4-chloro-5-(phenylthio)thiophene-2-sulfonamide | 63032-13-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-chloro-5-(phenylthio)thiophene-2-sulfonamide
• 英文别名: 4-chloro-5-phenylsulfanylthiophene-2-sulfonamide
• CAS: 63032-13-3
• 化学式: C₁₀H₈ClNO₂S₃
• 分子量: 305.83
• InChiKey: AJQQJUTYDIUTLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-chloro-5-(phenylthio)thiophene-2-sulfonamide 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 以72%的产率得到5-Benzenesulfonyl-4-chloro-thiophene-2-sulfonic acid amide
  参考文献：
  名称：

  Cerebrovasodilatation through selective inhibition of the enzyme carbonic anhydrase. 3. 5-(Arylthio)-, 5-(arylsulfinyl)-, and 5-(arylsulfonyl)thiophene-2-sulfonamides

  摘要：

  A series of 5-(arylthio)-, 5-(arylsulfinyl)-, and 5-(arylsulfonyl)thiophene-2-sulfonamides is described and anticonvulsant activities are listed for the compounds. In most cases, the sulfones had the highest activity and the sulfides the least. Sulfones with 3- or 4-halo substituents generally had the highest activity, and one analogue, 5-[(4-fluorophenyl)sulfonyl]thiophene-2-sulfonamide (51, UK-17022), had an anticonvulsant ED50 fo 2 mg/kg when administered orally to mice. Compound 51 selectively increased cerebral blood flow in animals without an unacceptable level of diuresis.

  DOI：

  10.1021/jm00140a009
• 作为产物：
  描述：

  5-bromo-4-chlorothiophene-2-sulfonamide 、 苯硫酚 在 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以60%的产率得到4-chloro-5-(phenylthio)thiophene-2-sulfonamide
  参考文献：
  名称：

  Cerebrovasodilatation through selective inhibition of the enzyme carbonic anhydrase. 3. 5-(Arylthio)-, 5-(arylsulfinyl)-, and 5-(arylsulfonyl)thiophene-2-sulfonamides

  摘要：

  A series of 5-(arylthio)-, 5-(arylsulfinyl)-, and 5-(arylsulfonyl)thiophene-2-sulfonamides is described and anticonvulsant activities are listed for the compounds. In most cases, the sulfones had the highest activity and the sulfides the least. Sulfones with 3- or 4-halo substituents generally had the highest activity, and one analogue, 5-[(4-fluorophenyl)sulfonyl]thiophene-2-sulfonamide (51, UK-17022), had an anticonvulsant ED50 fo 2 mg/kg when administered orally to mice. Compound 51 selectively increased cerebral blood flow in animals without an unacceptable level of diuresis.

  DOI：

  10.1021/jm00140a009

文献信息

• WO2006/75955
  申请人：——

  公开号：——

  公开（公告）日：——
• BARNISH, I. T.;CROSS, P. E.;DICKINSON, R. P.;PARRY, M. J.;RANDALL, M. J., J. MED. CHEM., 1981, 24, N 8, 959-964
  作者：BARNISH, I. T.、CROSS, P. E.、DICKINSON, R. P.、PARRY, M. J.、RANDALL, M. J.

  DOI：——

  日期：——
• [EN] PYRAZOLYL ACYLSULFONAMIDE DERIVATIVES AS ENDOTHELIN CONVERTING ENZYME INHIBITORS AND USEFUL IN THE TREATMENT OF CHRONIC OBSTRUCTIVE PULMONARY DISEASE<br/>[FR] DERIVES DE PYRAZOLYL ACYLSULFONAMIDE UTILISES EN TANT QU'INHIBITEURS DE L'ENZYME DE CONVERSION DE L'ENDOTHELINE ET PARTICULIEREMENT UTILES DANS LE TRAITEMENT D'UNE MALADIE PULMONAIRE OBSTRUCTIVE CHRONIQUE
  申请人：ASTRAZENECA AB

  公开号：WO2006075955A1

  公开（公告）日：2006-07-20

  [EN] The invention provides compounds of formula (I),wherein R¿1?,R¿2? ,R¿3? and R¿4? are as defined in the specification,processes for preparing such compounds,to pharmaceutical compositions comprising such compounds and to the use of the compounds as active therapeutic agents (F).
  [FR] Cette invention concerne des composés représentés par la formule (I), dans cette formule R₁,R₂,R₃ et R₄ sont tels que définis dans la spécification. Cette invention concerne également des procédés permettant de préparer de tels composés, ainsi que des compositions pharmaceutiques comprenant de tels composés. L'invention concerne également l'utilisation de ces composés en tant qu'agents thérapeutiques actifs (F).
• Cerebrovasodilatation through selective inhibition of the enzyme carbonic anhydrase. 3. 5-(Arylthio)-, 5-(arylsulfinyl)-, and 5-(arylsulfonyl)thiophene-2-sulfonamides
  作者：Ian T. Barnish、Peter E. Cross、Roger P. Dickinson、Michael J. Parry、Michael J. Randall

  DOI：10.1021/jm00140a009

  日期：1981.8

  A series of 5-(arylthio)-, 5-(arylsulfinyl)-, and 5-(arylsulfonyl)thiophene-2-sulfonamides is described and anticonvulsant activities are listed for the compounds. In most cases, the sulfones had the highest activity and the sulfides the least. Sulfones with 3- or 4-halo substituents generally had the highest activity, and one analogue, 5-[(4-fluorophenyl)sulfonyl]thiophene-2-sulfonamide (51, UK-17022), had an anticonvulsant ED50 fo 2 mg/kg when administered orally to mice. Compound 51 selectively increased cerebral blood flow in animals without an unacceptable level of diuresis.