1-(4-Fluorophenyl)-4a-methylspiro[1,4,4a,5,6,7-hexahydrocyclopenta[f]indazole-5,2''-(dihydro[1,3]dioxolane)] | 786707-55-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-Fluorophenyl)-4a-methylspiro[1,4,4a,5,6,7-hexahydrocyclopenta[f]indazole-5,2''-(dihydro[1,3]dioxolane)]
• 英文别名: (4'aS)-1'-(4-fluorophenyl)-4'a-methylspiro[1,3-dioxolane-2,5'-6,7-dihydro-4H-cyclopenta[f]indazole]
• CAS: 786707-55-9
• 化学式: C₁₉H₁₉FN₂O₂
• 分子量: 326.37
• InChiKey: YGMZMSTZNPBQIC-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(4-Fluorophenyl)-4a-methylspiro[1,4,4a,5,6,7-hexahydrocyclopenta[f]indazole-5,2''-(dihydro[1,3]dioxolane)] 在 盐酸 、 水 、 碳酸氢钠 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 3.5h， 生成 (4αS)-1-(4-fluorophenyl)-4α-methyl-4,4α,6,7-tetrahydrocyclopenta[f]indazol-5(1H)-one
  参考文献：
  名称：

  [EN] HEXAHYDROCYCLOPENTYL[F]INDAZOLE PYRIDYL ETHANOLS AND DERIVATIVES THEREOF AS SELECTIVE GLUCOCORTICOID RECEPTOR MODULATORS
  [FR] HEXAHYDROCYCLOPENTYL[F]INDAZOLEPYRIDYL ÉTHANOLS ET LEUR DÉRIVÉS COMME MODULATEURS SÉLECTIFS DES RÉCEPTEURS AUX GLUCOCORTICOÏDES

  摘要：

  本发明涵盖了化合物的公式(I)：或其药用可接受的盐或水合物，这些化合物可用作选择性糖皮质激素受体配体，用于治疗各种自身免疫和炎症性疾病或症状。药物组合物和使用方法也包括在内。

  公开号：

  WO2011053567A1
• 作为产物：
  描述：

  、 4-氟苯肼 在 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 24.0h， 以41%的产率得到1-(4-Fluorophenyl)-4a-methylspiro[1,4,4a,5,6,7-hexahydrocyclopenta[f]indazole-5,2''-(dihydro[1,3]dioxolane)]
  参考文献：
  名称：

  Novel ketal ligands for the glucocorticoid receptor: in vitro and in vivo activity

  摘要：

  A novel series of selective ligands for the human glucocorticoid receptor is described. Structure-activity studies focused on variation of B-ring size, ketal ring size, and ketal substitution. These analogs were found to be potent and selective ligands for GR and have partial agonist profiles in functional assays for transactivation (TAT, GS) and transrepression (IL-6). Of these compounds, 27, 28, and 35 were evaluated further in a mouse LPS-induced TNF-alpha secretion model. Compound 28 had an ED50 Of 14.1 mg/kg compared with 0.5 mg/kg for prednisolone in the same assay. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.027

文献信息

• [EN] HEXAHYDROCYCLOPENTYL[F]INDAZOLE PYRIDYL ETHANOLS AND DERIVATIVES THEREOF AS SELECTIVE GLUCOCORTICOID RECEPTOR MODULATORS<br/>[FR] HEXAHYDROCYCLOPENTYL[F]INDAZOLEPYRIDYL ÉTHANOLS ET LEUR DÉRIVÉS COMME MODULATEURS SÉLECTIFS DES RÉCEPTEURS AUX GLUCOCORTICOÏDES
  申请人：MERCK SHARP & DOHME

  公开号：WO2011053567A1

  公开（公告）日：2011-05-05

  The present invention encompasses compounds of Formula (I): or pharmaceutically acceptable salts or hydrates thereof, which are useful as selective glucocorticoid receptor ligands for treating a variety of autoimmune and inflammatory diseases or conditions. Pharmaceutical compositions and methods of use are also included.

  本发明涵盖了化合物的公式(I)：或其药用可接受的盐或水合物，这些化合物可用作选择性糖皮质激素受体配体，用于治疗各种自身免疫和炎症性疾病或症状。药物组合物和使用方法也包括在内。
• SELECTIVE SPIROCYCLIC GLUCOCORTICOID RECEPTOR MODULATORS
  申请人：Merck & Co., Inc.

  公开号：EP1617806B1

  公开（公告）日：2009-11-04
• HEXAHYDROCYCLOPENTYL[f]INDAZOLE CARBOXAMIDES AND DERIVATIVES THEREOF AS SELECTIVE GLUCOCORTICOID RECEPTOR MODULATORS
  申请人：Dankulich William P.

  公开号：US20110003797A1

  公开（公告）日：2011-01-06

  The present invention is directed to hexahydrocyclopentyl[f]imidazole carboxamides and derivatives thereof as selective glucocorticoid receptor ligands useful for treating a variety of autoimmune and inflammatory diseases or conditions. Pharmaceutical compositions and methods of use are also included.
• HEXAHYDROCYCLOPENTYL[f]INDAZOLE SULFONAMIDES AND DERIVATIVES THEREOF AS SELECTIVE GLUCOCORTICOID RECEPTOR MODULATORS
  申请人：Dankulich William P.

  公开号：US20110105440A1

  公开（公告）日：2011-05-05

  The present invention is directed to hexahydrocyclopentylf]indazole carboxamides and derivatives thereof as selective glucocorticoid receptor ligands useful for treating a variety of autoimmune and inflammatory diseases or conditions. Pharmaceutical compositions and methods of use are also included.
• HEXAHYDROCYCLOPENTYL[f]INDAZOLE 5-HYDROXYMETHYL ETHANOLS AND DERIVATIVES THEREOF AS SELECTIVE GLUCOCORTICOID RECEPTOR MODULATORS
  申请人：Mitchell Helen J.

  公开号：US20120095055A1

  公开（公告）日：2012-04-19

  The present invention encompasses compounds of Formula (I): or pharmaceutically acceptable salts or hydrates thereof, which are useful as selective glucocorticoid receptor ligands for treating a variety of autoimmune and inflammatory diseases or conditions. Pharmaceutical compositions and methods of use are also included.