6-(4-hydroxy-phenyl)-imidazo[2,1-b][1,3,4]thiadiazole-2-sulfonic acid amide | 63735-77-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-(4-hydroxy-phenyl)-imidazo[2,1-b][1,3,4]thiadiazole-2-sulfonic acid amide
• 英文别名: 6-(4-Hydroxyphenyl)imidazo[2,1-b][1,3,4]thiadiazole-2-sulfonamide
• CAS: 63735-77-3
• 化学式: C₁₀H₈N₄O₃S₂
• 分子量: 296.331
• InChiKey: VKRCTZZEODCAPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  147
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-氨基-1,3,4-噻二唑-2-磺酰胺 、 2-溴-4'-羟基苯乙酮 以 乙醇 为溶剂， 反应 60.0h， 以54%的产率得到6-(4-hydroxy-phenyl)-imidazo[2,1-b][1,3,4]thiadiazole-2-sulfonic acid amide
  参考文献：
  名称：

  Cerebrovasodilatation through selective inhibition of the enzyme carbonic anhydrase. 2. Imidazo[2,1-b]thiadiazole and imidazo[2,1-b]thiazolesulfonamides

  摘要：

  A series of imidazo[2,1-b]thiadiazole and imidazo[2,1-b]thiazolesulfonamide carbonic anhydrase inhibitors is described and their anticonvulsant activities are listed. Many of the compounds have the same degree of ionization as acetazolamide and methazolamide, but their higher lipophilicity means that they are more able to penetrate into the central nervous system. One compound, 6-tert-butyl-2-sulfamoylimidazo[2,1-b]-1,3,4-thiadiazole (8, UK-15,454) had an anticonvulsant ED50 of 2.6 mg/kg when administered orally to mice. 8 selectively increased cerebral blood flow in animals without producing a high level of metabolic acidosis.

  DOI：

  10.1021/jm00176a003

文献信息

• Imidazo[2,1-b]-1,3,4-thiadiazole sulfonamides
  申请人：Jaquith B. James

  公开号：US20070088059A1

  公开（公告）日：2007-04-19

  This invention relates to compounds of Formula I and the use of compounds of Formula I as neuroprotective agents in the treatment of neuronal disorders of the central and peripheral nervous systems. Formula I:

  本发明涉及I式化合物及其在治疗中枢和周围神经系统神经元疾病中作为神经保护剂的应用。I式：
• ASSAY FOR IDENTIFYING INHIBITORS OF NEURONAL APOPTOTIC PATHWAYS
  申请人：Barker Philip A.

  公开号：US20090179638A1

  公开（公告）日：2009-07-16

  Disclosed is an assay for identifying compounds that modulate a neuronal apoptotic pathway, the assay comprises: a) contacting HSP90 protein with a probe to form a probe: HSP90 complex, the probe being displaceable by a test compound; b) measuring a signal from the probe so as to establish a reference level; c) incubating the probe:HSP90 complex with the test compound; d) measuring the signal from the probe; e) comparing the signal from step d) with the reference level, a modulation of the signal indicating that the test compound binds to HSP90. Also disclosed is a probe which is labeled with a detectable label and/or an affinity tag.
• US7772260B2
  申请人：——

  公开号：US7772260B2

  公开（公告）日：2010-08-10
• [EN] ASSAY FOR IDENTIFYING INHIBITORS OF NEURONAL APOPTOTIC PATHWAYS<br/>[FR] ESSAI PERMETTANT D'IDENTIFIER DES INHIBITEURS DE VOIES APOPTOTIQUES NEURONALES
  申请人：AEGERA THERAPEUTICS INC

  公开号：WO2007087716A1

  公开（公告）日：2007-08-09

  [EN] Disclosed is an assay for identifying compounds that modulate a neuronal apoptotic pathway, the assay comprises: a) contacting HSP90 protein with a probe to form a probe: HSP90 complex, the probe being displaceable by a test compound; b) measuring a signal from the probe so as to establish a reference level; c) incubating the probe:HSP90 complex with the test compound; d) measuring the signal from the probe; e) comparing the signal from step d) with the reference level, a modulation of the signal indicating that the test compound binds to HSP90. Also disclosed is a probe which is labeled with a detectable label and/or an affinity tag.
  [FR] l'invention concerne un essai permettant d'identifier des composants qui modulent une voie apoptotique neuronale. Cet essai englobe les phases suivantes: a) mise en contact d'une protéine HSP90 avec une sonde pour former un complexe de sonde HSP90, la sonde étant déplaçable par un composé test; mesure d'un signal provenant de la sonde pour la détermination d'un niveau de référence; c) mise en incubation du complexe de sonde HSP90 avec le composé test; d) mesure du signal émis par la sonde; e) comparaison du signal mesuré sous d) avec le niveau de référence, une modulation du signal indiquant que le composé test se lie à HSP90. Est également décrite une sonde marquée avec un marqueur détectable ou un marqueur d'affinité.
• Cerebrovasodilatation through selective inhibition of the enzyme carbonic anhydrase. 2. Imidazo[2,1-b]thiadiazole and imidazo[2,1-b]thiazolesulfonamides
  作者：Ian T. Barnish、Peter E. Cross、Roger P. Dickinson、Brian Gadsby、Michael J. Parry、Michael J. Randall、Ian W. Sinclair

  DOI：10.1021/jm00176a003

  日期：1980.2

  A series of imidazo[2,1-b]thiadiazole and imidazo[2,1-b]thiazolesulfonamide carbonic anhydrase inhibitors is described and their anticonvulsant activities are listed. Many of the compounds have the same degree of ionization as acetazolamide and methazolamide, but their higher lipophilicity means that they are more able to penetrate into the central nervous system. One compound, 6-tert-butyl-2-sulfamoylimidazo[2,1-b]-1,3,4-thiadiazole (8, UK-15,454) had an anticonvulsant ED50 of 2.6 mg/kg when administered orally to mice. 8 selectively increased cerebral blood flow in animals without producing a high level of metabolic acidosis.