2α,6β-Dibromcholest-4-en-3-on | 3464-58-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 2α,6β-Dibromcholest-4-en-3-on
• 英文别名: (2R,6R,8S,9S,10R,13R,14S,17R)-2,6-dibromo-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
• CAS: 3464-58-2
• 化学式: C₂₇H₄₂Br₂O
• 分子量: 542.438
• InChiKey: CVIZAPFCOGGUTI-WHFGMXMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2α,6β-Dibromcholest-4-en-3-on 在 etheric solution 、 氢溴酸 、 溴 、 溶剂黄146 作用下， 生成 2,2,6β-tribromocholest-4-en-3-one
  参考文献：
  名称：

  Butenandt; Schramm, Chemische Berichte, 1936, vol. 69, p. 2289,2295

  摘要：

  DOI：
• 作为产物：
  描述：

  5α,6β-dibromocholestan-3β-ol 在 sodium hypochlorite 、 N-溴代丁二酰亚胺(NBS) 、 2,2,6,6-四甲基哌啶氧化物 、 碳酸氢钠 、 sodium bromide 、 过氧化苯甲酰 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 10.0h， 生成 2α,6β-Dibromcholest-4-en-3-on
  参考文献：
  名称：

  对于溴-取代的胆甾烯酮的合成的新策略和它的新的应用程序，以1:1的合成α -羟基胆固醇

  摘要：

  开发了一种新型高效的溴代胆甾酮的制备方法，包括6β-溴胆甾酮和2α,6β-二溴胆甾酮。该合成的关键步骤是一种非常温和的方法，通过用 NaClO/NaBr/TEMPO 处理，然后用 Et3N 进行脱溴化氢，将 5α,6β-二溴胆固醇转化为 6β-溴胆甾酮。用 NBS/BPO（过氧化苯甲酰）在 C-2 处溴化得到 2α,6β-二溴胆甾酮。这用于合成 1α-羟基胆固醇。

  DOI：

  10.3184/174751916x14652251037643

文献信息

• Steroids. VII.¹ Contribution to the Bromination of ▵⁴-3-Ketosteroids and a New Partial Synthesis of the Natural Estrogens
  作者：Carl Djerassi、G. Rosenkranz、J. Romo、St. Kaufmann、J. Pataki

  DOI：10.1021/ja01166a055

  日期：1950.10
• Pathophysiology and diagnosis of third carpal bone disease in horses: A review
  作者：CJ Secombe、EC Firth、NR Perkins、BH Anderson

  DOI：10.1080/00480169.2002.36241

  日期：2002.1.2

  Third carpal bone (C3) disease is a significant cause of lameness in Standardbred and Thoroughbred horses. The bone density of C3 increases as a result of exercise, reducing the compliance of the bone and predisposing it to injury. Currently, the most widely used method of diagnosis is subjective radiography using the tangential view. Radiographically, increases in bone mineral density (BMD) appear as sclerosis but it is not known at what point increases in sclerosis indicate the onset of disease or increased risk of C3 fracture. A quantitative assessment of the BMD of C3 in horses would improve understanding of the changes that occur within this bone and guide athletic management, as it is thought that BMD changes precede articular cartilage damage.Methods of non-invasive bone-mineral analysis used for the detection of osteoporosis in humans include single photon absorptiometry (SPA), dual x-ray absorptiometry (DXA), computed tomography (CT), radioabsorptiometry (RA), quantitative ultrasonography (QU) and magnetic resonance imaging (MRI). To date, DXA and RA are the most commonly used methods of quantitative non-invasive bone-mineral analysis in horses. The cost of equipment and difficulties in performing DXA in live animals preclude the routine use of this technique for diagnostic purposes. RA may become clinically applicable to C3 analysis in horses, but small variations in x-ray beam angle when taking the tangential view significantly affect results, making this technique clinically inapplicable at this time. Currently, methods of quantitative non-invasive bone-mineral analysis of C3 in horses are not suited to clinical application.
• DE699248
  申请人：——

  公开号：——

  公开（公告）日：——
• Butenandt; Schramm; Kudszus, Justus Liebigs Annalen der Chemie, 1937, vol. 531, p. 176,198
  作者：Butenandt、Schramm、Kudszus

  DOI：——

  日期：——
• Inhoffen, Chemische Berichte, 1936, vol. 69, p. 2141,2146
  作者：Inhoffen

  DOI：——

  日期：——