N-(2-morpholin-4-ylethyl)-2,4-dinitrobenzenesulfonamide | 1243599-65-6

• 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: N-(2-morpholin-4-ylethyl)-2,4-dinitrobenzenesulfonamide
• CAS: 1243599-65-6
• 化学式: C₁₂H₁₆N₄O₇S
• 分子量: 360.348
• InChiKey: IJYCCVQKKVYMKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  159
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-四氢吡喃-4-乙醇 、 N-(2-morpholin-4-ylethyl)-2,4-dinitrobenzenesulfonamide 在 triphenylphosphine polystyrene 、 偶氮二甲酸二叔丁酯 作用下， 以 乙酸乙酯 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of 1,1,3-substituted urea derivatives as potent TNF-α production inhibitors

  摘要：

  A three substituted urea derivative, SA13353 (compound 1a), exhibited potent inhibitory activity against lipopolysaccharide (LPS)-induced TNF-alpha production. We focused on the 1,1-substituted moiety (R(1) and R(2)) of SA13353 and investigated substituent effects of this moiety on LPS-induced TNF-alpha production by oral administration in rats. The synthesis of the urea derivatives was performed rapidly in a one-pot manner using a manual synthesizer. Several compounds containing hydrophobic substituents at this moiety showed more potent inhibitory activities than SA13353. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.037
• 作为产物：
  描述：

  N-(2-氨基乙基)吗啉 、 2,4-二硝基苯磺酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 以80%的产率得到N-(2-morpholin-4-ylethyl)-2,4-dinitrobenzenesulfonamide
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of 1,1,3-substituted urea derivatives as potent TNF-α production inhibitors

  摘要：

  A three substituted urea derivative, SA13353 (compound 1a), exhibited potent inhibitory activity against lipopolysaccharide (LPS)-induced TNF-alpha production. We focused on the 1,1-substituted moiety (R(1) and R(2)) of SA13353 and investigated substituent effects of this moiety on LPS-induced TNF-alpha production by oral administration in rats. The synthesis of the urea derivatives was performed rapidly in a one-pot manner using a manual synthesizer. Several compounds containing hydrophobic substituents at this moiety showed more potent inhibitory activities than SA13353. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.037

文献信息

• EP1027046A4
  申请人：——

  公开号：EP1027046A4

  公开（公告）日：2002-04-03
• ANTAGONISTS OF GONADOTROPIN RELEASING HORMONE
  申请人：MERCK & CO., INC.

  公开号：EP1027046A1

  公开（公告）日：2000-08-16
• US6159989A
  申请人：——

  公开号：US6159989A

  公开（公告）日：2000-12-12
• [EN] ANTAGONISTS OF GONADOTROPIN RELEASING HORMONE<br/>[FR] ANTAGONISTES DE L'HORMONE DE LIBERATION DE LA GONADOTHROPHINE
  申请人：MERCK & CO., INC.

  公开号：WO1999021553A1

  公开（公告）日：1999-05-06

  (EN) There are disclosed compounds of formula (I) and pharmaceutically acceptable salts thereof which are useful as antagonists of GnRH and as such may be useful for the treatment of a variety of sex-hormone related and other conditions in both men and women.(FR) L'invention concerne des composés représentés par la formule (I) et des sels pharmaceutiquement acceptables de ceux-ci, qui sont utiles comme antagonistes de l'hormone de libération de la gonadotrophine (GnRH) et peuvent, en tant que tels, être utiles pour traiter divers états pathologiques liés aux hormones sexuelles ainsi que d'autres affections chez l'homme et la femme.
• Synthesis and pharmacological evaluation of 1,1,3-substituted urea derivatives as potent TNF-α production inhibitors
  作者：Hiroshi Enomoto、Ayako Sawa、Hiroshi Suhara、Noriyoshi Yamamoto、Hiroyuki Inoue、Chikako Setoguchi、Fumio Tsuji、Masahiro Okamoto、Yoshimasa Sasabuchi、Masato Horiuchi、Masakazu Ban

  DOI：10.1016/j.bmcl.2010.06.037

  日期：2010.8

  A three substituted urea derivative, SA13353 (compound 1a), exhibited potent inhibitory activity against lipopolysaccharide (LPS)-induced TNF-alpha production. We focused on the 1,1-substituted moiety (R(1) and R(2)) of SA13353 and investigated substituent effects of this moiety on LPS-induced TNF-alpha production by oral administration in rats. The synthesis of the urea derivatives was performed rapidly in a one-pot manner using a manual synthesizer. Several compounds containing hydrophobic substituents at this moiety showed more potent inhibitory activities than SA13353. (C) 2010 Elsevier Ltd. All rights reserved.