4-(4'-hydroxy-phenylazo)-benzenesulfonic acid | 78733-37-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 4-(4'-hydroxy-phenylazo)-benzenesulfonic acid
• 英文别名: 4-(4'-hydroxyphenylazo)benzenesulfonic acid；4-(4'-sulfophenylazo)phenol；4-Hydroxy-4'-sulfonatoazobenzol
• CAS: 78733-37-6
• 化学式: C₁₂H₁₀N₂O₄S
• 分子量: 278.288
• InChiKey: CNYMBHPFLJWLJW-BUHFOSPRSA-N

物化性质

• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.05
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  99.32
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-(4'-hydroxy-phenylazo)-benzenesulfonic acid 、 乙酸酐 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 4-(4'-acetoxy-phenylazo)-benzenesulfonic acid
  参考文献：
  名称：

  Artificial Metalloesterases Constructed by Site-Directed Attachment of Oximinato Metal Centers to Poly(ethylenimine) Containing β-Cyclodextrin

  摘要：

  In an effort to establish a methodology for construction of active sites of artificial enzymes, site-directed attachment of 2,6-diacetylpyridineketoxime (III) to poly(ethylenimine) (PEI) containing beta-cyclodextrin (CD) was attempted. The site-directed functionalization exploited a t-butylphenyl ester (1) of a carboxylic acid containing a precursor of III. Anchoring of the t-butylphenyl group of I by the CD portion followed by transfer of III moiety to an amino group located in the vicinity of the CD moiety would lead to introduction of III in proximity to the CD moiety. By acylation in DMSO of CD-PEI with the phenyl ester (II), instead of the t-butylphenyl ester, III was introduced randomly to CD-PEI. In the presence of the Ni(II) or Zn(II) complex of the III-containing CD-PEI prepared by either the site-directed or the random functionalization method, ester hydrolysis of 4-(4'-acetoxy-phenylazo)benzenesulfonate (TV) was considerably enhanced. Analysis of the kinetic data measured at various pHs revealed that k(cat) for the PEI derivative prepared by site-directed modification was three to six times greater than that by random modification. The results were taken to indicate that I transferred III to the vicinity of the CD moiety of CD-PEI, but that orientation of III and the CD cavity in the resulting PEI derivative was not very productive for deacylation of IV complexed by the CD cavity. (C) 1998 Academic Press

  DOI：

  10.1006/bioo.1998.1090
• 作为产物：
  描述：

  4-(4'-acetoxy-phenylazo)-benzenesulfonic acid 在 2-ethanesulfonate buffer 、 Ni(II) poly(ethylenimine) containing β-cyclodextrin 作用下， 生成 4-(4'-hydroxy-phenylazo)-benzenesulfonic acid
  参考文献：
  名称：

  Artificial Metalloesterases Constructed by Site-Directed Attachment of Oximinato Metal Centers to Poly(ethylenimine) Containing β-Cyclodextrin

  摘要：

  In an effort to establish a methodology for construction of active sites of artificial enzymes, site-directed attachment of 2,6-diacetylpyridineketoxime (III) to poly(ethylenimine) (PEI) containing beta-cyclodextrin (CD) was attempted. The site-directed functionalization exploited a t-butylphenyl ester (1) of a carboxylic acid containing a precursor of III. Anchoring of the t-butylphenyl group of I by the CD portion followed by transfer of III moiety to an amino group located in the vicinity of the CD moiety would lead to introduction of III in proximity to the CD moiety. By acylation in DMSO of CD-PEI with the phenyl ester (II), instead of the t-butylphenyl ester, III was introduced randomly to CD-PEI. In the presence of the Ni(II) or Zn(II) complex of the III-containing CD-PEI prepared by either the site-directed or the random functionalization method, ester hydrolysis of 4-(4'-acetoxy-phenylazo)benzenesulfonate (TV) was considerably enhanced. Analysis of the kinetic data measured at various pHs revealed that k(cat) for the PEI derivative prepared by site-directed modification was three to six times greater than that by random modification. The results were taken to indicate that I transferred III to the vicinity of the CD moiety of CD-PEI, but that orientation of III and the CD cavity in the resulting PEI derivative was not very productive for deacylation of IV complexed by the CD cavity. (C) 1998 Academic Press

