(+/-)-5-(3-methyl-2,6-dioxopiperidin-3-yl)-1-amino-5H-thieno(3,4-c)pyrrole-4,6-dione | 932032-12-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (+/-)-5-(3-methyl-2,6-dioxopiperidin-3-yl)-1-amino-5H-thieno(3,4-c)pyrrole-4,6-dione
• 英文别名: 1-amino-5-(3-methyl-2,6-dioxopiperidine-3-yl)-5H-thieno(3,4-c)pyrrole-4,6-dione；1-amino-5-(3-methyl-2,6-dioxopiperidin-3-yl)-5H-thieno(3,4-c)pyrrole-4,6-dione；3-amino-5-(3-methyl-2,6-dioxopiperidin-3-yl)thieno[3,4-c]pyrrole-4,6-dione
• CAS: 932032-12-7
• 化学式: C₁₂H₁₁N₃O₄S
• 分子量: 293.303
• InChiKey: ZFIRFEYVHRNJDN-UHFFFAOYSA-N

物化性质

• 沸点：
  577.4±50.0 °C(predicted)
• 密度：
  1.612±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  138
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,4-噻吩二羧酸酐 在 4-二甲氨基吡啶 sodium dithionite 、 水 、 硝酸 、 乙酸酐 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 15.5h， 生成 (+/-)-5-(3-methyl-2,6-dioxopiperidin-3-yl)-1-amino-5H-thieno(3,4-c)pyrrole-4,6-dione
  参考文献：
  名称：

  5H-THIENO [3,4-c]PYRROLE-4, 6-DIONE DERIVATIVES AGAINST CELL RELEASING TUMOR NECROSIS FACTOR

  摘要：

  公开号：

  EP1964842B1

文献信息

• 5H-THIOENO(3,4-c)PYRROLE-4,6-DIONE DERIVATIVES AND THEIR USE AS TUMOR NECROSIS FACTOR INHIBITORS
  申请人：ZHANG Hesheng

  公开号：US20080176900A1

  公开（公告）日：2008-07-24

  Taught are derivatives of 5H-thioeno(3,4- c )pyrrole-4,6-dione, their organic, and inorganic salts, methods of synthesis of these derivatives, and their application as active pharmaceutical-ingredients useful as inhibitors of TNFα, the derivative being represented by the general formula (I): in which R 1 represents H, C 1-6 alkyl, OR 4 , OC(O)R 5 , NO 2 , NHC(O)R 6 , or NR 7 R 8 ; R 2 represents H, a halogen, or C 1-6 alkyl; R 3 represents H, methyl, isopropyl, allyl, benzyl, CH 2 CO 2 (C 1-6 alkyl), or CH 2 (CH 2 ) n R 9 ; R 4 , R 5 , R 6 , R 7 , and R 8 each independently and at each occurrence represents H, or C 1-6 alkyl; R 9 represents H, C 1-6 alkyl, OH, OC 1-6 alkyl, NH 2 , NHC 1-6 alkyl, N(C 1-6 alkyl) 2 , or CO 2 (C 1-6 alkyl); and n represents 1, 2, 3, or 4.

  本发明涉及5H-噻烯[3,4-c]吡咯-4,6-二酮的衍生物，它们的有机盐和无机盐，这些衍生物的合成方法，以及它们作为抑制TNFα的活性药物成分的应用，所述衍生物由通式(I)表示： 其中R1代表H，C1-6烷基，OR4，OC(O)R5，NO2，NHC(O)R6或NR7R8；R2代表H，卤素或C1-6烷基；R3代表H，甲基，异丙基，烯丙基，苄基，CH2CO2(C1-6烷基)或CH2(CH2)nR9；R4、R5、R6、R7和R8每个独立地并且在每次出现时代表H或C1-6烷基；R9代表H，C1-6烷基，OH，OC1-6烷基，NH2，NHC1-6烷基，N(C1-6烷基)2或CO2(C1-6烷基)；n代表1、2、3或4。
• 5H-thioeno(3,4-c)pyrrole-4,6-dione derivatives and their use as tumor necrosis factor inhibitors
  申请人：Tianjin Hemay Bio-Tech Co., Ltd.

  公开号：US08183260B2

  公开（公告）日：2012-05-22

  Taught are derivatives of 5H-thioeno(3,4-c)pyrrole-4,6-dione, their organic, and inorganic salts, methods of synthesis of these derivatives, and their application as active pharmaceutical-ingredients useful as inhibitors of TNFα, the derivative being represented by the general formula (I): in which R1 represents H, C1-6alkyl, OR4, OC(O)R5, NO2, NHC(O)R6, or NR7R8; R2 represents H, a halogen, or C1-6alkyl; R3 represents H, methyl, isopropyl, allyl, benzyl, CH2CO2(C1-6alkyl), or CH2(CH2)nR9; R4, R5, R6, R7, and R8 each independently and at each occurrence represents H, or C1-6alkyl; R9 represents H, C1-6alkyl, OH, OC1-6alkyl, NH2, NHC1-6alkyl, N(C1-6alkyl)2, or CO2(C1-6alkyl); and n represents 1, 2, 3, or 4.

  本发明涉及5H-硫杂咔唑-4,6-二酮的衍生物及其有机和无机盐，这些衍生物的合成方法以及它们作为活性药物成分的应用，其可作为TNFα抑制剂。该衍生物由通式（I）表示： 其中，R1代表H、C1-6烷基、OR4、OC（O）R5、NO2、NHC（O）R6或NR7R8；R2代表H、卤素或C1-6烷基；R3代表H、甲基、异丙基、烯丙基、苄基、CH2CO2（C1-6烷基）或CH2（CH2）nR9；R4、R5、R6、R7和R8各自独立地在每次出现时代表H或C1-6烷基；R9代表H、C1-6烷基、OH、OC1-6烷基、NH2、NHC1-6烷基、N（C1-6烷基）2或CO2（C1-6烷基）；n代表1、2、3或4。
• USE OF 5H-THIOENO(3,4-c)PYRROLE-4,6-DIONE DERIVATIVES AS TUMOR NECROSIS FACTOR INHIBITOR
  申请人：ZHANG Hesheng

  公开号：US20120220631A1

  公开（公告）日：2012-08-30

  A method of treating or curing a disease caused by or associated with elevated levels of TNF in a patient including administering to the patient 5H-thioeno(3,4-c)pyrrole-4,6-dione derivatives.

  一种治疗或治愈因患者体内TNF水平升高引起或相关疾病的方法，包括向患者施用5H-硫代恩酰(3,4-c)吡咯-4,6-二酮衍生物。
• Use of 5H-thioeno(3,4-c)pyrrole-4,6-dione derivatives as tumor necrosis factor inhibitor
  申请人：Zhang Hesheng

  公开号：US08524742B2

  公开（公告）日：2013-09-03

  A method of treating or curing a disease caused by or associated with elevated levels of TNF in a patient including administering to the patient 5H-thioeno(3,4-c)pyrrole-4,6-dione derivatives.

  一种治疗或治愈因患者体内TNF水平升高所引起或相关的疾病的方法，包括向患者施用5H-硫代恩酮（3,4-c）吡咯-4,6-二酮衍生物。
• US8183260B2
  申请人：——

  公开号：US8183260B2

  公开（公告）日：2012-05-22