sulfamethazine

• 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: sulfamethazine
• 英文别名: 3-{[4-(4,6-dimethylpyrimidin-2-ylaminosulfonyl)benzene]imino}-1,3-dihydro-2H-indol-2-one；N-(4,6-dimethylpyrimidin-2-yl)-4-(2-oxoindolin-3-ylideneamino)benzenesulfonamide；N-(4,6-dimethylpyrimidin-2-yl)-4-[(Z)-(2-oxoindolin-3-ylidene)amino]benzenesulfonamide；N-(4,6-dimethylpyrimidin-2-yl)-4-[(2-oxo-1H-indol-3-ylidene)amino]benzenesulfonamide
• 化学式: C₂₀H₁₇N₅O₃S
• 分子量: 407.453
• InChiKey: FRENNFRHCPLWKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  122
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 加替沙星 、 sulfamethazine 以 乙醇 、 水 为溶剂， 以76%的产率得到1-cyclopropyl-7-[4-[[(3Z)-3-[4-[(4,6-dimethylpyrimidin-2-yl)sulfamoyl]phenyl]imino-2-oxo-indolin-1-yl]methyl]-3-methyl-piperazin-1-yl]-6-fluoro-8-methoxy-4-oxo-quinoline-3-carboxylic acid
  参考文献：
  名称：

  Sriram; Yogeeswari; Meena, Pharmazie, 2006, vol. 61, # 4, p. 274 - 277

  摘要：

  DOI：
• 作为产物：
  描述：

  磺胺二甲嘧啶 、 靛红 以 乙醇 为溶剂， 以37%的产率得到sulfamethazine
  参考文献：
  名称：

  Cytotoxicity of Novel Sulfanilamides Towards Sensitive and Multidrugresistant Leukemia Cells

  摘要：

  新型磺胺Schiff碱通过芳香族磺酰胺与芳香族醛或杂环酮以等摩尔比例反应合成并表征。其细胞毒性通过对人类敏感的CCRF-CEM细胞和多药耐药的CEM/ADR5000白血病细胞进行resazurin测定进行评估。测试的三种化合物，即4-(蒽9-亚甲基氨基)-N-(嘧啶-2-基)苯磺酰胺（4）、4-(蒽9-亚甲基氨基)苯磺酰胺（5）和4-((3-苯基烯丙基)氨基)苯磺酰胺（6）具有细胞毒性（IC50值：5.38-19.96 µM）。CEM/ADR5000细胞对这些化合物没有交叉耐药性，表明其对其他药物耐药肿瘤仍具有活性。化合物6通过增加多柔比星的积累并减少CEM/ADR5000细胞中P-糖蛋白的表达来抑制P-糖蛋白。使用人类P-糖蛋白同源模型进行分子对接研究。化合物6和维拉帕米（一个著名的P-糖蛋白抑制剂）与相同结合口袋的结合能相似。

  DOI：

  10.2174/0929867321666140120120708

文献信息

• ISATIN-DERIVED COMPOUNDS, USE OF THE COMPOUNDS FOR THE TREATMENT OF AIDS AND METHOD OF TREATMENT USING THESE COMPOUNDS
  申请人：Fundação Oswaldo Cruz (fiocruz) - Superintendência De Planejamento

  公开号：EP3456718A1

  公开（公告）日：2019-03-20

  This invention relates to HIV-inhibiting compounds consisting of other Formulae I, II or III isatin derivatives, as shown below (Formulae I, II and III), whereby in Formulae I, II and III, R1 is selected from H, CH3 or Cl; R2 is selected from one of the following radicals: zidovudine, amprenavir or an acyclic phosphonate chain, as shown below. This invention also relates to the use and treatment method using the Formulae I, II and III compounds. According to this invention, these compounds are also used for the treatment of infections caused by HBV or co-infection caused by HIV and HBV.

