benzenesulfonyl isothiocyanate | 1424-53-9

• 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: benzenesulfonyl isothiocyanate
• 英文别名: Benzolsulfonylisothiocyanat；Phenylsulfonylisothiocyanat；Phenylsulphonyl isothiocyanate；phenylsulfonyl isothiocyanate；N-(sulfanylidenemethylidene)benzenesulfonamide
• CAS: 1424-53-9
• 化学式: C₇H₅NO₂S₂
• 分子量: 199.254
• InChiKey: ZACBJJDJJBGIDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzenesulfonyl isothiocyanate 以 异丙醇 、 苯 为溶剂， 反应 5.0h， 生成 Methyl N'-(benzenesulfonyl)-N-phenylcarbamimidothioate
  参考文献：
  名称：

  Hans; Dehne, Pharmazie, 1981, vol. 36, # 7, p. 474 - 476

  摘要：

  DOI：
• 作为产物：
  描述：

  N-Benzolsulfonyl-dithiocarbamidsaeure-methylester 生成 benzenesulfonyl isothiocyanate
  参考文献：
  名称：

  Gompper,R.; Haegele,W., Chemische Berichte, 1966, vol. 99, p. 2885 - 2899

  摘要：

  DOI：

文献信息

• A new synthetic method for 5-sulfonylimino-1,4,2-oxathiazoles
  作者：J.-M. Borsus、G. L'abbe、G. Smets

  DOI：10.1016/0040-4020(75)87007-4

  日期：1975.1

  Nitrile oxides reacted with sulfonyl isothiocyanates to give 3-substituted-5-sulfonylimino-1,4,2-oxathiazoles (4a-i) in moderate to good yields. Although thermolysis of the adducts at ca. 200° furnished a complex mixture of reaction products, decomposition in methanol or dimethylamine proceeded cleanly and yielded respectively urethanes and ureas.

  腈氧化物与磺酰基异硫氰酸酯反应，以中等至良好的收率得到3-取代的5-磺酰亚胺基-1,4,2-氧杂噻唑（4a-i）。尽管加成物在约70℃下热解。200°提供反应产物的复杂混合物，在甲醇或二甲胺中的分解清晰进行，分别得到氨基甲酸酯和脲。
• Cycloaddition reactions of sulfonylisothiocyanates with β,β-disubstituted enamines
  作者：E. Schaumann、S. Sieveking、W. Walter

  DOI：10.1016/s0040-4020(01)97399-5

  日期：1974.1

  Sulfonylisothiocyanates 1 and β,β-dimethylenamines 2 react to yield the dipoles 3. In nonpolar solvents an equilibrium exists between 3 and the thietanes 4. The free activation enthalpy for the ring closure 3→4 was obtained from the temperature dependent NMR spectra in liquid sulfur dioxide. Protonation of 3 with perchloric acid leads to the salts 8 which, as indicated by ΔG≠-values obtained from NMR

  磺酰基异硫氰酸酯1和β，β-二甲基亚胺2反应生成偶极3。在非极性溶剂中，在3和硫杂环丁烷4之间存在平衡。从液态二氧化硫中依赖于温度的NMR光谱获得了3→4闭环的自由活化焓。用高氯酸使3质子化，得到盐8，如由NMR谱获得的ΔG ≠值所示，该盐也能闭环。
• Use of benzenesulfonyl (thioureas or ure as) for treating of septic shock or gene ralized inflammatory syndrome
  申请人：——

  公开号：US20030083385A1

  公开（公告）日：2003-05-01

  The present invention is directed to the use of a benzenesulfonyl(thiourea or urea) of formula I 1 wherein R 1 is hydrogen, (C 1 -C 8 )-alkyl-, (C 3 -C 8 )-cycloalkyl-, (C 3 -C 8 )-cycloalkyl-(C 1 -C 4 )-alkyl- or fluoro-(C 1 -C 8 )-alkyl-; R 2 is (C 1 -C 6 )-alkoxy-, (C 3 -C 8 )-cycloalkyloxy-, (C 3 -C 8 )-cycloalkyl-(C 1 -C 4 )-alkoxy-, (C 1 -C 6 )-alkoxy-(C 1 -C 4 )-alkoxy- or (C 1 -C 6 )-alkoxy-(C 1 -C 4 )-alkoxy-(C 1 -C 4 )-alkoxy-; E is oxygen or sulfur; Y is a hydrocarbon residue of formula —(CR 3 2 ) n —, wherein the residues R 3 , all independently of each other, are hydrogen or (C 1 -C 2 )-alkyl, and n is 1, 2, 3 or 4; X is hydrogen, halogen or (C 1 -C 6 )-alkyl; and Z is halogen, (C 1 -C 4 )-alkyl-, fluoro-(C 1 -C 4 )-alkyl-, (C 1 -C 4 )-alkoxy- or fluoro-(C 1 -C 4 )-alkoxy-, or a physiologically tolerable salt thereof or solvate thereof, for treating a patient suffering from septic shock or the generalized inflammatory syndrome (SIRS) comprising administering to the patient a pharmaceutically effective amount of the compound of formula I, or a physiologically tolerable salt thereof or solvate thereof. The invention is also directed to the use of benzenesulfonyl(thioureas or ureas) of formula I, or a physiologically tolerable salt thereof or solvate thereof, for treating a patient suffering from pathological changes in blood pressure due to a septic shock or generalized inflammatory syndrome (SIRS) state, comprising administering to the patient a pharmaceutically effective amount of the compounds of formula I, or a physiologically tolerable salt thereof or solvate thereof.

