6-methoxy-5-nitro-1-indanone | 1092347-52-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 6-methoxy-5-nitro-1-indanone
• 英文别名: 5-nitro-6-methoxy-indan-1-one；6-Methoxy-5-nitro-2,3-dihydroinden-1-one
• CAS: 1092347-52-8
• 化学式: C₁₀H₉NO₄
• 分子量: 207.186
• InChiKey: HQVLGEXUVPWBCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-methoxy-5-nitro-1-indanone 在 10% Pd/C 、 氢气 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以86%的产率得到5-amino-6-methoxy-1-indanone
  参考文献：
  名称：

  Conformationally constrained analogues of N′-(4-tert-butylbenzyl)-N-(4-methylsulfonylaminobenzyl)thiourea as TRPV1 antagonists

  摘要：

  A series of bicyclic analogues having indan and tetrahydronaphthalene templates in the A-region were designed as conformationally constrained analogues of our previously reported potent TRPV1 antagonists (1, 3). The activities for rat TRPV1 of the conformationally restricted analogues were moderately or markedly diminished, particularly in the case of the tetrahydronaphthalene analogues. The analysis indicated that steric constraints at the benzylic position in the bicyclic analogues may be an important factor for their unfavorable interaction with the receptor. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.02.026
• 作为产物：
  描述：

  6-甲氧基-1-茚酮 在 乙酸酐 作用下， 以 乙醚 为溶剂， 以22%的产率得到6-methoxy-5-nitro-1-indanone
  参考文献：
  名称：

  Conformationally constrained analogues of N′-(4-tert-butylbenzyl)-N-(4-methylsulfonylaminobenzyl)thiourea as TRPV1 antagonists

  摘要：

  A series of bicyclic analogues having indan and tetrahydronaphthalene templates in the A-region were designed as conformationally constrained analogues of our previously reported potent TRPV1 antagonists (1, 3). The activities for rat TRPV1 of the conformationally restricted analogues were moderately or markedly diminished, particularly in the case of the tetrahydronaphthalene analogues. The analysis indicated that steric constraints at the benzylic position in the bicyclic analogues may be an important factor for their unfavorable interaction with the receptor. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.02.026

文献信息

• BENZOXAZIN- UND BENZOTHIAZIN-DERIVATE UND DEREN VERWENDUNG IN ARZNEIMITTELN
  申请人：SCHERING AKTIENGESELLSCHAFT

  公开号：EP1015437B1

  公开（公告）日：2003-12-03
• US6365736B1
  申请人：——

  公开号：US6365736B1

  公开（公告）日：2002-04-02
• Conformationally constrained analogues of N′-(4-tert-butylbenzyl)-N-(4-methylsulfonylaminobenzyl)thiourea as TRPV1 antagonists
  作者：Ju-Ok Lim、Mi-Kyoung Jin、HyungChul Ryu、Dong Wook Kang、Jeewoo Lee、Larry V. Pearce、Richard Tran、Attila Toth、Peter M. Blumberg

  DOI：10.1016/j.ejmech.2008.02.026

  日期：2009.1

  A series of bicyclic analogues having indan and tetrahydronaphthalene templates in the A-region were designed as conformationally constrained analogues of our previously reported potent TRPV1 antagonists (1, 3). The activities for rat TRPV1 of the conformationally restricted analogues were moderately or markedly diminished, particularly in the case of the tetrahydronaphthalene analogues. The analysis indicated that steric constraints at the benzylic position in the bicyclic analogues may be an important factor for their unfavorable interaction with the receptor. (C) 2008 Elsevier Masson SAS. All rights reserved.