  本发明涉及由下式（式Ⅰ、式Ⅱ和式Ⅲ）所示的其他式Ⅰ、式Ⅱ或式Ⅲ异atin衍生物组成的HIV抑制化合物，其中在式Ⅰ、式Ⅱ和式Ⅲ中，R1选自H、CH3或Cl；R2选自如下基团之一：齐多夫定、安普那韦或无环膦酸链，如下所示。本发明还涉及使用式 I、II 和 III 化合物的用途和治疗方法。根据本发明，这些化合物还可用于治疗由 HBV 引起的感染或由 HIV 和 HBV 引起的合并感染。
• ISATIN-DERIVED COMPOUNDS, USE OF THE COMPOUNDS FOR THE TREATMENT OF AIDS AND HBV INFECTIONS
  申请人：Fundação Oswaldo Cruz

  公开号：EP3456718B1

  公开（公告）日：2021-02-17
• Synthesis and anti-HIV activity of 4-[(1,2-dihydro-2-oxo-3H-indol-3-ylidene) amino]-N(4,6-dimethyl-2-pyrimidinyl)-benzene sulfonamide and its derivatives
  作者：P Selvam、M Chandramohan、E De Clercq、Myriam Witvrouw、Christophe Pannecouque

  DOI：10.1016/s0928-0987(01)00197-x

  日期：2001.12

  4-[(1,2-Dihydro-2-oxo-3H-indol-3-ylidene) amino]-N(4,6-dimethyl-2-pyrimidinyl)-benzene sulphonamide and its derivatives were synthesized by reaction of isatin and its derivatives with sulphadimidine. Their chemical structures have been confirmed by IR, H-1 NMR data and elemental analysis. Investigation of anti-HIV activity of compounds were tested against replication of HIV-1 (IIB) and HIV-2 (ROD) strains in acutely infected MT-4 cells and the activity compared with standard azidothymidine. Among the compounds tested, 4-[(1,2-dihydro-2oxo-3H-indol-3-ylidene)amino]-N(4,6-dimethyl-2-pyrimidinyl)-benzene sulphonamide and its N-acetyl derivative were the most active compounds. (C) 2001 Elsevier Science B.V. All rights reserved.
• [EN] ISATIN-DERIVED COMPOUNDS, USE OF THE COMPOUNDS FOR THE TREATMENT OF AIDS AND METHOD OF TREATMENT USING THESE COMPOUNDS<br/>[FR] COMPOSÉS DÉRIVÉS D'ISATINE, UTILISATION DE CES COMPOSÉ DANS LE TRAITEMENT DU SIDA ET MÉTHODE DE TRAITEMENT FAISANT APPEL AUXDITS COMPOSÉS<br/>[PT] COMPOSTOS DERIVADOS DE ISATINA, USO DOS COMPOSTOS NO TRATAMENTO DE AIDS E MÉTODO DE TRATAMENTO USANDO DITOS COMPOSTOS
  申请人：FUNDAÇÃO OSWALDO CRUZ (FIOCRUZ) - SUPERINTENDÊNCIA DE PLANEJAMENTO

  公开号：WO2017193180A1

  公开（公告）日：2017-11-16

  A presente invenção se refere a compostos inibidores do HIV consistindo de derivados de isatina de fórmulas I, II e III, conforme representados a seguir (fórmulas I, II e III) onde nas fórmulas I, II e III, R1 é selecionado dentre H, CH3 ou Cl R2 é selecionado dentre um dos seguintes radicais: zidovudina, amprenavir ou uma cadeia fosfonato acíclica, representados a seguir. A presente invenção também consiste do uso e do método de tratamento usando os compostos de fórmulas I, II e III. Os compostos da presente invenção também são usados no tratamento de uma infecção causada pelo HBV ou na coinfecção causada pelo HIV e HBV.
• Sriram; Yogeeswari; Meena, Pharmazie, 2006, vol. 61, # 4, p. 274 - 277
  作者：Sriram、Yogeeswari、Meena

  DOI：——

  日期：——