<(4-nitrophenyl)oxy>sulfonyl isocyanate | 73748-48-8

• 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: <(4-nitrophenyl)oxy>sulfonyl isocyanate
• 英文别名: (4-nitrophenyl) N-(oxomethylidene)sulfamate
• CAS: 73748-48-8
• 化学式: C₇H₄N₂O₆S
• 分子量: 244.185
• InChiKey: MKGBABBMJMRLSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  127
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  <(4-nitrophenyl)oxy>sulfonyl isocyanate 在 C₆F₁₃CH(OH)CH₂NCH₂CH₂CH₃ 作用下， 以 乙醚 为溶剂， 生成 4-nitrophenyl sulfamate
  参考文献：
  名称：

  Addition d’aminoalcools hautement fluorés sur les isocyanates d’alcoxy et d’aroxysulfonyle

  摘要：

  The action of F-alkylated (alkylamino)ethanols on alkoxy- and aroxy-sulfonyl isocyanates allowed the preparation of the corresponding carbamates. The reaction occurred rapidly with good yields. (C) 2002 Published by Elsevier Science B.V.

  DOI：

  10.1016/s0022-1139(02)00057-x
• 作为产物：
  描述：

  N-<<(4-nitrophenyl)oxy>carbonyl>sulfamyl chloride 以 甲苯 为溶剂， 以75%的产率得到<(4-nitrophenyl)oxy>sulfonyl isocyanate
  参考文献：
  名称：

  Acyl and sulfonyl isocyanates in .beta.-lactam synthesis

  摘要：

  DOI：

  10.1021/jo00202a006

文献信息

• Addition of various unsaturated alcohols to sulfonylisocyanate derivatives: Synthesis of new unsaturated N-sulfonyl carbamates
  作者：Ahlem Radhouani、Mohamed Beji

  DOI：10.1080/10426507.2015.1072186

  日期：2016.5.3

  GRAPHICAL ABSTRACT Abstract The synthesis of new unsaturated N-sulfonylcarbamates by the addition of unsaturated alcohols to aroxy(alkoxy)sulfonylisocyanates is reported. The reaction is carried out at room temperature in the presence or absence of solvent, depending on the nature of the starting alcohol. The products were obtained in good yields and characterized with IR, 1H, and 13C NMR and HRMS

  图形摘要 摘要 报道了通过将不饱和醇加成到芳氧基（烷氧基）磺酰基异氰酸酯上来合成新的不饱和 N-磺酰基氨基甲酸酯。根据起始醇的性质，该反应在室温下在溶剂存在或不存在下进行。产品以良好的收率获得，并通过 IR、1H 和 13C NMR 和 HRMS 分析进行表征。
• Reaction of Acids and Diacids with Aroxy(alcoxy)sulfonyl Isocyanates: Synthesis of <i>N</i>-Acylsulfamates, Disulfamates, and <i>N</i>,<i>N</i>′-Disulfonylureas
  作者：Hassen Sbihi、Mohamed Beji、Ahmed Baklouti

  DOI：10.1080/00397910802219114

  日期：2008.7.24

  Abstract Reaction of carboxylic acids with aroxy(alcoxy)sulfonylisocyanates allowed the preparation of the corresponding aroxy(alcoxy) N-acylsulfamates. With succinic diacid, the same reaction yielded the corresponding N, N′-diacylsulfamates, whereas the N, N′-disulfonylureas were obtained by reaction of maleic or fumaric diacids.

  摘要 羧酸与芳氧基（烷氧基）磺酰基异氰酸酯反应可以制备相应的芳氧基（烷氧基）N-酰基氨基磺酸盐。对于琥珀二酸，同样的反应产生相应的 N, N'-二酰基氨基磺酸盐，而 N, N'-二磺酰脲是通过马来酸或富马酸二酸的反应获得的。
• Chemical preparation, biological evaluation and 3D-QSAR of ethoxysulfuron derivatives as novel antifungal agents targeting acetohydroxyacid synthase
  作者：Ren-Jun Wu、Tongtong Ren、Jie-Yu Gao、Li Wang、Qilin Yu、Zheng Yao、Guo-Qing Song、Wei-Bin Ruan、Cong-Wei Niu、Fu-Hang Song、Li-Xin Zhang、Mingchun Li、Jian-Guo Wang

  DOI：10.1016/j.ejmech.2018.11.005

  日期：2019.1

  branched-chain amino acids. Earlier gene mutation of Candida albicans in a mouse model suggested that this enzyme is a promising target of antifungals. Recent studies have demonstrated that some commercial AHAS-inhibiting sulfonylurea herbicides exerted desirable antifungal activity. In this study, we have designed and synthesized 68 novel ethoxysulfulron (ES) derivatives and evaluated their inhibition

  乙酰羟酸合酶（AHAS）是第一个参与支链氨基酸生物合成途径的酶。在小鼠模型中，白色念珠菌的早期基因突变表明，该酶是抗真菌药的有希望的靶标。最近的研究表明，某些商业化的抑制AHAS的磺酰脲类除草剂发挥了理想的抗真菌活性。在这项研究中，我们设计和合成了68种新型乙氧基磺隆（ES）衍生物，并评估了它们对白色念珠菌AHAS的抑制常数（K i）和基于细胞的最小抑制浓度（MIC）值。目标化合物5-1，5-10，5-22，5-31和5-37显示出比ES更强的AHAS抑制作用。化合物5-1在72 h后对真菌AHAS的最佳K i为6.7 nM，对白色念珠菌和副念珠菌的MIC值为2.5 mg / L。在这里建立了合适的线虫模型，并在体内进一步评价了5-1的抗真菌活性。通过分子对接模拟了一种可能的结合模式，并建立了一个比较场分析（CoMFA）模型来理解结构-活性关系。当前的研究表明，某些ES衍生物应被视为开发具
• Synthesis of Nonionic Aroxylsulfonyl Carbamates
  作者：K. Debbabi、M. Beji、A. Baklouti、F. Guittard、S. Geribaldi

  DOI：10.1080/10426500210678

  日期：2002.4.1

  Novel aroxylsulfonyl carbamates containing polar head or core type were synthesized from the action of aroxysulfonylisocyanate on oligooxyethylmonomethylated ethers or glycols without solvent. At room temperature the reaction occurs rapidly with satisfactory yields. The synthetic pathway of isocyanate derivatives is achieved in a one-pot reaction in order to use low price commercially available compounds such as phenolic derivatives and chlorosulfonylisocyanate as starting materials. This new class of nonionic compounds contains one aromatic part and one polar part. All these compounds are monodisperse, that is, they include a perfectly defined number of oxyethylene units. The synthesis and characterization of these new series of carbamates are described.
• Synthesis of F-alkyl N-sulfonyl carbamates and thiocarbamates
  作者：M. Beji、H. Sbihi、A. Baklouti、A. Cambon

  DOI：10.1016/s0022-1139(99)00096-2

  日期：1999.10

  The syntheses of F-alkyl (alkoxy) and aroxysulfonyl carbamates and thiocarbamates result by addition of F-alkyl alcohols and thiols to alkoxy and aroxysulfonyl isocyanates. At room temperature the reaction occurs rapidly with very good yields. (C) 1999 Elsevier Science S.A. All rights reserved.