  本发明涉及使用式I1的苯磺酰基（硫脲或脲）的方法，其中R1是氢、（C1-C8）-烷基、（C3-C8）-环烷基、（C3-C8）-环烷基-(C1-C4)-烷基或氟代（C1-C8）-烷基；R2是（C1-C6）-烷氧基、（C3-C8）-环烷氧基、（C3-C8）-环烷基-(C1-C4)-烷氧基、（C1-C6）-烷氧基-(C1-C4)-烷氧基或（C1-C6）-烷氧基-(C1-C4)-烷氧基-(C1-C4)-烷氧基；E是氧或硫；Y是式—（CR32）n—的烃基残基，其中残基R3都是独立的氢或（C1-C2）-烷基，n为1、2、3或4；X是氢、卤素或（C1-C6）-烷基；Z是卤素、（C1-C4）-烷基、氟代（C1-C4）-烷基、（C1-C4）-烷氧基或氟代（C1-C4）-烷氧基，或其生理上可耐受的盐或溶剂，用于治疗患有感染性休克或全身性炎症综合征（SIRS）的患者，包括向患者投予式I的化合物的药物有效量，或其生理上可耐受的盐或溶剂。本发明还涉及使用式I的苯磺酰基（硫脲或脲）或其生理上可耐受的盐或溶剂，用于治疗由感染性休克或全身性炎症综合征（SIRS）状态引起的血压病理变化的患者，包括向患者投予式I的化合物的药物有效量，或其生理上可耐受的盐或溶剂。
• USE OF BENZENESULFONYL(THIO)UREAS FOR THE TREATMENT AND PROPHYLAXIS OF DYSFUNCTIONS OF THE AUTONOMOUS NERVOUS SYSTEM AND USE OF BENZENESULFONYL(THIO)UREAS IN COMBINATION WITH BETA-RECEPTOR BLOCKERS
  申请人：——

  公开号：US20020082300A1

  公开（公告）日：2002-06-27

  Substituted benzenesulfonylureas and -thioureas of the formula I 1 in which R 1 , R 2 , E, X, Y and Z have the meanings described herein, show effects on the autonomous nervous system. The invention relates to the use of the compounds of the formula I in the treatment and prophylaxis of dysfunctions of the autonomous nervous system, in particular of vagal dysfunctions, for example in the case of cardiovascular diseases. The invention also relates to the use of compounds of the formula I in combination with beta-receptor blockers and to products and pharmaceutical preparations which comprise at least one compound of the formula I and at least one beta-receptor blocker, and to novel compounds.

  公式I1中的取代苯磺酰脲和-硫脲化合物，其中R1、R2、E、X、Y和Z的含义如下所述，对自主神经系统产生影响。本发明涉及将公式I中的化合物用于治疗和预防自主神经系统功能障碍，特别是迷走神经功能障碍，例如在心血管疾病的情况下。本发明还涉及将公式I中的化合物与β-受体阻滞剂结合使用，以及至少包括公式I中至少一种化合物和至少一种β-受体阻滞剂的产品和制药制剂，以及新化合物。
• Ring-transformation reactions of 4-imino-1,3-4H-oxazoles
  作者：Gerrit L'abbé、Rik Destexhe

  DOI：10.1039/c39850001614

  日期：——

  The 4-imino-1,3-4H-oxazole (3) undergoes ring-opening cycloaddition reactions with electrophilic heterocumulenes by way of an extended Boulton–Katritzky scheme.

  通过扩展的Boulton–Katritzky方案，4-亚氨基1,3-4 H-恶唑（3）与亲电异丁烯进行开环环加成反应。