4-(2,5-二氧代吡咯烷-1-基)苯磺酰胺 | 5470-06-4

• 物质功能分类: 有机原料 - 氨基化合物 - 酰胺类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: 4-(2,5-二氧代吡咯烷-1-基)苯磺酰胺
• 英文名称: N,N-succinyl-sulfanilic acid amide
• 英文别名: N,N-Succinyl-sulfanilsaeure-amid；p-(2,5-dioxo-1-pyrrolidinyl)benzenesulfonamide；4-(2,5-Dioxopyrrolidin-1-yl)benzenesulfonamide
• CAS: 5470-06-4
• 化学式: C₁₀H₁₀N₂O₄S
• 分子量: 254.266
• InChiKey: CXYJOKAZIWXRHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2935009090

反应信息

• 作为反应物：
  描述：

  4-(2,5-二氧代吡咯烷-1-基)苯磺酰胺 在 氢氧化钾 作用下， 生成 磺胺琥珀酸
  参考文献：
  名称：

  Picard et al., Journal of the Chemical Society, 1946, p. 751

  摘要：

  DOI：
• 作为产物：
  描述：

  N-苯丁二醯亞胺 在 吡啶 、 chlorosulphuric acid 、 水 、 丙酮 作用下， 生成 4-(2,5-二氧代吡咯烷-1-基)苯磺酰胺
  参考文献：
  名称：

  Picard et al., Journal of the Chemical Society, 1946, p. 751

  摘要：

  DOI：

文献信息

• Molecular design, synthesis and biological evaluation of cyclic imides bearing benzenesulfonamide fragment as potential COX-2 inhibitors. Part 2
  作者：Ibrahim A. Al-Suwaidan、Amer M. Alanazi、Adel S. El-Azab、Abdulrahman M. Al-Obaid、Kamal E.H. ElTahir、Azza R. Maarouf、Mohamed A. Abu El-Enin、Alaa A.-M. Abdel-Aziz

  DOI：10.1016/j.bmcl.2013.02.107

  日期：2013.5

  A group of cyclic imides (1-10) was designed for evaluation as a selective COX-2 inhibitors and investigated in vivo for their anti-inflammatory activity. Compounds 6a, 6b, 8a, 8b, 9a, 9b, 10a and 10b were proved to be potent COX-2 inhibitors with IC50 range of 0.1-4.0 mu M. In vitro COX-1/COX-2 inhibition structure-activity studies identified compound 8a as a highly potent (IC50 = 0.1 mu M), and an extremely selective [COX-2 (SI) > 1000] comparable to celecoxib [COX-2 (SI) > 384], COX-2 inhibitor that showed superior anti-inflammatory activity (ED50 = 72.4 mg/kg) relative to diclofenac (ED50 = 114 mg/kg). Molecular modeling was carried out through docking the designed compounds into the COX-2 binding site to predict if these compounds have analogous binding mode to the COX-2 inhibitors. The study showed that the homosulfonamide fragment of 8a inserted deep inside the 2 degrees-pocket of the COX-2 active site, where the SO2NH2 group underwent H-bonding interaction with Gln(192)(2.95 angstrom), Phe(518)(2.82 angstrom) and Arg(513)(2.63 and 2.73 angstrom). Docking study of the synthesized compound 8a into the active site of COX-2 revealed a similar binding mode to SC-558, a selective COX-2 inhibitor. (C) 2013 Elsevier Ltd. All rights reserved.
• Irani, Current Science, 1945, vol. 14, p. 46
  作者：Irani

  DOI：——

  日期：——
• Substituted Sulfanilamides. I. N⁴-Acyl Derivatives
  作者：Ellis. Miller、Henry J. Rock、Maurice L. Moore

  DOI：10.1021/ja01874a053

  日期：1939.5
• Mayer, Osterreichische Chemiker-Zeitung, 1951, vol. 52, p. 32
  作者：Mayer

  DOI：——

  日期：——
• PROCESS FOR FUNCTIONALISING POLYMERS
  申请人：Akzo Nobel Chemicals International B.V.

  公开号：US20180118857A1

  公开（公告）日：2018-05-03

  Process for functionalizing a polymer by treating said polymer at a temperature in the range 80-250° C. with a monoazide of the formula wherein m is 0 or 1, n is 0 or 1, n+m=1 or 2, X is a linear or branched, aliphatic or aromatic hydrocarbon moiety with 1-12 carbon atoms, optionally containing heteroatoms, R b is selected from the group consisting of hydrogen, linear and branched alkyl groups with 1-6 carbon atoms optionally substituted with O, S, P, Si, or N-containing functional groups, alkoxy groups with 1-6 carbon atoms, and halogens, and each R a is individually selected from hydrogen, linear or branched alkyl groups with 1-6 carbon atoms, or may form a saturated or unsaturated aliphatic or aromatic ring structure with at least one other R a .