bromosulfurous acid butyl ester | 824405-48-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 亚磺酸及其衍生物
• 英文名称: bromosulfurous acid butyl ester
• 英文别名: Bromoschwefligsaeure-butylester；Bromsulfinsaeure-butylester；Butyl-bromsulfinat
• CAS: 824405-48-3
• 化学式: C₄H₉BrO₂S
• 分子量: 201.084
• InChiKey: BDNFSWKILVBNNK-UHFFFAOYSA-N

物化性质

• 沸点：
  105-107 °C(Press: 30 Torr)
• 密度：
  1.626±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.78
• 重原子数：
  8.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  bromosulfurous acid butyl ester 生成 正溴丁烷 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Carre; Libermann, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1933, vol. 197, p. 1327

  摘要：

  DOI：
• 作为产物：
  描述：

  丁氧基(三甲基)硅烷 在 二溴亚砜 作用下， 生成 bromosulfurous acid butyl ester
  参考文献：
  名称：

  Currell,B.R. et al., Journal of the Chemical Society, 1960, p. 2776 - 2778

  摘要：

  DOI：

文献信息

• NO- and haem-independent activation of soluble guanylyl cyclase: molecular basis and cardiovascular implications of a new pharmacological principle
  作者：Johannes-Peter Stasch、Peter Schmidt、Cristina Alonso-Alija、Heiner Apeler、Klaus Dembowsky、Michael Haerter、Markus Heil、Torsten Minuth、Elisabeth Perzborn、Ulrich Pleiss、Matthias Schramm、Werner Schroeder、Henning Schröder、Elke Stahl、Wolfram Steinke、Frank Wunder

  DOI：10.1038/sj.bjp.0704778

  日期：2002.7

  Soluble guanylyl cyclase (sGC) is the only proven receptor for the ubiquitous biological messenger nitric oxide (NO) and is intimately involved in many signal transduction pathways, most notably in regulating vascular tone and platelet function. sGC is a heterodimeric (α/ß) protein that converts GTP to cyclic GMP; NO binds to its prosthetic haem group. Here, we report the discovery of a novel sGC activating compound, its interaction with a previously unrecognized regulatory site and its therapeutic implications. Through a high‐throughput screen we identified BAY 58‐2667, an amino dicarboxylic acid which potently activates sGC in an NO‐independent manner. In contrast to NO, YC‐1 and BAY 41‐2272, the sGC stimulators described recently, BAY 58‐2667 activates the enzyme even after it has been oxidized by the sGC inhibitor ODQ or rendered haem deficient. Binding studies with radiolabelled BAY 58‐2667 show a high affinity site on the enzyme. Using photoaffinity labelling studies we identified the amino acids 371 (α‐subunit) and 231 – 310 (ß‐subunit) as target regions for BAY 58‐2667. sGC activation by BAY 58‐2667 results in an antiplatelet activity both in vitro and in vivo and a potent vasorelaxation which is not influenced by nitrate tolerance. BAY 58‐2667 shows a potent antihypertensive effect in conscious spontaneously hypertensive rats. In anaesthetized dogs the hemodynamic effects of BAY 58‐2667 and GTN are very similar on the arterial and venous system. This novel type of sGC activator is a valuable research tool and may offer a new approach for treating cardiovascular diseases. British Journal of Pharmacology (2002) 136, 773–783; doi:10.1038/sj.bjp.0704778

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