hydroxyethylthioether | 110527-09-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: hydroxyethylthioether
• 英文别名: Ethylsulfenate；hydroxysulfanylethane
• CAS: 110527-09-8
• 化学式: C₂H₆OS
• 分子量: 78.135
• InChiKey: HRKZEUPYFXLVQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  4
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  乙硫醇 、 hydroxyethylthioether 生成 二乙基二硫醚
  参考文献：
  名称：

  SHILYAKOVA T. V.; PERCHUGOV G. YA.; OPARINA L. A.; BOLMOSOV V. I.; STEPAN+, ZH. PRIKL. XIMII, 59,(1986) N 11, 2462-2466

  摘要：

  DOI：
• 作为产物：
  描述：

  1-[ethylsulfinyl(methyl)phosphoryl]oxyethane 生成 hydroxyethylthioether
  参考文献：
  名称：

  YANG, YU-CHU;SZAFRANIEC, LINDA L.;BEAUDRY, WILLIAM T.;ROHRBAUGH, DENNIS K+, J. AMER. CHEM. SOC., 112,(1990) N8, C. 6621-6627

  摘要：

  DOI：

文献信息

• Aza- and polyaza-naphthalenyl carboxamides useful as HIV integrase inhibitors
  申请人：——

  公开号：US20030055071A1

  公开（公告）日：2003-03-20

  Aza- and polyaza-naphthalenyl carboxamide derivatives including certain quinoline carboxamide and naphthyridine carboxamide derivatives are described. These compounds are inhibitors of HIV integrase and inhibitors of HIV replication, and are useful in the prevention or treatment of infection by HIV and the treatment of AIDS, as compounds or pharmaceutically acceptable salts, or as ingredients in pharmaceutical compositions, optionally in combination with other antivirals, immunomodulators, antibiotics or vaccines. Methods of preventing, treating or delaying the onset of AIDS and methods of preventing or treating infection by HIV are also described.

  描述了包括某些喹啉羧酰胺和萘啉羧酰胺衍生物在内的氮杂萘基羧酰胺衍生物。这些化合物是HIV整合酶的抑制剂和HIV复制的抑制剂，可用于预防或治疗HIV感染和治疗艾滋病，作为化合物或药学上可接受的盐，或作为药物组合物中的成分，可选择与其他抗病毒药物、免疫调节剂、抗生素或疫苗组合使用。还描述了预防、治疗或延缓艾滋病发作的方法，以及预防或治疗HIV感染的方法。
• A New Method for Rapidly Generating Inhibitors of Glyoxalase I inside Tumor Cells Using <i>S</i>-(<i>N</i>-Aryl-<i>N</i>-hydroxycarbamoyl)ethylsulfoxides
  作者：Diana S. Hamilton、Malcolm J. Kavarana、Ellyn M. Sharkey、Julie L. Eiseman、Donald J. Creighton

  DOI：10.1021/jm980712o

  日期：1999.5.1

  The enediol analogue S-(N-p-chlorophenyl-N-hydroxycarbamoyl)glutathione is a powerful mechanism-based competitive inhibitor of the anticancer target enzyme glyoxalase I. Nevertheless, this compound exhibits limited toxicity toward tumor cells in vitro because it does not readily diffuse across cell membranes. We describe an efficient method for indirectly delivering the enzyme inhibitor into murine leukemia L1210 cells via acyl interchange between intracellular glutathione and the cell-permeable prodrug S-(N-p-chlorophenyl-N-hydroxycarbamoyl)ethylsulfoxide. The second-order rate constant for the acyl-interchange reaction in a cell-free system is 1.84 mM(-1) min(-1) (100 mM potassium phosphate buffer, 5% ethanol, pH 7.5, 25 degrees C). Incubation of L1210 cells with the sulfoxide in vitro results in a rapid increase in the intracellular concentration of the glyoxalase I inhibitor (k(app) = 1.41 +/- 0.03 min(-1) (37 degrees C)) and inhibition of cell growth (GI(50) = 0.5 +/- 0.1 mu M). This represents an improvement in both efficiency and potency over the dialkyl ester prodrug strategy in which the inhibitor is indirectly delivered into tumor cells as the [glycyl,glutamyl] diethyl or dicyclopentyl esters. The fact that pi-glutathione transferase catalyzes the acyl-interchange reaction between GSH and the sulfoxide suggests that the sulfoxide, or related compounds, might exhibit greater selective toxicity toward tumor cells that overexpress the transferase.