2-(2-dimethylamino-ethyl)-7-ethoxy-10-methyl-9-phenyl-9,10-dihydro-pyrrolo[3',4':3,4]isothiochromeno[8,1-fg]indazole-1,3,8-trione | 60072-04-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 2-(2-dimethylamino-ethyl)-7-ethoxy-10-methyl-9-phenyl-9,10-dihydro-pyrrolo[3',4':3,4]isothiochromeno[8,1-fg]indazole-1,3,8-trione
• 英文别名: 15-[2-(dimethylamino)ethyl]-7-ethoxy-3-methyl-4-phenyl-18-thia-3,4,15-triazapentacyclo[10.6.1.02,6.08,19.013,17]nonadeca-1,6,8(19),9,11,13(17)-hexaene-5,14,16-trione
• CAS: 60072-04-0
• 化学式: C₂₈H₂₆N₄O₄S
• 分子量: 514.605
• InChiKey: UBHNQUYJMKRPKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  98.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  7-ethoxy-10-methyl-8-oxo-9-phenyl-9,10-dihydro-8H-isothiochromeno[8,1-fg]indazole-2,3-dicarboxylic acid anhydride 以12%的产率得到
  参考文献：
  名称：

  UEDA T.; ITO I.; IITAKA Y., CHEM. AND PHARM. BULL. , 1976, 24, NO 4, 596-606

  摘要：

  DOI：

文献信息

• Synthesis of pyrazolone derivatives. XXVI. Reaction of 1-methyl-2-phenyl-1,2,3,10-tetrahydro-4H-benzo(6,7)thiepino(3,4-c)pyrazole-3,4-dione with dimethyl acetylenedicarboxylate.
  作者：TAISEI UEDA、ISOO ITO、YOICHI IITAKA

  DOI：10.1248/cpb.24.596

  日期：——

  The Michael and the Diels-Alder reactions of 1-methyl-2-phenyl-1, 2, 3, 10-tetrahydro-4H-benzo [6, 7] thiepino [3, 4-c] pyrazole-3, 4-dione (1) with dimethyl acetylenedicarboxylate (2) were examined, and the fascinating reactions which gave two novel heterocycles were found : dimethyl 1, 2-dihydro-1-methyl-3-oxo-2-phenyl-3H-benzothieno [3, 2-e] indazole-9, 10-dicarboxylate (3) and dimethyl 1, 2-dihydro-4-hydroxy-1-methyl-3-oxo-2-phenyl-3H-[2] benzothiopyrano [4, 3, 2-f, g] indazole-8, 9-dicarboxylate (15). The mechanisms of the formations of 3 and 15 were discussed. For pharmacological evaluation some N, N-dimethylethylenediamine derivatives of 3 and 15 were synthesized.

  研究了1-甲基-2-苯基-1, 2, 3, 10-四氢-4H-苯并[6, 7]硫杂卓并[3, 4-c]吡唑-3, 4-二酮（1）与乙炔二羧酸二甲酯（2）的迈克尔反应和狄尔斯-阿尔德反应，并发现了两种新的杂环化合物：1, 2-二氢-1-甲基-3-氧代-2-苯基-3H-苯并噻吩并[3, 2-e]吲唑-9, 10-二甲酸二甲酯（3）和1, 2-二氢-4-羟基-1-甲基-3-氧代-2-苯基-3H-[2]苯并噻喃并[4, 3, 2-f, g]吲唑-8, 9-二甲酸二甲酯（15）。讨论了3和15的形成机制。为了进行药理评估，合成了3和15的一些N, N-二甲基乙二胺衍生物。