7alpha-Methyl-Ethinylestradiol | 10448-99-4

• 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: 7alpha-Methyl-Ethinylestradiol
• 英文别名: 7α-methyl-19-nor-17α-pregna-1,3,5(10)-trien-20-yne-3,17β-diol；7α-methyl ethinylestradiol；17α-ethinyl-7α-methyl-1,3,5(10)-estratriene-3,17β-diol；3,17β-Dihydroxy-7α-methyl-7α-aethinyl-Δ^1.3.5(10)-oestratrien；(7R,8R,9S,13S,14S,17R)-17-ethynyl-7,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol
• CAS: 10448-99-4
• 化学式: C₂₁H₂₆O₂
• 分子量: 310.436
• InChiKey: HVPRKSPOMNFMTJ-XOINTXKNSA-N

物化性质

• 熔点：
  120 °C (decomp)
• 沸点：
  461.9±45.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7alpha-Methyl-Ethinylestradiol 在 三正丁基氢锡 作用下， 以 N-甲基吡咯烷酮 为溶剂， 生成 (17α,20E)-21-Iodo-7α-methyl-19-norpregna-1,3,5(10),20-tetraene-3,17-diol
  参考文献：
  名称：

  Estrogenic 17.alpha.-halogen-vinylestranes

  摘要：

  17.alpha.-溴-.alpha.和17.alpha.-碘-乙烯基-雌甾烷衍生物的一般化学式I如下：其中X是Z或E位置的溴或碘原子，R.sup.1是氢、羟基或酰氧基，碳原子数最多为3，R.sup.2是氢、碳原子数最多为3的烷基以及碳原子数最多为7的烷酰基和芳酰基，R.sup.3是氢或甲基，R.sup.4是.alpha.或.beta.位置的氢原子，R.sup.5是氢、甲基或甲氧基，R.sup.6是氢或甲基，具有药理学作用，其作用特点类似于乙炔雌二醇，并且以其放射性标记化合物的形式也是有价值的诊断介质。Z-异构体可以通过一种新的方法制备，即将相应的17.alpha.-乙炔类固醇与三烷基（或苯基）锡氢化合物反应，并加入自由基前体。

  公开号：

  US04725426A1
• 作为产物：
  描述：

  17-乙炔基-17-羟基-7,13-二甲基-1,2,6,7,8,9,10,11,12,14,15,16-十二氢环戊烯并[a]菲-3-酮 在 lithium bromide 、 copper(ll) bromide 作用下， 以 乙腈 为溶剂， 反应 2.5h， 以85.9%的产率得到7alpha-Methyl-Ethinylestradiol
  参考文献：
  名称：

  Preparative chemical methods for aromatization of 19-nor-Δ4-3-oxosteroids

  摘要：

  Two preparative chemical methods for aromatization of 19-nor-Delta(4)-3-oxosteroids are described. The first method consists of an oxidative aromatization of 19-nor-Delta(4)-3-oxosteroids with iodine-eerie ammonium nitrate in methanol to give a mixture of 3-methoxy ring-A aromatized derivatives consisting of the desired product, the Delta(9,11) derivative, the 6-oxo derivative as well as some ring-A iodinated material. Conversion of this material to a mixture of the 3-methoxy ring-A aromatized derivative and its 6-oxo derivative was achieved by catalytic hydrogenation. Finally, reduction of the 6-oxo function with triethylsilane in trifluoroacetic acid gave the 3-methoxy-17-trifluoroacetate ring-A aromatized derivative as a single product. In the second method, reaction of 19-nor-Delta(4)-3-oxosteroids with copper(II) bromide in acetonitrile at room temperature resulted in aromatic steroids in a single step in excellent yields. The second method was used in the first practical chemical synthesis of a 6-dehydroestrogen from a 19-nor-Delta(4,6)-3-oxosteroid.

  DOI：

  10.1016/0039-128x(94)90017-5

文献信息

• Synthesis and spectral properties of estrogen- and androgen-BODIPY conjugates
  作者：Samira Osati、Hasrat Ali、Brigitte Guerin、Johan E. van Lier

  DOI：10.1016/j.steroids.2017.04.007

  日期：2017.7

  based fluorescence ligands for imaging breast and prostate cancer, a series of estrogen‐, testosterone‐ and 19‐nortestosterone conjugates linked to BODIPY (4,4‐difluoro‐4‐bora‐3a,4a‐diaza‐s‐indacene) or aza‐BODIPY, were prepared. Their synthesis involves attachment of iodo derivatives of differently substituted BODIPY and aza‐BODIPY analogs to the C17&agr;‐position of the steroid moieties using either

