[4-(4-Methyl-pentyl)-6-trifluoromethyl-4H-furo[3,2-b]indol-2-yl]-(4-methyl-piperazin-1-yl)-methanone; compound with (Z)-but-2-enedioic acid | 108957-82-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: [4-(4-Methyl-pentyl)-6-trifluoromethyl-4H-furo[3,2-b]indol-2-yl]-(4-methyl-piperazin-1-yl)-methanone; compound with (Z)-but-2-enedioic acid
• 英文别名: (Z)-but-2-enedioic acid;[4-(4-methylpentyl)-6-(trifluoromethyl)furo[3,2-b]indol-2-yl]-(4-methylpiperazin-1-yl)methanone
• CAS: 108957-82-0
• 化学式: C₄H₄O₄*C₂₃H₂₈F₃N₃O₂
• 分子量: 551.563
• InChiKey: LUIOHKRFBUNGRO-BTJKTKAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.94
• 重原子数：
  39.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  116.22
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  2-(4-methylpiperazinylcarbonyl)-6-trifluoromethyl-4H-furo<3,2-b>indole 生成 [4-(4-Methyl-pentyl)-6-trifluoromethyl-4H-furo[3,2-b]indol-2-yl]-(4-methyl-piperazin-1-yl)-methanone; compound with (Z)-but-2-enedioic acid
  参考文献：
  名称：

  NAKADZIMA, JOSIMOTO;KAVADZIMA, YUTAKA;SATO, MASAKADZU;SODA, KAORU

  摘要：

  DOI：

文献信息

• Furo(3,2-b)indole derivatives. V Synthesis and structure-activity studies of 4-substituted 2-(4-methylpiperazinylcarbonyl)-6-trifluoromethylfuro(3,2-b)indole derivatives with analgesic and antiinflammatory activities.
  作者：YUTAKA KAWASHIMA、SHIGERU OKUYAMA、MASAKAZU SATO、YUICHI HATADA、FUSAO AMANUMA、YOSHIMOTO NAKASHIMA、KAORU SOTA、IKUO MORIGUCHI

  DOI：10.1248/cpb.35.402

  日期：——

  Based on the quantitative structure-activity relationships (QSAR) of 4, 6-disubstituted 2-morpholinocarbonylfuro [3, 2-b] indole derivatives (53 compounds) previously reported, 4-substituted 2- (4-methylpiperazinylcarbonyl) -6-trifluoromethylfuro [3, 2-b] indole derivatives (12 compounds) were synthesized. Their analgesic and antiinflammatory activities were examined by using the acetic acid writhing test in mice and the carrageenin edema test in rats, respectively. Most of these compounds showed potent analgesic and antiinflammatory activities as compared with tiaramide. The QSAR of the furo [3, 2-b] indole derivatives (65 compounds) including the newly synthesized compounds was analyzed by using the adaptive least-squares method. The results confirmed that the QSARs for 2-morpholinocarbonyl derivatives and 2- (4-methylpiperazinylcarbonyl) derivatives can be expressed in one model where the steric nature of the 4-and 6-substituents mainly affects both the analgesic and antiinflammatory potencies.

  根据之前报道的 4，6-二取代 2-吗啉羰基呋喃并[3，2-b]吲哚衍生物（53 个化合物）的定量结构-活性关系（QSAR），合成了 4-取代 2-（4-甲基哌嗪基羰基）-6-三氟甲基呋喃并[3，2-b]吲哚衍生物（12 个化合物）。分别采用乙酸小鼠蠕动试验和角叉菜胶大鼠水肿试验检测了它们的镇痛和抗炎活性。与噻呋酰胺相比，这些化合物中的大多数都具有很强的镇痛和抗炎活性。利用自适应最小二乘法分析了包括新合成化合物在内的呋喃 [3, 2-b] 吲哚衍生物（65 个化合物）的 QSAR。结果证实，2-吗啉羰基衍生物和 2-（4-甲基哌嗪羰基）衍生物的 QSAR 可以用一个模型来表示，其中 4 和 6-取代基的立体性质主要影响镇痛和抗炎效力。