methyl 3-(3-pyridinyloxy)benzoate | 76167-48-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 3-(3-pyridinyloxy)benzoate
• 英文别名: methyl 3-(pyridin-3-yloxy)benzoate；Methyl 3-pyridin-3-yloxybenzoate
• CAS: 76167-48-1
• 化学式: C₁₃H₁₁NO₃
• 分子量: 229.235
• InChiKey: LYOVNDJQQYSMQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 3-(3-pyridinyloxy)benzoate 以 盐酸 为溶剂， 以0.244 g (97%)的产率得到3-(Pyridin-3-yloxy)-benzoic Acid-hydrochloride Salt
  参考文献：
  名称：

  Tricyclic inhibitors of poly(ADP-ribose) polymerases

  摘要：

  以下化学式显示的化合物是聚(ADP-核糖基)转移酶抑制剂：这些化合物在治疗癌症和改善中风、头部创伤和神经退行性疾病的疗效方面非常有用。

  公开号：

  US06548494B1
• 作为产物：
  描述：

  3-<3-(trifluoromethyl)phenoxy>pyridine 在 硫酸 作用下， 反应 18.0h， 生成 methyl 3-(3-pyridinyloxy)benzoate
  参考文献：
  名称：

  Cognition-activating properties of 3-(aryloxy)pyridines

  摘要：

  A series of 3-(aryloxy)pyridines was found to possess activity in enhancing retention for passive avoidance learning in mice. This test was used to select compounds with potential therapeutic properties for the treatment of cognitive disorders. Reference drugs that gave positive results in this procedure included d-amphetamine, magnesium pemoline, methyl phenidate, picrotoxin, phenytoin, and ethosuximide. All active compounds gave inverted U-shaped dose-response curves. The most active compounds of the 3-(aryloxy)pyridines included 3-phenoxypyridine (1), 3-(2-fluorophenoxy)pyridine (2), 3-(4-fluorophenoxy)pyridine (4), 3,3'-oxybis(pyridine) (23), and 3,3'-oxybis(pyridine) 1-oxide (24). 3-Phenoxypyridine (1) was clearly superior to all of the analogues tested in terms of the level of retention, grammometric potency, and the breadth of its inverted U-shaped dose-response curve. It was given the designation of CI-844 and after a detailed study of its pharmacological profile was submitted for preclinical toxicology.

  DOI：

  10.1021/jm00135a020

文献信息

• Discovery of VU0409106: A negative allosteric modulator of mGlu5 with activity in a mouse model of anxiety
  作者：Andrew S. Felts、Alice L. Rodriguez、Ryan D. Morrison、Daryl F. Venable、Jason T. Manka、Brittney S. Bates、Anna L. Blobaum、Frank W. Byers、J. Scott Daniels、Colleen M. Niswender、Carrie K. Jones、P. Jeffrey Conn、Craig W. Lindsley、Kyle A. Emmitte

  DOI：10.1016/j.bmcl.2013.09.001

  日期：2013.11

  Development of SAR in an aryl ether series of mGlu(5) NAMs leading to the identification of tool compound VU0409106 is described in this Letter. VU0409106 is a potent and selective negative allosteric modulator of mGlu5 that binds at the known allosteric binding site and demonstrates good CNS exposure following intraperitoneal dosing in mice. VU0409106 also proved efficacious in a mouse marble burying model of anxiety, an assay known to be sensitive to mGlu(5) antagonists as well as clinically efficacious anxiolytics. (c) 2013 Elsevier Ltd. All rights reserved.
• BUTLER D. E.; POSCHEL B. P. H.; MARRIOTT J. G., J. MED. CHEM., 1981, 24, NO 3, 346-350
  作者：BUTLER D. E.、 POSCHEL B. P. H.、 MARRIOTT J. G.

  DOI：——

  日期：——
• TRICYCLIC INHIBITORS OF POLY(ADP-RIBOSE) POLYMERASES
  申请人：AGOURON PHARMACEUTICALS, INC.

  公开号：EP1208104A2

  公开（公告）日：2002-05-29
• US6548494B1
  申请人：——

  公开号：US6548494B1

  公开（公告）日：2003-04-15
• [EN] TRICYCLIC INHIBITORS OF POLY(ADP-RIBOSE) POLYMERASES<br/>[FR] INHIBITEURS TRICYCLIQUES DE POLY(ADP-RIBOSE) POLYMERASES
  申请人：AGOURON PHARMA

  公开号：WO2001016136A2

  公开（公告）日：2001-03-08

  Compounds of the formula (I) are poly(ADP-ribosyl)transferase inhibitors. Such compounds are useful as therapeutics in treating cancers and in ameliorating the effects of stroke, head trauma, and neurodegenerative disease.