  &NA; 为了开发用于乳腺癌和前列腺癌成像的基于受体的荧光配体，一系列与 BODIPY（4,4-difluoro-4-bora-3a,4a-diaza-s-indacene）相关的雌激素、睾酮和 19-去甲睾酮偶联物或 aza-BODIPY，制备。它们的合成包括使用 Sonogashira 偶联或点击反应将不同取代的 BODIPY 和氮杂-BODIPY 类似物的碘衍生物连接到类固醇部分的 C17 位。偶联物的紫外-可见吸收光谱范围为 500 至 710 nm，荧光发射特性范围为 520 至 700 nm，便于在活细胞和组织中进行观察。取代位点的选择，以及甾体部分上的取代基类型和不同接头的使用，提供荧光偶联物库，以探索结构修饰对生物特性的影响。图形抽象图。没有可用的字幕。亮点 BODIPY 和 aza-BODIPY 与取代的雌二醇、睾酮和 19-去甲睾酮相连。Pd 催化的 Sonogashira
• Process for the preparation of free flowing pulverized adsorbates of tibolone
  申请人：Glaenzer Klaus

  公开号：US20050176679A1

  公开（公告）日：2005-08-11

  The present invention concerns a process for the preparation of adsorbates and solvates of tibolone where one starts with a solution of tibolone or one of its solvates and/or one of its metabolites in at least one organic solvent where the total water content of the solvent is not higher than 15% by volume, preferably not higher than 5% by volume, disperses therein an adsorbing material selected from the group consisting of celluloses, cellulose derivatives, polyols, sugars, sugar derivatives, maltodextrins, cyclodextrins, starches, polydextroses, or their mixtures, and removes the solvent.

  本发明涉及一种制备替泼酮吸附剂和溶剂化物的方法，其中首先使用至少一种有机溶剂的替泼酮溶液或其溶剂化物和/或代谢物，所述溶剂的总含水量不高于体积的15％，优选不高于体积的5％，将选择自羟甲基纤维素，纤维素衍生物，多元醇，糖，糖衍生物，麦芽糊精，环糊精，淀粉，聚右旋糖或其混合物的吸附材料分散其中，并去除溶剂。
• Crosslinked carboxy polysaccharides
  申请人：FIDIA S.p.A.

  公开号：EP0341745A1

  公开（公告）日：1989-11-15

  Inter and/or intramolecular cross-linked esters of acid polysaccharides are disclosed in which a part or all of the carboxy groups are esterified with hydroxyl groups of the same molecule and/or of different molecules of the acid polysaccharide. These inner cross-linked esters of polysaccharide acids are useful in the field of biodegradable plastic materials, to manufacture sanitary and surgical articles, in the cosmetic and pharmaceutical fields, in the food industry and in many other industrial fields.

  本发明公开了酸性多糖的分子间和/或分子内交联酯，其中部分或全部羧基与酸性多糖同一分子和/或不同分子的羟基酯化。这些内交联多糖酸酯可用于生物可降解塑料材料领域、卫生和外科用品制造领域、化妆品和医药领域、食品工业和许多其他工业领域。
• New polysaccharide esters
  申请人：FIDIA S.p.A.

  公开号：EP0342557A1

  公开（公告）日：1989-11-23

  New polysaccharide esters are disclosed, and more precisely esters of acidic polysaccharides chosen from the group formed by carboxymethyl­cellulose, carboxymethyl starch and carboxymethyl­chitin. These new esters and some esters of the type already known are useful as medicaments, for the manufacture of pharmaceutical and cosmetic preparations, in the field of biodegradable plastic materials and, therefore, for the manufacture of medical, surgical and sanitary articles, as well as numerous other industrial sectors in the place of acidic polysaccharides now in common use.

  本发明公开了新型多糖酯，更确切地说，是从羧甲基纤维素、羧甲基淀粉和羧甲基几丁质组成的组中选出的酸性多糖酯。这些新的酯类和一些已知的酯类可用作药物，用于制造医药和化妆品制剂，也可用于生物可降解塑料材料领域，因此可用于制造医疗、外科和卫生用品，还可用于许多其他工业部门，取代目前常用的酸性多糖。
• Compositions comprising partial esters of alginic acid
  申请人：FIDIA S.p.A.

  公开号：EP0609968A2

  公开（公告）日：1994-08-10

  The invention relates to compositions comprising partial esters of alginic acid as well as their use in the surgery, sanitary and cosmetic fields.

  本发明涉及由部分海藻酸酯组成的组合物及其在外科、卫生和美容领域的用途。