4'-N[(2'',5''-dichlorophenyl)sulfonylamide]acetophenone | 88522-38-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4'-N[(2'',5''-dichlorophenyl)sulfonylamide]acetophenone
• 英文别名: N-(4-acetylphenyl)-2,5-dichlorobenzenesulfonamide；p-(2,5-dichlorobenzenesulphonamido)acetophenone；Benzenesulfonamide, N-(4-acetylphenyl)-2,5-dichloro-
• CAS: 88522-38-7
• 化学式: C₁₄H₁₁Cl₂NO₃S
• mdl: MFCD03362783
• 分子量: 344.218
• InChiKey: FLLJMPPTUWBBLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4'-N[(2'',5''-dichlorophenyl)sulfonylamide]acetophenone 在 哌啶 、 苯甲醛 作用下， 以 正丁醇 为溶剂， 反应 6.0h， 生成 2,5-Dichloro-N-[4-(3-phenyl-3-phenylsulfanyl-propionyl)-phenyl]-benzenesulfonamide
  参考文献：
  名称：

  El-Sharief Sh.; Ammar; Mohamed, Journal of the Indian Chemical Society, 1984, vol. 61, # 6, p. 537 - 543

  摘要：

  DOI：
• 作为产物：
  描述：

  2,5-二氯苄磺酸氯 、 4-氨基苯乙酮 在 吡啶 作用下， 反应 5.0h， 以86.5%的产率得到4'-N[(2'',5''-dichlorophenyl)sulfonylamide]acetophenone
  参考文献：
  名称：

  Patel, V. B.; Sorathiya, S. D.; Parikh, A. R., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1997, vol. 36, # 9, p. 822 - 825

  摘要：

  DOI：

文献信息

• El-Sharief, A. M. Sh.; Ammar, M. S.; Ammar, Y. A., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1983, vol. 22, # 7, p. 700 - 704
  作者：El-Sharief, A. M. Sh.、Ammar, M. S.、Ammar, Y. A.、Zaki, M. E. A.

  DOI：——

  日期：——
• Patel, V. B.; Sorathiya, S. D.; Parikh, A. R., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1997, vol. 36, # 9, p. 822 - 825
  作者：Patel, V. B.、Sorathiya, S. D.、Parikh, A. R.

  DOI：——

  日期：——
• Synthesis and antimalarial activity of sulfonamide chalcone derivatives
  作者：José N. Domínguez、Caritza León、Juan Rodrigues、Neira Gamboa de Domínguez、Jiri Gut、Philip J. Rosenthal

  DOI：10.1016/j.farmac.2005.01.005

  日期：2005.4

  A series of sulfonamide chalcone derivatives were synthesized and investigated for their abilities to inhibit beta-hematin formation in vitro and their activity against cultured Plasmodium falciparum parasites. Inhibition of beta-hematin formation was minimal in the aromatic ring of the chalcone moiety as it appeared for compounds 4b, 4d-f, and greatest with compounds 4g (IC50 0.48 microM) and 4k (IC50 0.50 microM) with a substitution of 3,4,5-trimethoxyl and 3-pyridinyl, respectively. In this study, the most active compound resulted 1[4'-N(2'',5''-dichlorophenyl) sulfonyl-amidephenyl]-3-(4-methylphenyl)-2-propen-1-one 4i, effective as antimalarial by the inhibition of cultured P. falciparum parasites (1 microM). These studies open up the novel possibility of development of sulfonamide derivatives as antimalarials that target beta-hematin formation and the inhibition of the development of cultured P. falciparum parasites, which should help delay the rapid onset of resistance to drugs acting at only a single site. Results with these assays suggest that chalcones exert their antimalarial activity via multiple mechanisms.
• EL-SHARIEF, A. M. SH.;AMMAR, M. S.;AMMAR, Y. A.;ZAKI, M. E. A., INDIAN J. CHEM., 1983, 22, N 7, 700-704
  作者：EL-SHARIEF, A. M. SH.、AMMAR, M. S.、AMMAR, Y. A.、ZAKI, M. E. A.

  DOI：——

  日期：——
• EL-SHARIEF, A. M. SH.;AMMAR, Y. A.;MOHAMED, Y. A., J. INDIAN CHEM. SOC., 1984, 61, N 6, 537-543
  作者：EL-SHARIEF, A. M. SH.、AMMAR, Y. A.、MOHAMED, Y. A.

  DOI：——

  日期：——