2-苯基乙磺酸钠 | 13552-93-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-苯基乙磺酸钠
• 中文别名: 2-苯基乙磺酸
• 英文名称: sodium 2-phenylethane-1-sulfonate
• 英文别名: sodium 2-phenylethanesulfonate；2-phenyl-ethanesulfonic acid ; sodium-salt；2-Phenyl-aethansulfonsaeure; Natrium-Salz；Sodium2-phenylethane-1-sulfonate；sodium;2-phenylethanesulfonate
• CAS: 13552-93-7
• 化学式: C₈H₉O₃S*Na
• 分子量: 208.213
• InChiKey: CFVUYTFLYMKIAG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.22
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  65.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-苯基乙磺酸钠 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 4-benzyl-1-(phenethylsulfonyl)piperidine
  参考文献：
  名称：

  Synthesis and receptor binding studies of novel 4,4-disubstituted arylalkyl/arylalkylsulfonyl piperazine and piperidine-based derivatives as a new class of σ1 ligands

  摘要：

  This study presents the synthesis and biological evaluation of a new series of arylalkyliary/alkylsulfonyl piperazine and piperidine-based derivatives as sigma receptor ligands. It was found that a number of halogen substituted sulfonamides display relatively high and low affinities to sigma(1) and sigma(2) receptors, respectively. The sigma(1) affinities and subtype selectivities of four piperidine derivatives were also found to be generally comparable to those of piperazine analogues. Compared to sigma(1)-Rs compounds with n = 0 and 2, those with n = 1 proved to have optimal length of carbon chain by exhibiting higher affinities.Within this series, the 4-benzyl-1-(3-iodobenzylsulfonyl)piperidine sigma ligand was identified with 96-fold sigma(1)/sigma(2) selectivity ratio (K-i sigma(i) = 0.96 +/- 0.05 nM and K-i sigma(2) = 91.8 +/- 8.1 nM). (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.04.013
• 作为产物：
  描述：

  苯乙醇 在 四丁基溴化铵 、 四丁基碘化铵 、 三苯基膦 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 sodium sulfite 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 12.0h， 生成 2-苯基乙磺酸钠
  参考文献：
  名称：

  Discovery of a New Class of Potent MMP Inhibitors by Structure-Based Optimization of the Arylsulfonamide Scaffold

  摘要：

  A new class of potent matrix metalloproteinase (MMP) inhibitors designed by structure-based optimization of the well-known arylsulfonamide scaffold is presented. Molecules show an ethylene linker connecting the sulfonamide group with P1' aromatic portion and a D-proline residue bearing the zinc-binding group. The affinity improvement providing by these modifications led us to discover a nanomolar MMP inhibitor bearing a carboxylate moiety as zinc-binding group, which might be a promising lead molecule. Notably, a significant selectivity for MMP-8, MMP-12, and MMP-13 was observed with respect to MMP-1 and MMP-7.

  DOI：

  10.1021/ml300446a

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: S: MVol.B2, 3.1.1, page 583 - 595
  作者：

  DOI：——

  日期：——
• N-Sulfonyl homoserine lactones as antagonists of bacterial quorum sensing
  作者：Sandra Castang、Bernard Chantegrel、Christian Deshayes、René Dolmazon、Patrice Gouet、Richard Haser、Sylvie Reverchon、William Nasser、Nicole Hugouvieux-Cotte-Pattat、Alain Doutheau

  DOI：10.1016/j.bmcl.2004.07.088

  日期：2004.10

  A series of 11 new analogues of N-acylhomoserine lactones in which the carboxamide bond was replaced by a sulfonamide one, has been synthesised. These compounds were evaluated for their ability to competitively inhibit the action of 3-oxohexanoyl-L-homoserine lactone, the natural ligand of the quorum sensing transcriptional regulator LuxR, which in turn activates expression of bioluminescence in the model bacterium Vibrio fischeri. Several compounds were found to display antagonist activity. Molecular modeling suggests that the latter prevent a cascade of structural rearrangements necessary for the formation of the active LuxR dimer. (C) 2004 Elsevier Ltd. All rights reserved.
• The Peroxide Effect in the Addition of Reagents to Unsaturated Compounds. XXIII. The Reaction of Styrene with Bisulfite
  作者：M. S. Kharasch、Remsen Ten Eyck. Schenck、F. R. Mayo

  DOI：10.1021/ja01266a034

  日期：1939.11
• Labbe, H., Bulletin de la Societe Chimique de France, 1899, vol. 21, p. 1077 - 1080
  作者：Labbe, H.

  DOI：——

  日期：——
• Miller, W. v., Liebigs Annalen der Chemie, 1977, vol. 189, p. 338 - 357
  作者：Miller, W. v.

  DOI：——

  日期：——