3-O-methyl-D-homo-B-nor-8-isoestrone | 70095-51-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 3-O-methyl-D-homo-B-nor-8-isoestrone
• 英文别名: B-Nor-D-homo-8-isooestron-methylether
• CAS: 70095-51-1
• 化学式: C₁₉H₂₄O₂
• 分子量: 284.398
• InChiKey: QGEBZSAVRADSNI-DFEOGRTESA-N

反应信息

• 作为反应物：
  描述：

  3-O-methyl-D-homo-B-nor-8-isoestrone 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 反应 6.0h， 生成 (4aS,6aS,11aS,11bS)-9-Hydroxy-4a-methyl-1,2,3,4a,5,6,6a,11,11a,11b-decahydro-benzo[a]fluoren-4-one
  参考文献：
  名称：

  摘要：

  The study of the binding of estradiol B-nor-8-isonalogues to estrogen receptors from the rat uterus helped create the proposed model of the corresponding ligand-receptor complexes. The use of this model ensured the choice of such micromodifications in this steroid group that sharply decreased their hormonal activity. By the example of 16,16-dimethyl-D-homo-B-nor-8-isoestrone, we demonstrated the possibility of the synthesis of the estrogen analogues devoid of uterotropic activity but retaining immunosuppressive activity.

  DOI：

  10.1023/a:1015708404708
• 作为产物：
  描述：

  (4aS,6aS,11aS,11bS)-9-Methoxy-4a-methyl-2,3,4,4a,5,6,6a,11,11a,11b-decahydro-1H-benzo[a]fluoren-4-ol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以4.3 g的产率得到3-O-methyl-D-homo-B-nor-8-isoestrone
  参考文献：
  名称：

  摘要：

  The study of the binding of estradiol B-nor-8-isonalogues to estrogen receptors from the rat uterus helped create the proposed model of the corresponding ligand-receptor complexes. The use of this model ensured the choice of such micromodifications in this steroid group that sharply decreased their hormonal activity. By the example of 16,16-dimethyl-D-homo-B-nor-8-isoestrone, we demonstrated the possibility of the synthesis of the estrogen analogues devoid of uterotropic activity but retaining immunosuppressive activity.

  DOI：

  10.1023/a:1015708404708

文献信息

• Synthesis and Molecular Structure of D-Homo-B-nor-8α Analogs of Steroidal Estrogens
  作者：A. G. Shavva、O. I. Antimonova、D. V. Baigozin、G. L. Starova、S. I. Selivanov、S. N. Morozkina

  DOI：10.1134/s107042801010012x

  日期：2010.10

  According to the X-ray diffraction and NMR data, two D-homo-B-nor-8 alpha-analogs of steroidal estrogens in crystal and in solution have similar conformations. The distances between hydrogen atoms in their molecules, calculated ab initio and by the PM3 and MM(+) methods, correspond to those found experimentally. These results substantiated docking of the modified estrogens into ligand-binding pockets of various estrogen receptor isoforms with a view to search for compounds with improved biological properties. This was demonstrated using 17,17-dimethyl-D-homo-B-nor-8 alpha-estrone as an example.
• Ishchenko, I. V.; Grinenko, E. V.; Eliseev, I. I., Russian Journal of Organic Chemistry, <hi>1987</hi>, vol. 23, # 6, p. 1210 - 1211
  作者：Ishchenko, I. V.、Grinenko, E. V.、Eliseev, I. I.、Shavva, A. G.

  DOI：——

  日期：——