。典型实施例包括1-氧代-2-(2,6-二氧代-3-甲基哌啶-3-基)-4,5,6,7-四氟异吲哚烷酮和1,3-二氧代-2-(2,6-二氧代-3-甲基哌啶-3-基)-4-氨基异吲哚烷酮。
• [EN] METHODS FOR SYNTHESIZING 3-(SUBSTITUTED DIHYDROISOINDOLINONE-2-YL)-2,6-DIOXOPIPERIDINE, AND INTERMEDIATES THEREOF<br/>[FR] PROCÉDÉS POUR LA SYNTHÈSE DE 3-[(DIHYDROISOINDOLINONE SUBSTITUÉE)-2-YL]-2,6-DIOXOPIPÉRIDINE ET INTERMÉDIAIRES CORRESPONDANTS
  申请人：NANJING CAVENDISH BIO ENGINEERING TECHNOLOGY CO LTD

  公开号：WO2010139266A1

  公开（公告）日：2010-12-09

  The present invention discloses methods for synthesizing 3-(substituted dihydroisoindolinone-2-yl)-2,6-dioxopiperidine and intermediates thereof, namely, the synthesis of compounds of the Formula (I), with each substitutional group defined in the patent specification. Owing to the advantages of high productivity, little influence to the environment and material accessibility, the methods of the present invention is suitable for industrial production.

  本发明揭示了合成3-(取代二氢异吲哚酮-2-基)-2,6-二氧代哌啶及其中间体的方法，即合成式(I)化合物的方法，其中每个取代基固定在专利规范中定义。由于高生产率、对环境影响小和材料易得的优点，本发明的方法适用于工业生产。
• Substituted 2-(2,6-dioxopiperidin-3-yl)-phthalimides and-1-oxoisoindolines and method of reducing TNFalpha levels
  申请人：——

  公开号：US20020173658A1

  公开（公告）日：2002-11-21

  Substituted 2-(2,6-dioxopiperidin-3-yl)phthalimides and 1-oxo-2-(2,6-dioxopiperidin-3-yl)isoindolines reduce the levels of TNF&agr; in a mammal. A typical embodiment is 1-oxo-2-(2,6-dioxo-3-methylpiperidin-3-yl)-4,5,6,7-tetrafluoroisoindoline.

  替代了2-(2,6-二氧代哌啶-3-基)邻苯二酰亚胺和1-氧代-2-(2,6-二氧代哌啶-3-基)异吲哚啉可以降低哺乳动物体内的TNFα水平。一个典型的实施例是1-氧代-2-(2,6-二氧代-3-甲基哌啶-3-基)-4,5,6,7-四氟异吲哚啉。
• Methods for Synthesizing 3-(Substituted Dihydroisoindolinone-2-YL)-2, 6-Dioxopiperidine, and Intermediates Thereof
  申请人：Yan Rong

  公开号：US20120077982A1

  公开（公告）日：2012-03-29

  The present invention discloses methods for synthesizing 3-(substituted dihydroisoindolinone-2-yl)-2,6-dioxopiperidine and intermediates thereof, namely, the synthesis of compounds of the Formula (I), with each substitutional group defined in the patent specification. Owing to the advantages of high productivity, little influence to the environment and material accessibility, the methods of the present invention is suitable for industrial production.

  本发明揭示了一种合成3-(取代的二氢异吲哚酮-2-基)-2,6-二氧代哌啶及其中间体的方法，即合成式(I)化合物的方法，其中每个取代基在专利规范中有定义。由于高生产率、对环境影响小和材料易得的优点，本发明的方法适用于工业生产。
• Substituted 2-(2,6-dioxopiperidin-3-yl)-phthalimides and 1-oxoisoindolines and method of reducing TNF alpha levels
  申请人：CELGENE CORPORATION

  公开号：EP2859895A1

  公开（公告）日：2015-04-15

  Substituted 2-(2,6-dioxopiperidin-3-yl)phthalimides and 1-oxo-2-(2,6-dioxopiperidin-3-yl)isoindolines reduce the levels of TNFα in a mammal. Typical embodiments are 1-oxo-2-(2,6-dioxo-3-methylpiperidin-3-yl)-4,5,6,7-tetrafluoroisoindoline and 1,3-dioxo-2-(2,6-dioxo-3-methylpiperidin-3-yl)-4-aminoisoindoline.

  2-(2,6-二氧代哌啶-3-基)邻苯二甲酰亚胺和1-氧代-2-(2,6-二氧代哌啶-3-基)异吲哚烷可以降低哺乳动物体内的TNFα水平。典型的实施例包括1-氧代-2-(2,6-二氧代-3-甲基哌啶-3-基)-4,5,6,7-四氟异吲哚烷和1,3-二氧代-2-(2,6-二氧代-3-甲基哌啶-3-基)-4-氨基异吲哚烷。