N-methyl-N-phenyl-N'-chlorosulfonyl urea | 40028-34-0

• 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-methyl-N-phenyl-N'-chlorosulfonyl urea
• 英文别名: N-[methyl(phenyl)carbamoyl]sulfamoyl chloride
• CAS: 40028-34-0
• 化学式: C₈H₉ClN₂O₃S
• mdl: MFCD19200215
• 分子量: 248.69
• InChiKey: QEYCPNCWUVXFMH-UHFFFAOYSA-N

物化性质

• 密度：
  1.500±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-methyl-N-phenyl-N'-chlorosulfonyl urea 在 三氯化铝 、 五氯化磷 、 一水合肼 作用下， 以 氯仿 为溶剂， 反应 1.0h， 生成 NSC 373858
  参考文献：
  名称：

  Anti-tubercular agents. Part 3. Benzothiadiazine as a novel scaffold for anti-Mycobacterium activity

  摘要：

  In an effort to develop new and more effective therapies to treat tuberculosis, a series of benzothiadiazine 1,1-dioxide derivatives were synthesized and their in vitro activity against Mycobacterium tuberculosis, Mycobacterium avium and Mycobacterium intracellulare was evaluated. One of the compounds, 8c, exhibited potent anti-tubercular activity, particularly for the resistant strains and thus prompted us to investigate its in vivo profile. However, the in vivo testing in a mouse model of tuberculosis infection did not show significant anti-tubercular activity, probably because of its poor bioavailability. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.08.063
• 作为产物：
  描述：

  氯磺酰异氰酸酯 、 N-甲基苯胺 以 硝基甲烷 为溶剂， 反应 0.5h， 生成 N-methyl-N-phenyl-N'-chlorosulfonyl urea
  参考文献：
  名称：

  某些新型10-取代的2-（4-哌啶基/苯基）-5,5-二氧杂[1,2,4]三唑[1,5-b] [1,2,4]的合成，结构分析和抗菌活性]苯并噻二嗪衍生物。

  摘要：

  新的10-取代的5,5-二氧-5,10-二氢[1,2,4]三唑[1,5-b]-[1,2,4]苯并噻二嗪芳基磺酰胺衍生物系列（10a-j和13a -f）被合成。这些化合物的结构在光谱数据，元素分析，X射线分析和量子化学计算的基础上得到确认。评价了这些化合物作为针对各种革兰氏阳性和革兰氏阴性细菌的抗菌剂的功效。在这些化合物10f和10i中，对大肠杆菌的活性最高，对大肠杆菌和枯草芽孢杆菌的活性最高的化合物13e。此外，与标准药物相比，其他化合物也显示出有效的抑制活性。

  DOI：

  10.1016/j.bmcl.2007.07.043

文献信息

• Process for the preparation of topiramate
  申请人：Arvai Geza

  公开号：US20060040874A1

  公开（公告）日：2006-02-23

  The present invention relates to a process for the preparation of topiramate, intermediates in this process and a process for the preparation of these intermediates.

  本发明涉及一种制备托吡酯的方法，以及在该过程中的中间体和制备这些中间体的方法。
• “A Sweet Combination”: Developing Saccharin and Acesulfame K Structures for Selectively Targeting the Tumor-Associated Carbonic Anhydrases IX and XII
  作者：Silvia Bua、Carrie Lomelino、Akilah B. Murray、Sameh M. Osman、Zeid A. ALOthman、Murat Bozdag、Hatem A. Abdel-Aziz、Wagdy M. Eldehna、Robert McKenna、Alessio Nocentini、Claudiu T. Supuran

  DOI：10.1021/acs.jmedchem.9b01669

  日期：2020.1.9

  The sweeteners saccharin (SAC) and acesulfame K (ACE) recently entered the topic of anticancer human carbonic anhydrase (CA, EC 4.2.1.1) inhibitors, as they showed to selectively inhibit the tumor-associated CAs IX/XII over ubiquitous CAs. A drug design strategy is here reported, which took SAC and ACE as leads and produced a series of 2H-benzo [e][1,2,4]thiadiazin-3(4H)-one-1,1-dioxides (BTD). Many derivatives showed greater potency (K(I)s-CA IX 19.1-408.5 nM) and selectivity (II/IX SI 2-76) than the leads (K(I)s-CA IX 103, 2400 nM; II/IX-SI 56, >4) against CA IX/XII over off-target isoforms. A thorough X-ray crystallographic study depicted their binding mode to both CA II and IX-mimic. The most representative BTDs were characterized in vitro for their antitumor activity against A549, PC-3, and HCT-116 cancer cell lines both in normoxia and hypoxia. The two most effective compounds were assayed for their effect on several apoptosis markers, identifying promising leads for the development of new anticancer drugs.
• US7414126B2
  申请人：——

  公开号：US7414126B2

  公开（公告）日：2008-08-19
• Synthesis, structure analysis, and antibacterial activity of some novel 10-substituted 2-(4-piperidyl/phenyl)-5,5-dioxo[1,2,4]triazolo[1,5-b][1,2,4]benzothiadiazine derivatives
  作者：Ahmed Kamal、M. Naseer A. Khan、K. Srinivasa Reddy、K. Rohini、G. Narahari Sastry、B. Sateesh、B. Sridhar

  DOI：10.1016/j.bmcl.2007.07.043

  日期：2007.10

  10-dihydro[1,2,4]triazolo[1,5-b]-[1,2,4]benzothiadiazine arylsulfonamide derivatives (10a-j and 13a-f) was synthesized. The structures of these compounds were confirmed on the basis of spectral data, elemental analysis, X-ray analysis, and quantum chemical calculations. These compounds were evaluated for their efficacy as antibacterial agents against various Gram-positive and Gram-negative strains of bacteria

  新的10-取代的5,5-二氧-5,10-二氢[1,2,4]三唑[1,5-b]-[1,2,4]苯并噻二嗪芳基磺酰胺衍生物系列（10a-j和13a -f）被合成。这些化合物的结构在光谱数据，元素分析，X射线分析和量子化学计算的基础上得到确认。评价了这些化合物作为针对各种革兰氏阳性和革兰氏阴性细菌的抗菌剂的功效。在这些化合物10f和10i中，对大肠杆菌的活性最高，对大肠杆菌和枯草芽孢杆菌的活性最高的化合物13e。此外，与标准药物相比，其他化合物也显示出有效的抑制活性。
• Anti-tubercular agents. Part 3. Benzothiadiazine as a novel scaffold for anti-Mycobacterium activity
  作者：Ahmed Kamal、K. Srinivasa Reddy、S. Kaleem Ahmed、M. Naseer A. Khan、Rakesh K. Sinha、J.S. Yadav、Sudershan K. Arora

  DOI：10.1016/j.bmc.2005.08.063

  日期：2006.2

  In an effort to develop new and more effective therapies to treat tuberculosis, a series of benzothiadiazine 1,1-dioxide derivatives were synthesized and their in vitro activity against Mycobacterium tuberculosis, Mycobacterium avium and Mycobacterium intracellulare was evaluated. One of the compounds, 8c, exhibited potent anti-tubercular activity, particularly for the resistant strains and thus prompted us to investigate its in vivo profile. However, the in vivo testing in a mouse model of tuberculosis infection did not show significant anti-tubercular activity, probably because of its poor bioavailability. (c) 2005 Elsevier Ltd. All rights reserved.