3β-acetoxy-5,6β,17-tribromo-5α-pregnan-20-one | 95563-21-6

• 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: 3β-acetoxy-5,6β,17-tribromo-5α-pregnan-20-one
• 英文别名: 3β-Acetoxy-5,6β,17-tribrom-5α-pregnan-20-on；5.6β.17-Tribrom-3β-acetoxy-5α-pregnanon-(20)
• CAS: 95563-21-6
• 化学式: C₂₃H₃₃Br₃O₃
• 分子量: 597.225
• InChiKey: LKKAEDXHLATHFJ-YZNYKAHVSA-N

物化性质

• 熔点：
  156-157 °C(Solv: dichloromethane (75-09-2); methanol (67-56-1))
• 沸点：
  540.9±50.0 °C(Predicted)
• 密度：
  1.59±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.57
• 重原子数：
  29.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3β-acetoxy-5,6β,17-tribromo-5α-pregnan-20-one 在 吡啶 、 甲醇 、 氢氧化钾 、 potassium hydrogencarbonate 、 potassium iodide 作用下， 生成 (17S)-3β-acetoxy-21(20=>17)-abeo-pregnen-(5)-oic acid-(20)-anhydride
  参考文献：
  名称：

  Acute arterial thrombosis with antithrombin III deficiency in nephrotic syndrome: Report of a case

  摘要：

  Nephrotic syndrome frequently causes venous thromboembolic complications. Arterial thrombosis has rarely been reported and is mainly observed in children. Only six cases of lower extremity arterial thrombosis in adults have been reported in the literature. The outcome in these cases was unsatisfactory because of the high rates of limb loss and recurrence of thrombosis. We report successful treatment of a 39-year-old man who suffered from right lower extremity arterial thrombosis associated with decreased levels of serum antithrombin III. He was admitted to our hospital with severe pain in his right foot. No pulse was palpable in his right dorsalis pedis or posterior tibial arteries. His right foot was cold and mottled, with a reduced sensation and motor activity. The laboratory data revealed a serum total protein concentration of 3.9 g/dl and an albumin concentration of 1.5 g/dl. The coagulation profile showed a fibrinogen level of 879 mg/dl and antithrombin III value of 9.5%. Right lower extremity arteriography showed a complete occlusion of the right deep femoral artery and popliteal artery, and a filling defect in the common femoral artery. An emergency thrombectomy was performed under general anesthesia. The patient was treated successfully, and surgical treatment was followed by anticoagulant therapy with 1 000 units of antithrombin III. A renal biopsy revealed histologic evidence of minimal change of glomerulonephritis. He was discharged 3 months later, and no recurrence of thrombosis has yet been observed.

  DOI：

  10.1007/s005950070110
• 作为产物：
  描述：

  3β-acetoxy-17-bromo-pregn-5-en-20-one 在 氯仿 、 溴 作用下， 生成 3β-acetoxy-5,6β,17-tribromo-5α-pregnan-20-one
  参考文献：
  名称：

  Sterols. IX. The Selective Halogenation and Dehalogenation of Certain Steroids (Part 1)

  摘要：

  DOI：

  10.1021/ja01157a098

文献信息

• Über Steroide und Sexualhormone. 173. Mitteilung. Synthese des 17-Methyl-progesterons B
  作者：H. Heusser、Ch. R. Engel、Pl. A. Plattner

  DOI：10.1002/hlca.19500330732

  日期：——

  Es wird die Synthese des 17-Methyl-progesterons B, eines neuen, biologisch unwirksamen Homologen des Corpus luteum-Hormons, beschrieben.

  描述了17-甲基黄体酮B的合成，黄体激素是一种新的，生物学上无活性的同源物。
• Process for producing 17-bromo steroids
  申请人：ABBOTT LAB

  公开号：US02684963A1

  公开（公告）日：1954-07-27
• The Serini Reaction
  作者：Louis F. Fieser、[not available]. Huang-Minlon

  DOI：10.1021/ja01173a091

  日期：1949.5
• Engel; Jahnke, Canadian Journal of Biochemistry and Physiology, 1957, vol. 35, p. 1047,1051
  作者：Engel、Jahnke

  DOI：——

  日期：——