  DOI：

  10.1006/bioo.1998.1090

文献信息

• The assembly of rotaxane-like dye/cyclodextrin/surface complexes on aluminium trihydroxide or goethite
  作者：Rachel J. Cooper、Philip J. Camp、Ross J. Gordon、David K. Henderson、Dorothy C. R. Henry、Hamish McNab、Sonali S. De Silva、Daniel Tackley、Peter A. Tasker、Paul Wight

  DOI：10.1039/b518260c

  日期：——

  Simple azo-dyes carrying phosphonic acid and arsonic acid substituents such as 4-(4-hydroxyphenyl azo)phenylphosphonic acid (5) and 4-(4-hydroxyphenylazo)phenylarsonic acid (6) bind more strongly to high surface area oxides such as aluminium trihydroxide and goethite than their carboxylic and sulfonic acid analogues and the phosphonate-functionalized dyes have been shown to have greater humidity fastness

  带有膦酸和砷酸取代基的简单偶氮染料，例如4-（4-羟基苯基偶氮）苯基膦酸（5）和4-（4-羟基苯基偶氮）苯基ar磺酸（6）与高表面积氧化物（如铝）结合更牢固三羧酸盐和针铁矿要比它们的羧酸和磺酸类似物和膦酸酯官能化的染料具有更高的耐湿坚牢度。吸附等温线测量为三元染料/环糊精/表面复合物的形成提供了证据。当以包含α-环糊精的油墨配方印刷到氧化铝涂层纸上时，形成这种三元络合物的染料显示出更高的耐光牢度。
• Thermochromic/photochromic cosmetic compositions
  申请人：——

  公开号：US20020192247A1

  公开（公告）日：2002-12-19

  Novel thermochromic and/or photochromic compositions are described. The thermochromic compositions include a thermoset resin, cholesterol, water, and dye, while photochromic compositions include a benzene and a binder, such as silica gel. When mixed, the ingredients of the thermochromic and photochromic compositions form chromic cells with an outer shell comprised of either the thermoset resin (in the case of thermochromic compositions) or potassium nitrate (in the case of photochromic compositions). When the chromic compositions are exposed to either a heat or light stimulus, the chromic cells compress to causing the dye within the cells to no longer be visible, thereby creating a color-changing effect.

  本文描述了新型热致变色和/或光致变色组合物。热致变色组合物包括热固性树脂、胆固醇、水和染料，而光致变色组合物包括苯和粘合剂，如硅胶。热致变色组合物和光致变色组合物的成分混合后会形成铬电池，其外壳由热固性树脂（热致变色组合物）或硝酸钾（光致变色组合物）组成。当色素组合物受到热或光的刺激时，色素细胞会压缩，使细胞内的染料不再可见，从而产生变色效果。
• PILIPENKO, A. T.;TSAPYUK, E. A.;YURCHENKO, V. V.;ZULFIGAROV, O. S., XIMIYA I TEXNOL. VODY, 9,(1987) N 4, 325-327
  作者：PILIPENKO, A. T.、TSAPYUK, E. A.、YURCHENKO, V. V.、ZULFIGAROV, O. S.

  DOI：——

  日期：——
• SALTS OF PAROXETINE
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP1091958A1

  公开（公告）日：2001-04-18
• SPINAL CORD INJURY, INFLAMMATION, AND IMMUNE-DISEASE: LOCAL CONTROLLED RELEASE OF THERAPEUTIC AGENTS
  申请人：Invivo Therapeutics Corporation

  公开号：EP2346515A1

  公开（公告）日：2011-07-27