3,6,6-trimethyl-1-(pyridin-2-yl)-4,5,6,7-tetrahydro-1H-indazol-4-ol | 307554-72-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3,6,6-trimethyl-1-(pyridin-2-yl)-4,5,6,7-tetrahydro-1H-indazol-4-ol
• 英文别名: 4-hydroxy-1-(2-pyridyl)-3,6,6-trimethyl-4,5,6,7-tetrahydroindazole；4-hydroxy-1-(pyridin-2-yl)-3,6,6-trimethyl-4,5,6,7-tetrahydroindazole；3,6,6-trimethyl-1-pyridin-2-yl-5,7-dihydro-4H-indazol-4-ol
• CAS: 307554-72-9
• 化学式: C₁₅H₁₉N₃O
• 分子量: 257.335
• InChiKey: SZIHDTFXPSQUGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  50.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,6,6-trimethyl-1-(pyridin-2-yl)-4,5,6,7-tetrahydro-1H-indazol-4-ol 在 乙酰氯 作用下， 反应 2.0h， 以74%的产率得到3,6,6-trimethyl-1-(pyridin-2-yl)-6,7-dihydro-1H-indazole
  参考文献：
  名称：

  A facile synthesis of 4-acylamino-tetrahydroindazoles via the Ritter reaction

  摘要：

  A new route toward 4-acylamino- and 4-amino-substituted tetrahydroindazoles is disclosed. The title compounds are obtained in good to excellent yields in the Ritter reaction between 4-hydroxy-tetrahydroindazoles and various nitriles. The reactivity of the tetrahydroindazole-derived carbenium ion is both sufficiently high to react with trichloroacetonitrile and sufficiently selective to resist the azide functionality within its structure. The present approach adds a method to the toolbox of tetrahydroindazole chemistry and facilitates the structural modifications of the scaffold, which has found important applications in medicinal chemistry. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.05.074
• 作为产物：
  描述：

  1-(2-pyridyl)-3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydroindazole 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 28.0h， 以66%的产率得到3,6,6-trimethyl-1-(pyridin-2-yl)-4,5,6,7-tetrahydro-1H-indazol-4-ol
  参考文献：
  名称：

  4,5,6,7-tetrahydroindazole derivatives as antitumor agents

  摘要：

  这些化合物是4,5,6,7-四氢吲哚衍生物的结构式（1），其中虚线（x）代表单键或双键；n为0或1；R1、R2和R3的含义如描述中所述；Ra、R′a、Rb、R′b、Rc、R′c的含义如描述中所述，还包括Ra和Rb一起和/或Ra和Rc一起形成一个含有1至6个碳原子的烷基链的N-烷基哌啶环或苯环；或其药用盐，适用于治疗细胞增殖性疾病和阿尔茨海默病。

  公开号：

  US06716856B1

文献信息

• 4, 5, 6, 7-TETRAHYDROINDAZOLE DERIVATIVES AS ANTITUMOR AGENTS
  申请人：PHARMACIA & UPJOHN S.p.A.

  公开号：EP1177185A1

  公开（公告）日：2002-02-06
• US6716856B1
  申请人：——

  公开号：US6716856B1

  公开（公告）日：2004-04-06
• [EN] 4,5,6,7-TETRAHYDROINDAZOLE DERIVATIVES AS ANTITUMOR AGENTS<br/>[FR] DERIVES DE 4,5,6,7-TETRAHYDROINDAZOLE UTILES COMME AGENTS ANTITUMORAUX
  申请人：PHARMACIA & UPJOHN SPA

  公开号：WO2000069846A1

  公开（公告）日：2000-11-23

  Compounds which are 4,5,6,7-tetrahydroindazole derivative formula (I), wherein the dotted line (x) represents a single or double bond; n is 0 or 1; R1, R2 and R3 have the meanings reported in the description; Ra, R'a, Rb, R'b, Rc, R'c have the meanings reported in the description, also comprising that Ra and Rb together and/or Ra and Rc together form a N-alkyl-piperydinyl ring with 1 to 6 carbon atoms in the alkyl chain or a phenyl ring; or pharmaceutically acceptable salts thereof, are useful for treating cell proliferative disorders and Alzheimer's disease.