2,2'-dithiobis(6-methoxybenzoic acid) | 19532-68-4

• 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: 2,2'-dithiobis(6-methoxybenzoic acid)
• 英文别名: 6,6'-dimethoxy-2,2'-disulfanediyl-bis-benzoic acid；6,6'-dimethoxy-2,2'-disulfanediyl-di-benzoic acid；6,6'-Dimethoxy-2,2'-disulfandiyl-di-benzoesaeure；6.6'-Dimethoxy-2.2'-dithio-dibenzoesaeure；Bis-(3-methoxy-2-carboxy-phenyl)-disulfid；Bis-(2-carbossi-3-metossifenil)disolfuro；2-[(2-Carboxy-3-methoxyphenyl)disulfanyl]-6-methoxybenzoic acid
• CAS: 19532-68-4
• 化学式: C₁₆H₁₄O₆S₂
• 分子量: 366.416
• InChiKey: WUNQJVLDYBSFTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  144
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,2'-dithiobis(6-methoxybenzoic acid) 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以62%的产率得到2-巯基-6-甲氧基苄醇
  参考文献：
  名称：

  可能的硫醌甲基化物前体的合成

  摘要：

  为了研究含有给电子基团的邻硫醌甲基化物前体的合成可及性，我们通过相应苯并氧杂硫酮物种的快速真空热解制备了四种甲基和甲氧基取代的 2H-苯并 [b] 硫醚衍生物。甲基和甲氧基取代的底物被证明与热解协议兼容。与先前报道的未取代的 2H-苯并 [b] 硫醚合成相比，热解可以在相当低的温度下进行，并且产率更高。在适当的条件下，可以以极好的收率和 100% 的纯度分离反应产物，因此无需对温度敏感且易挥发的 2H-苯并[b] 硫醚衍生物进行繁琐的纯化。

  DOI：

  10.1139/v07-142
• 作为产物：
  描述：

  2-氨基-6-甲氧基苯甲酸 在 盐酸 、 sodium disulfide 、 sodium nitrite 作用下， 生成 2,2'-dithiobis(6-methoxybenzoic acid)
  参考文献：
  名称：

  Ring-hydroxylated analogs of lucanthone as antitumor agents

  摘要：

  A series of ring-alkoxylated and ring-hydroxylated analogues of lucanthone was prepared and tested for antitumor activity. The most biologically interesting members of this group were the 7-hydroxylucanthone derivatives, 50 and 51, which gave T/C values in the NCI P-388 antitumor screen of 188 and 265, respectively. The apparent association constants and delta Tm values for a number of analogue-DNA complexes were determined to ascertain whether there was any quantitative correlation with biological activity. The most that can be said is that intercalation may be a necessary but far from sufficient condition for antitumor activity.

  DOI：

  10.1021/jm00345a006

文献信息

• Directed lithiation of arenethiols
  作者：Keith Smith、Charles M. Lindsay、Gareth J. Pritchard

  DOI：10.1021/ja00184a040

  日期：1989.1

  treatment with electrophiles provides a convenient approach to ortho-substituted arenethiol derivatives. The reactions with tetraisopropylthiuram disulfide provide direct access to the corresponding o-phenylene trithiocarbonates. Double lithiation of 4-methoxybenzenethiol results in C-lithiation adjacent to the methoxy group rather than the thiolate residue, indicating that methoxy is a more powerfully ortho-directing

  苯硫醇、甲苯-4-硫醇和 3,5-二甲基苯硫醇在四甲基乙二胺中被正丁基锂双重锂化（在硫和碳上）。C-锂化发生在硫醇基团的邻位，随后用亲电试剂处理为邻位取代的芳硫醇衍生物提供了方便的方法。与四异丙基秋兰姆二硫化物的反应可直接获得相应的邻亚苯基三硫代碳酸酯。4-甲氧基苯硫醇的双锂化导致与甲氧基相邻的 C-锂化而不是硫醇盐残基，表明甲氧基是此类金属化反应中更强大的邻位取代基。3-甲氧基苯硫醇在甲氧基和硫醇盐基团之间锂化。
• 241. Mehtoxy-derivatives of xanthone and thioxanthone
  作者：Kenneth Charles Roberts、Leslie Alfred Wiles、Bernard Arthur Stevens Kent

  DOI：10.1039/jr9320001792

  日期：——
• Vitali; Amoretti; Mossini, Farmaco, Edizione Scientifica, 1968, vol. 23, # 5, p. 468 - 476
  作者：Vitali、Amoretti、Mossini

  DOI：——

  日期：——
• [EN] BENZOTHIAZEPINONES AND THEIR USE AS ANTICONVULSANTS
  申请人：THE BOOTS COMPANY PLC

  公开号：WO1992021668A1

  公开（公告）日：1992-12-10

  (EN) Compounds of formula (I) in which n = 0, 1 or 2; R1 independently represents halo, alkyl of 1 to 4 carbon atoms or alkoxy, haloalkyl of 1 to 4 carbon atoms, nitro, cyano, carboxy, alkanoyl of 1 to 4 carbon atoms, optionally alkylated carbamoyl or optionally alkylated sulphamoyl; R2, R3, R4, R5 and R6 independently represent hydrogen or alkyl of 1 to 4 carbon atoms; and m = 0 or an integer from 1 to 4 have utility as anticonvulsants in the treatment of neurological disorders such as epilepsy.(FR) On décrit des composés de formule (I) dans laquelle n = 0, 1 ou 2; R1 représente indépendamment un halo, un alcoyle comportant de 1 à 4 atomes de carbone ou un alcoxy, un haloalcoyle de 1 à 4 atomes de carbone, un nitro, un cyano, un carboxy, un alcanoyle comportant de 1 à 4 atomes de carbone, éventuellement un carbamoyle alkylaté ou éventuellement un sulfamoyle alkylaté; R2, R3, R4, R5 et R6 représentent indépendemment l'hydrogène ou un alcoyle comportant de 1 à 4 atomes de carbone; et m = 0 ou un nombre entier de 1 à 4. Lesdits composés sont destinés à être utilisés comme anticonvulsivants pour le traitement de troubles neurologiques tel que l'épilepsie.
• Ring-hydroxylated analogs of lucanthone as antitumor agents
  作者：Sydney Archer、Kenneth J. Miller、Rabindra Rej、Cecily Periana、Lloyd Fricker

  DOI：10.1021/jm00345a006

  日期：1982.3

  A series of ring-alkoxylated and ring-hydroxylated analogues of lucanthone was prepared and tested for antitumor activity. The most biologically interesting members of this group were the 7-hydroxylucanthone derivatives, 50 and 51, which gave T/C values in the NCI P-388 antitumor screen of 188 and 265, respectively. The apparent association constants and delta Tm values for a number of analogue-DNA complexes were determined to ascertain whether there was any quantitative correlation with biological activity. The most that can be said is that intercalation may be a necessary but far from sufficient condition for antitumor activity.