2-hydroxy-8-naphthalenesulfonic acid monosodium salt | 832-85-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-hydroxy-8-naphthalenesulfonic acid monosodium salt
• 英文别名: 7-hydroxy-1-naphthalenesulfonic acid monosodium salt；2-naphthol-8-sulfonic acid sodium salt；sodium 7-hydroxynaphthalene-1-sulphonate；Sodium;8-sulfonaphthalen-2-olate；sodium;8-sulfonaphthalen-2-olate
• CAS: 832-85-9
• 化学式: C₁₀H₇O₄S*Na
• 分子量: 246.219
• InChiKey: ILYATEDYTGOHMO-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.55
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2908999090

反应信息

• 作为反应物：
  描述：

  2-hydroxy-8-naphthalenesulfonic acid monosodium salt 在 氯化亚砜 、 sodium acetate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 3.5h， 生成 N-<2-(5,5-diphenyl-2,4-imidazolidinedion-3-yl)ethyl>-7-acetoxy-1-naphthalene sulfonamide
  参考文献：
  名称：

  以2-萘酚-8-磺酸的磺酰胺衍生物为标记的苯妥英钠的荧光偏振免疫分析。

  摘要：

  DOI：

  10.1021/ac00278a061

文献信息

• Structure-activity relationship studies with symmetric naphthalenesulfonic acid derivatives. Synthesis and influence of spacer and naphthalenesulfonic acid moiety on anti-HIV-1 activity
  作者：Prem Mohan、Man Fai Wong、Sandeep Verma、Peggy P. Huang、Anura Wickramasinghe、Masanori Baba

  DOI：10.1021/jm00066a008

  日期：1993.7

  Symmetric bis(naphthalenesulfonic acid) derivatives containing a variety of spacers have been synthesized and evaluated for anti-HIV-1 activity in four assay systems. In the assay that measured inhibition of HIV-1-induced cytopathogenicity using a laboratory strain (HTLV-IIIB), a hexamethylene and octamethylene spacer derivative of 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid emerged as the most potent

  合成了含有多种间隔基的对称双（萘磺酸）衍生物，并在四种测定系统中评估了其抗HIV-1活性。在使用实验室菌株（HTLV-IIIB）测定对HIV-1诱导的细胞致病性抑制作用的测定中，最有效的衍生物是4-氨基-5-羟基-2,7-萘二磺酸的六亚甲基和八亚甲基间隔衍生物。六亚甲基间隔类似物的体外治疗指数> 120。在巨细胞形成试验中测试了选定的衍生物。在该测定中，最有效的衍生物还是六亚甲基化合物。针对HIV-1（HE株）的临床分离株对所选衍生物的评估表明，六亚甲基衍生物是最有效的化合物。在测定抑制人类外周血淋巴细胞中HIV-1诱导的细胞病变的实验中，六亚甲基化合物以最活跃的衍生物形式出现，显示50％的抑制浓度为1.3 microM。这些研究清楚地表明，某些萘磺酸基团与特定的间隔基偶联时，在无毒浓度下可产生抗HIV-1活性。在4-氨基-5-羟基-2，7-萘二磺酸系列中，间隔物长度的缩短，优选具有柔性聚
• Ozone Fading of 2,2′-Dihydro Azo Copper Complex Dyes
  作者：Masaki Matsui、Kenjiro Tsubota、Katsuyoshi Shibata、Hiroshige Muramatsu

  DOI：10.1246/bcsj.64.2961

  日期：1991.10

  The reactivities of dyes with ozone were in the following order, Acid Blue 74>disodium 1-(2-hydroxyphenylazo)-2-naphthol-3,6-disulfonate>Direct Yellow 12>Acid Orange 7>disodium 1-phenylazonaphthalene-3,6-disulfonate-2,2′-diolatocopper(II)>Mordant Red 3>Basic Green 4. The reaction of disodium 1-phenyl-azonaphthalene-3,6-disulfonate-2,2′-diolatocopper(II) with ozone was retarded by the introduction of electron-withdrawing groups and 8-sulfonato group. The potassium sulfonate dye was less reactive than the sodium one. Ozonization of l-phenylazonaphthalene-2,2′-diolatocopper(II) gave phenol, 2-naphthol, and phthalic anhydride.

