propan-2-yl 4-[(dimethylamino)methyl]-5-hydroxy-2-methyl-1H-indole-3-carboxylate | 283608-00-4

• 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: propan-2-yl 4-[(dimethylamino)methyl]-5-hydroxy-2-methyl-1H-indole-3-carboxylate
• CAS: 283608-00-4
• 化学式: C₁₆H₂₂N₂O₃
• 分子量: 290.362
• InChiKey: SJOCTKBTXSJLJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  65.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-甲氧基-3,4-二氢-异喹啉 、 propan-2-yl 4-[(dimethylamino)methyl]-5-hydroxy-2-methyl-1H-indole-3-carboxylate 以 1,4-二氧六环 为溶剂， 生成 、 Propan-2-yl 17-methoxy-6-methyl-12-oxa-1,7-diazapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),5,9,14(19),15,17-heptaene-5-carboxylate
  参考文献：
  名称：

  Identification and characterization of m4 selective muscarinic antagonists

  摘要：

  Our interest in the area of m4 muscarinic antagonists has led us to study a series of benzoxazine isoquinolines. One of the most potent and selective compounds of this series is example 1 with an IC50 value of 90.7nM at m4 receptors, and 72-fold (m1), 38-fold (m2), 10-fold (m3), and 82-fold (m5) more selective compared to the other receptors. The synthesis and receptor binding affinity of analogs of 1 are reported. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00351-5
• 作为产物：
  描述：

  5-羟基-2-甲基吲哚-3-羧酸乙酯 在 palladium on activated charcoal sodium hydroxide 、 乙基溴化镁 、 氢气 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 乙醇 、 乙腈 为溶剂， 生成 propan-2-yl 4-[(dimethylamino)methyl]-5-hydroxy-2-methyl-1H-indole-3-carboxylate
  参考文献：
  名称：

  Identification and characterization of m4 selective muscarinic antagonists

  摘要：

  Our interest in the area of m4 muscarinic antagonists has led us to study a series of benzoxazine isoquinolines. One of the most potent and selective compounds of this series is example 1 with an IC50 value of 90.7nM at m4 receptors, and 72-fold (m1), 38-fold (m2), 10-fold (m3), and 82-fold (m5) more selective compared to the other receptors. The synthesis and receptor binding affinity of analogs of 1 are reported. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00351-5

文献信息

• FUNCTIONALIZED HETEROCYCLES AS CHEMOKINE RECEPTOR MODULATORS
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP1144415A2

  公开（公告）日：2001-10-17
• [EN] FUNCTIONALIZED HETEROCYCLES AS CHEMOKINE RECEPTOR MODULATORS<br/>[FR] HETEROCYCLES FONCTIONNALISES EN TANT QUE MODULATEURS DES RECEPTEURS DE CHIMIOKINES
  申请人：WARNER LAMBERT CO

  公开号：WO2000042045A2

  公开（公告）日：2000-07-20

  The present invention is a novel series of functionalized heterocycles as chemokine receptor modulators of Formula (I) useful as modulators of chemokine receptor activity. The compounds are useful in the treatment and prevention of the AIDS virus. Intermediates useful in the prepartion of the final products, pharmaceutical compositions containing the final products are also taught.