4-(6-acetyl-benzothiazol-2-yl)-thiophene-2-sulfonic acid | 882055-26-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 4-(6-acetyl-benzothiazol-2-yl)-thiophene-2-sulfonic acid
• 英文别名: 4-(6-acetyl-1,3-benzothiazol-2-yl)thiophene-2-sulfonic acid
• CAS: 882055-26-7
• 化学式: C₁₃H₉NO₄S₃
• 分子量: 339.417
• InChiKey: ZGJFLWCIXOPEMI-UHFFFAOYSA-N

物化性质

• 密度：
  1.576±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  149
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-(6-acetyl-benzothiazol-2-yl)-thiophene-2-sulfonic acid 在 五氯化磷 、 氨 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 生成 4-(6-Acetyl-benzothiazol-2-yl)-thiophene-2-sulfonic acid amide
  参考文献：
  名称：

  Synthesis and structure-activity relationship of 4-(1,3-benzothiazol-2-yl)-thiophene-2-sulfonamides as cyclin-dependent kinase 5 (cdk5)/p25 inhibitors

  摘要：

  4-(1,3-Benzothiazol-2-yl)thiophene-2-sulfonamide (4a) was found to be a moderately potent inhibitor of cyclin-dependent kinase 5 (cdk5) from a HTS screen. The synthesis and SAR around this hit is described. The X-ray coordinates of ligand 4a with cdk5 are also reported, showing an unusual binding mode to the hinge region via a water molecule.

  DOI：

  10.1016/j.bmcl.2012.07.068
• 作为产物：
  描述：

  1-(2-氨基苯并[d]噻唑-6-基)乙酮 在 氯磺酸 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 sodium carbonate 、 copper(ll) bromide 、 亚硝酸异戊酯 作用下， 以 乙醇 、 氯仿 、 水 、 甲苯 、 乙腈 为溶剂， 生成 4-(6-acetyl-benzothiazol-2-yl)-thiophene-2-sulfonic acid
  参考文献：
  名称：

  Synthesis and structure-activity relationship of 4-(1,3-benzothiazol-2-yl)-thiophene-2-sulfonamides as cyclin-dependent kinase 5 (cdk5)/p25 inhibitors

  摘要：

  4-(1,3-Benzothiazol-2-yl)thiophene-2-sulfonamide (4a) was found to be a moderately potent inhibitor of cyclin-dependent kinase 5 (cdk5) from a HTS screen. The synthesis and SAR around this hit is described. The X-ray coordinates of ligand 4a with cdk5 are also reported, showing an unusual binding mode to the hinge region via a water molecule.

  DOI：

  10.1016/j.bmcl.2012.07.068

文献信息

• New Compounds Useful for Treating CNS Disorders
  申请人：Malmstrom Jonas

  公开号：US20110098292A1

  公开（公告）日：2011-04-28

  The present invention provides new compounds of formula (I) as well as a process for their preparation and new intermediates used therein, pharmaceutical formulations containing said therapeutically active compounds and to the use of said active compounds in therapy.

  本发明提供了公式（I）的新化合物，以及其制备过程和在其中使用的新中间体，包含所述治疗活性化合物的药物配方以及所述活性化合合物在治疗中的使用。
• NEW COMPOUNDS USEFUL FOR TREATING CNS DISORDERS
  申请人：AstraZeneca AB

  公开号：EP1765815A2

  公开（公告）日：2007-03-28
• [EN] NEW COMPOUNDS USEFUL FOR TREATING CNS DISORDERS<br/>[FR] NOUVEAUX COMPOSES UTILES DANS LE TRAITEMENT DES TROUBLES DU SYSTEME NERVEUX CENTRAL
  申请人：ASTRAZENECA AB

  公开号：WO2006004507A2

  公开（公告）日：2006-01-12

  The present invention provides new compounds of formula (I) as well as a process for their preparation and new intermediates used therein, pharmaceutical formulations containing said therapeutically active compounds and to the use of said active compounds in therapy.
• Synthesis and structure-activity relationship of 4-(1,3-benzothiazol-2-yl)-thiophene-2-sulfonamides as cyclin-dependent kinase 5 (cdk5)/p25 inhibitors
  作者：Jonas Malmström、Jenny Viklund、Can Slivo、Ana Costa、Mickaël Maudet、Catrin Sandelin、Gösta Hiller、Lise-Lotte Olsson、Anna Aagaard、Stefan Geschwindner、Yafeng Xue、Mervi Vasänge

  DOI：10.1016/j.bmcl.2012.07.068

  日期：2012.9

  4-(1,3-Benzothiazol-2-yl)thiophene-2-sulfonamide (4a) was found to be a moderately potent inhibitor of cyclin-dependent kinase 5 (cdk5) from a HTS screen. The synthesis and SAR around this hit is described. The X-ray coordinates of ligand 4a with cdk5 are also reported, showing an unusual binding mode to the hinge region via a water molecule.