  染料与臭氧的反应活性依次为：酸性蓝 74>1-(2-羟基苯基偶氮)-2-萘酚-3,6-二磺酸钠>直接黄 12>酸性橙 7>1-苯基偶氮萘-3,6-二磺酸钠-2,2′-二茂铁铜(II)>媒染红 3>碱性绿 4。在 1-苯基-3,6-萘二磺酸钠-2,2′-二茂铁铜(II)与臭氧的反应中，引入了缩电子基团和 8-磺酸基团，从而延缓了反应的进行。磺酸钾染料的反应性低于磺酸钠染料。臭氧氧化 l-苯基-2,2′-二茂萘铜(II)会产生苯酚、2-萘酚和邻苯二甲酸酐。
• Modified fluorohydrocarbon polymers
  申请人：DOW CORNING CORPORATION

  公开号：EP0507468A2

  公开（公告）日：1992-10-07

  This invention relates to fluorohydrocarbon polymers which are modified by the incorporation of substitiuents bearing a functional group such as vinyl, allyl, acrylate, alkoxysilane, amido, sulfonic acid salt, pyridine, carboxylic ester and carboxylic salt. The functional groups may be further reacted to obtain branching, grafting or crosslinking of the polymers. Copolymers of vinylidene fluoride and hexafluoropropene such as VITON A rubber and KYNAR FLEX 2801 plastomer, are typical of the class of fluorohydrocarbon polymers which are modified to obtain the new materials of this invention.

  本发明涉及通过加入带有乙烯基、烯丙基、丙烯酸酯、烷氧基硅烷、氨基、磺酸 盐、吡啶、羧酸酯和羧酸盐等官能团的取代基而改性的氟烃聚合物。官能团可进一步反应，以获得聚合物的分支、接枝或交联。偏氟乙烯和六氟丙烯的共聚物，如 VITON A 橡胶和 KYNAR FLEX 2801 弹性体，就是典型的氟烃聚合物，通过改性可获得本发明的新材料。
• Non-peptide inhibitors of HIV-1 protease. Synthesis and structural evaluation of symmetric and non-symmetric naphthalenesulfonic acid analogues
  作者：MF Wong、PP Huang、RI Brinkworth、M Yashiro、P Mohan、DP Fairlie、M Baba、S Verma

  DOI：10.1016/0223-5234(96)89141-0

  日期：——

  In this study, several representative symmetric and non-symmetric naphthalenesulfonic acid derivatives belonging to various structural classes were evaluated for their potential to inhibit HIV-1 protease. The most active compounds were non-symmetrical and possessed hydrophobic pendant groups. In general, the activity of these derivatives was dependent on the number and position of the sulfonic acid moiety and the nature of the appendages. Remarkably, one of the most active compounds also displayed inhibition of DNA polymerase and RNase H activities of HIV-1 reverse transcriptase. This observation provides an insight into designing singular compounds which could inhibit multiple essential enzymes in the HIV-1 life cycle. Since it is unlikely that these agents will reach targeted cellular enzymes due to their polar nature, the discovery of in vitro protease inhibition rationalizes further modification of sulfonic acid derivatives.
• Metal-ammonia reduction and reductive alkylation of N-alkylnaphthalenesulfonamides. A new route to substituted naphthalenes
  作者：H. J. E. Loewenthal、L. Gottlieb

  DOI：10.1021/jo00035a018

  日期：1992.4

  Conditions have been found for 1,4-reduction of aromatic sulfonamides (conveniently monitored by electrical conductivity), using metals in THF/liquid ammonia on the pre-formed N-lithium salts (BuLi), without concomitant C-S reductive cleavage. The resulting 1,4-dihydro compounds could be alkylated, either in situ (in the case of simple unfunctionalized halides only) or, following isolation, after further N-alkylation and then forming the monoanion, or after forming the dianion of the N-monoalkylated dihydrosulfonamide, generally using as base n-butyllithium (a simple titration procedure). In the former case functionalized electrophiles (bromo esters, chloroformates) could be utilized. The ratio of alpha- to gamma-alkylation was dependent on the method of alkylation, the reaction medium, the nature of the N-alkyl group(s), and whether a monoanion or a dianion served as substrate. Gamma-Alkylation products could in some cases be further alpha-substituted. The alpha-substituted products aromatized, with loss of SO2 and amine, by heating, whereas gamma-substitution products required hydrolysis by aqueous alkali; this greatly facilitated separation where mixtures were formed. Thus, this dihydrosulfonamide route constitutes a novel and nucleophilic route to 1-substituted, 2-substituted, and, notably, 1,3-disubstituted naphthalenes.