thiocarbonic acid O-ethyl ester | 28953-98-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代羰基化合物
• 英文名称: thiocarbonic acid O-ethyl ester
• 英文别名: Thiokohlensaeure-O-aethylester；O-Aethyl-hydrogenthiocarbonat；O-Aethyl-thiokohlensaeure；O-Aethyl-thiocarbonat；Thiokohlensaeure-O-monoaethylester；Monothiokohlensaeure-O-monoaethylester；Ethyl monothiocarbonic acid；ethoxymethanethioic S-acid
• CAS: 28953-98-2
• 化学式: C₃H₆O₂S
• 分子量: 106.145
• InChiKey: MYXNWWDJRWCURH-UHFFFAOYSA-N

物化性质

• 沸点：
  103.6±23.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  27.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  丙二酰胺 、 thiocarbonic acid O-ethyl ester 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 生成 2-Thiobarbituric acid
  参考文献：
  名称：

  用于治疗血脂异常的强效烟酸受体激动剂的发现

  摘要：

  数十年来，烟酸已在临床上用于控制血清脂蛋白。烟酸降低极低密度脂蛋白（VLDL）-胆固醇、低密度脂蛋白（LDL）-胆固醇和脂蛋白-a（LPa），对升高高密度脂蛋白（HDL）-胆固醇也有效。然而，烟酸在临床使用中具有多种副作用。最显着的是上半身和面部强烈的皮肤血管舒张“潮红”。我们发现吡喃并嘧啶二酮系列是烟酸受体激动剂。该系列中一种有效的烟酸受体激动剂 {5-(3-cyclopropylpropyl)-2-(difluoromethyl)-3 H- pyrano[2,3 - d ]pyrimidine-4,7-dione}，可减少狗的潮红副作用被识别。

  DOI：

  10.1021/ml100251u
• 作为产物：
  描述：

  O-ethyl S-[2-oxo-2-phenylethyl]carbonodithioate 、 alkaline earth salt of/the/ methylsulfuric acid 生成 thiocarbonic acid O-ethyl ester
  参考文献：
  名称：

  Groth, Arkiv foer Kemi, vol. 9, # 1, p. 13

  摘要：

  DOI：

文献信息

• Conformational and spectroscopic study of xanthogen ethyl formates, ROC(S)SC(O)OCH2CH3. Isolation of CH3CH2OC(O)SH
  作者：Luciana C. Juncal、Melina V. Cozzarín、Rosana M. Romano

  DOI：10.1016/j.saa.2014.12.086

  日期：2015.3

  ROC(S)SC(O)OCH2CH3, with R = CH3-, (CH3)(2)CH- and CH3(CH2)(2)-, were obtained through the reaction between potassium xanthate salts, ROC(S)SK, and ethyl chloroformate, ClC(O)OCH2CH3. The liquid compounds were identified and characterized by H-1 and C-13 NMR and mass spectrometry. The conformations adopted by the molecules were studied by DFT methods. 6 conformers were theoretically predicted for R = CH3- and (CH3)(2)CH-, while the conformational flexibility of the n-propyl substituent increases the total number of feasible rotamers to 21. For the three molecules, the conformers can be associated in 3 groups, being the most stable the AS forms - the C=S double bond anti (A) with respect to the C-S single bond and the S-C single bond syn (S) with respect to the C=O double bond - followed by AA and SS conformers. The vibrational spectra were interpreted in terms of the predicted conformational equilibrium, presenting the v(C=O) spectral region signals corresponding to the three groups of conformers. A moderated pre-resonance Raman enhancement of the v(C=S) vibrational mode of CH3(CH2)(2)OC(S)SC(O)OCH2CH3 was detected, when the excitation radiation approaches the energy of a n -> pi* electronic transition associated with the C=S chromophore. UV-visible spectra in different solvents were measured and interpreted in terms of TD-DFT calculations. The unknown molecule CH3CH2OC(O)SH was isolated by the UV-visible photolysis of CH3OC(S)SC(O)OCH2CH3 isolated in Ar matrix, and also obtained as a side-product of the reaction between potassium xanthate salts, ROC(S)SK, and ethyl chloroformate, ClC(O)OCH2CH3. (C) 2014 Elsevier B.V. All rights reserved.
• Groth, Arkiv foer Kemi, vol. 9, # 1, p. 13
  作者：Groth

  DOI：——

  日期：——
• BARANY, G., TETRAHEDRON LETT., 1983, 24, N 51, 5683-5686
  作者：BARANY, G.

  DOI：——

  日期：——
• Discovery of a Potent Nicotinic Acid Receptor Agonist for the Treatment of Dyslipidemia
  作者：Jun Qin、Ashwin Rao、Xiao Chen、Xiaohong Zhu、Zhidan Liu、Xianhai Huang、Sylvia Degrado、Ying Huang、Dong Xiao、Robert Aslanian、Boonlert Cheewatrakoolpong、Hongtao Zhang、Scott Greenfeder、Constance Farley、John Cook、Stan Kurowski、Qiu Li、Margaret van Heek、Madhu Chintala、Ganfeng Wang、Yunsheng Hsieh、Fangbiao Li、Anandan Palani

  DOI：10.1021/ml100251u

  日期：2011.2.10

  cutaneous vasodilation “flushing” on the upper body and face. We discovered a pyranopyrimidinedione series to be nicotinic acid receptor agonists. A potent nicotinic acid receptor agonist from this series 5-(3-cyclopropylpropyl)-2-(difluoromethyl)-3H-pyrano[2,3-d]pyrimidine-4,7-dione}with reduced flushing side effect in dogs was identified.

  数十年来，烟酸已在临床上用于控制血清脂蛋白。烟酸降低极低密度脂蛋白（VLDL）-胆固醇、低密度脂蛋白（LDL）-胆固醇和脂蛋白-a（LPa），对升高高密度脂蛋白（HDL）-胆固醇也有效。然而，烟酸在临床使用中具有多种副作用。最显着的是上半身和面部强烈的皮肤血管舒张“潮红”。我们发现吡喃并嘧啶二酮系列是烟酸受体激动剂。该系列中一种有效的烟酸受体激动剂 5-(3-cyclopropylpropyl)-2-(difluoromethyl)-3 H- pyrano[2,3 - d ]pyrimidine-4,7-dione}，可减少狗的潮红副作用被识别。