toluene-4-sulfonic acid 5-formyl-1H-pyrazol-3-yl ester | 265643-73-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: toluene-4-sulfonic acid 5-formyl-1H-pyrazol-3-yl ester
• 英文别名: 3-Formyl-1H-pyrazol-5-yl 4-methylbenzenesulfonate；(5-formyl-1H-pyrazol-3-yl) 4-methylbenzenesulfonate
• CAS: 265643-73-0
• 化学式: C₁₁H₁₀N₂O₄S
• 分子量: 266.277
• InChiKey: WVPSVNVAVVZZPD-UHFFFAOYSA-N

物化性质

• 沸点：
  525.4±50.0 °C(predicted)
• 密度：
  1.458±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  97.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  toluene-4-sulfonic acid 5-formyl-1H-pyrazol-3-yl ester 以 二苯醚 、 xylene 为溶剂， 反应 73.0h， 生成 toluene-4-sulfonic acid 7-(2-fluorophenyl)pyrazolo[1,5-d][1,2,4]triazin-2-yl ester
  参考文献：
  名称：

  2,3,7-Trisubstituted pyrazolo[1,5-d][1,2,4]triazines: Functionally selective GABAA α3-subtype agonists

  摘要：

  Novel synthetic routes have been devised for the preparation of previously inaccessible 2,3,7-trisubstituted pyrazolo[1,5-d][1,2,4]triazines 2. These compounds are high affinity ligands for the GABA(A) benzodiazepine binding site and some analogues show functional selectivity for agonism at alpha 3-containing receptors over alpha 1-containing receptors with the lead compound being 32. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.03.081
• 作为产物：
  描述：

  toluene-4-sulfonic acid 5-hydroxymethyl-1H-pyrazol-3-yl ester 在 二氧化锰 作用下， 以 氯仿 为溶剂， 生成 toluene-4-sulfonic acid 5-formyl-1H-pyrazol-3-yl ester
  参考文献：
  名称：

  Pyrazolo[1,5-d][1,2,4] triazines for enhancing cognition

  摘要：

  根据公式（I）制备的化合物或其盐是对增强认知有用的GABA-A Alpha 5配体。

  公开号：

  US06355638B1

文献信息

• Pyrazolo[1,5-d][1,2,4] triazines for enhancing cognition
  申请人：Merck Sharp & Dohme Ltd.

  公开号：US06355638B1

  公开（公告）日：2002-03-12

  Compounds according to Formula (I) or a salt thereof are GABA-A Alpha 5 ligands useful for enhancing cognition:

  根据公式（I）制备的化合物或其盐是对增强认知有用的GABA-A Alpha 5配体。
• PYRAZOLO 1,5-D] 1,2,4]TRIAZINES FOR ENHANCING COGNITION
  申请人：MERCK SHARP & DOHME LTD.

  公开号：EP1235829A2

  公开（公告）日：2002-09-04
• US6355638B1
  申请人：——

  公开号：US6355638B1

  公开（公告）日：2002-03-12
• [EN] PYRAZOLO[1,5-D][1,2,4]TRIAZINES FOR ENHANCING COGNITION<br/>[FR] GROUPE PYRAZOLO[1,5-D][1,2,4]TRIAZINES DESTINE A AMELIORER LA COGNITION
  申请人：MERCK SHARP & DOHME

  公开号：WO2001038331A2

  公开（公告）日：2001-05-31

  The present invention provides compounds of formula (I), or a salt thereof: wherein R1 represents halogen; or C¿1-6?alkyl,C3-7cycloalkyl, C4-7cycloalkenyl, C6-8 bicycloalkyl, C6-10aryl, C3-7 heterocycloalkyl, heteroaryl or di(C1-6)alkylamino, any of which groups may be optionally substituted; L is O, S or NR?n¿ where Rn is H, C¿1-6?alkyl or C3-6cycloalkyl; W is: C1-6alkyl, C2-6alkenyl or C2-6alkynyl optionally substituted; X is NR?4R5¿; or X is a 5-membered or a 6-membered heteroaromatic ring the 5- or 6-membered heteroaromatic ring being optionally fused to a benzene or pyridine ring and the heteroaromatic ring being optionally substituted; Y is optionally branched C¿1-4?alkylene optionally substituted by an oxo group or Y is a group (CH2)jO wherein the oxygen atom is nearest the group X and j is 2, 3 or 4; and Z represents a 5-membered or a 6-membered heteroaromatic ring any of which rings may be optionally substituted; pharmaceutical compositions containing them, their use in methods of treatment, and the use of them for manufacturing treatments for enhancing cognition, particularly in Alzheimer's Disease, and corresponding methods of treatment; the compounds are ligands and inverse agonists for the GABA-A alpha 5 receptor subtype.
• 2,3,7-Trisubstituted pyrazolo[1,5-d][1,2,4]triazines: Functionally selective GABAA α3-subtype agonists
  作者：Robert W. Carling、Michael G.N. Russell、Kevin W. Moore、Andrew Mitchinson、Alexander Guiblin、Alison Smith、Keith A. Wafford、George Marshall、John R. Atack、Leslie J. Street

  DOI：10.1016/j.bmcl.2006.03.081

  日期：2006.7

  Novel synthetic routes have been devised for the preparation of previously inaccessible 2,3,7-trisubstituted pyrazolo[1,5-d][1,2,4]triazines 2. These compounds are high affinity ligands for the GABA(A) benzodiazepine binding site and some analogues show functional selectivity for agonism at alpha 3-containing receptors over alpha 1-containing receptors with the lead compound being 32. (c) 2006 Elsevier Ltd. All rights reserved.