thioglycine | 758-10-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: thioglycine
• 英文别名: Thioglycin；α-Amino-thioessigsaeure；Amino-monothioessigsaeure；2-aminoethanethioic S-acid
• CAS: 758-10-1
• 化学式: C₂H₅NOS
• mdl: MFCD19204607
• 分子量: 91.1338
• InChiKey: CYFJIBWZIQDUSZ-UHFFFAOYSA-N

物化性质

• 熔点：
  154 °C
• 沸点：
  179.8±23.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  44.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  thioglycine 、 碳酸氢钠 反应 72.0h， 生成 2,5-噁唑烷二酮
  参考文献：
  名称：

  Thioglycine and l-thiovaline: Biologically active H2S-donors

  摘要：

  Thioglycine and L-thiovaline are stable under acidic and basic conditions but in the presence of bicarbonate they liberate the gasotransmitter H2S. In cells both thioamino acids were proven to enhance cGMP formation and promote vasorelaxation in mouse aortic rings. Given that H2S is known to lower arterial hypertension, reduce oxidative stress and exhibit cardioprotective effects in preclinical models, H2S donors hold promise as novel treatments for cardiovascular diseases. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.02.028
• 作为产物：
  描述：

  ({[(2-甲基-2-丙基)氧基]羰基}氨基)硫代乙S-酸 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 thioglycine
  参考文献：
  名称：

  Thioglycine and l-thiovaline: Biologically active H2S-donors

  摘要：

  Thioglycine and L-thiovaline are stable under acidic and basic conditions but in the presence of bicarbonate they liberate the gasotransmitter H2S. In cells both thioamino acids were proven to enhance cGMP formation and promote vasorelaxation in mouse aortic rings. Given that H2S is known to lower arterial hypertension, reduce oxidative stress and exhibit cardioprotective effects in preclinical models, H2S donors hold promise as novel treatments for cardiovascular diseases. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.02.028

文献信息

• Zahn, Ingo; Polborn, Kurt; Beck, Wolfgang, Chemische Berichte, 1989, vol. 122, p. 253 - 258
  作者：Zahn, Ingo、Polborn, Kurt、Beck, Wolfgang

  DOI：——

  日期：——
• Wieland; Euler, Chemische Berichte, 1958, vol. 91, p. 2305,2308
  作者：Wieland、Euler

  DOI：——

  日期：——
• Wieland et al., Chemische Berichte, 1954, vol. 87, p. 1093,1095
  作者：Wieland et al.

  DOI：——

  日期：——
• Thioglycine and l-thiovaline: Biologically active H2S-donors
  作者：Zongmin Zhou、Margarete von Wantoch Rekowski、Ciro Coletta、Csaba Szabo、Mariarosaria Bucci、Giuseppe Cirino、Stavros Topouzis、Andreas Papapetropoulos、Athanassios Giannis

  DOI：10.1016/j.bmc.2012.02.028

  日期：2012.4

  Thioglycine and L-thiovaline are stable under acidic and basic conditions but in the presence of bicarbonate they liberate the gasotransmitter H2S. In cells both thioamino acids were proven to enhance cGMP formation and promote vasorelaxation in mouse aortic rings. Given that H2S is known to lower arterial hypertension, reduce oxidative stress and exhibit cardioprotective effects in preclinical models, H2S donors hold promise as novel treatments for cardiovascular diseases. (C) 2012 Elsevier Ltd. All rights reserved.

表征谱图