2-benzyl-2-(1H-inden-2-yl)-3H-inden-1-one | 192194-63-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-benzyl-2-(1H-inden-2-yl)-3H-inden-1-one
• CAS: 192194-63-1
• 化学式: C₂₅H₂₀O
• 分子量: 336.433
• InChiKey: RUJBWLHQMKPUKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-benzyl-2-(1H-inden-2-yl)-3H-inden-1-one 在 吡啶 、 4-二甲氨基吡啶 、 lithium tri-t-butoxyaluminum hydride 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 17.0h， 生成 、
  参考文献：
  名称：

  [EN] COMPOUNDS FOR USE IN THE TREATMENT OF AUTOIMMUNE INFLAMMATORY DISEASE
  [FR] COMPOSÉS DESTINÉS À ÊTRE UTILISÉS DANS LE TRAITEMENT D'UNE MALADIE AUTO-IMMUNE INFLAMMATOIRE

  摘要：

  具有绝对立体化学式及其盐的化合物可用于预防或治疗炎症性肠病或其他涉及T细胞增殖或功能的类似病因的炎症性自身免疫性疾病。

  公开号：

  WO2013174917A1
• 作为产物：
  描述：

  2,3-dihydro-2-(2,3-dihydro-2-methoxy-1H-inden-2-yl)inden-1-one 、 溴甲苯 在 potassium tert-butylate 作用下， 以 乙醚 、 叔丁醇 为溶剂， 生成 2-benzyl-2-(1H-inden-2-yl)-3H-inden-1-one
  参考文献：
  名称：

  Diastereoisomers of 2-benzyl-2, 3-dihydro-2-(1H-inden-2-yl)-1H-inden-1-ol: Potential anti-inflammatory agents

  摘要：

  The synthesis and biological activity of the novel diastereoisomers of 2-benzyl-2,3-dihydro-2-(1H-inden-2-yl)-1H-inden-1-ol is reported. The 2,2-coupled indane dimers were synthesised by coupling of the silyl enol ether of 1-indanone with the dimethyl ketal of 2-indanone. The coupled product was directly alkylated to give the racemic ketone which was reduced to the diastereoisomeric alcohols. The alcohols were separated and their relative stereochemistry was established by X-ray crystallography. These molecules demonstrate significant anti-inflammatory activity in vivo and in vitro and may represent a new class of anti-inflammatory agent. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.060

文献信息

• COMPOUNDS FOR USE IN THE TREATMENT OF AUTOIMMUNE INFLAMMATORY DISEASE
  申请人：Venantius Limited

  公开号：US20150141523A1

  公开（公告）日：2015-05-21

  A compound of the absolute stereochemical formula and salts thereof is useful in the prophylaxis or treatment of inflammatory bowel disease or other inflammatory autoimmune diseases with similar aetiology involving T-cell proliferation or or function.

  具有绝对立体化学式的化合物及其盐在预防或治疗涉及T细胞增殖或功能的炎症性肠病或其他类似病因的炎症性自身免疫性疾病方面是有用的。
• INDANE DIMER COMPOUNDS AND THEIR PHARMACEUTICAL USE
  申请人：Venantius Limited

  公开号：EP0865419B1

  公开（公告）日：2003-08-06
• US6300376B1
  申请人：——

  公开号：US6300376B1

  公开（公告）日：2001-10-09
• Diastereoisomers of 2-benzyl-2, 3-dihydro-2-(1H-inden-2-yl)-1H-inden-1-ol: Potential anti-inflammatory agents
  作者：Helen Sheridan、John J. Walsh、Carina Cogan、Michael Jordan、Tom McCabe、Egle Passante、Neil H. Frankish

  DOI：10.1016/j.bmcl.2009.08.060

  日期：2009.10

  The synthesis and biological activity of the novel diastereoisomers of 2-benzyl-2,3-dihydro-2-(1H-inden-2-yl)-1H-inden-1-ol is reported. The 2,2-coupled indane dimers were synthesised by coupling of the silyl enol ether of 1-indanone with the dimethyl ketal of 2-indanone. The coupled product was directly alkylated to give the racemic ketone which was reduced to the diastereoisomeric alcohols. The alcohols were separated and their relative stereochemistry was established by X-ray crystallography. These molecules demonstrate significant anti-inflammatory activity in vivo and in vitro and may represent a new class of anti-inflammatory agent. (C) 2009 Elsevier Ltd. All rights reserved.
• [EN] COMPOUNDS FOR USE IN THE TREATMENT OF AUTOIMMUNE INFLAMMATORY DISEASE<br/>[FR] COMPOSÉS DESTINÉS À ÊTRE UTILISÉS DANS LE TRAITEMENT D'UNE MALADIE AUTO-IMMUNE INFLAMMATOIRE
  申请人：VENANTIUS LTD

  公开号：WO2013174917A1

  公开（公告）日：2013-11-28

  A compound of the absolute stereochemical formula and salts thereof is useful in the prophylaxis or treatment of inflammatory bowel disease or other inflammatory autoimmune diseases with similar aetiology involving T-cell proliferation or function.

  具有绝对立体化学式及其盐的化合物可用于预防或治疗炎症性肠病或其他涉及T细胞增殖或功能的类似病因的炎症性自身免疫性疾病。