3-hydroxy-19-norpregna-1,3,5(10),16-tetraen-20-yne | 71716-18-2

• 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: 3-hydroxy-19-norpregna-1,3,5(10),16-tetraen-20-yne
• 英文别名: 19-Norpregna-1,3,5(10),16-tetraen-3-ol-20-yne；19-Norpregna-1.3.5(10),16-tetraen-3-ol-20-yne；19-norpregna-1,3,5(10),16-tetraen-20-yn-3-ol；17-Dehydroxy-dehydro17-epi-EthynylEstradiol；(8S,9S,13S,14S)-17-ethynyl-13-methyl-6,7,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthren-3-ol
• CAS: 71716-18-2
• 化学式: C₂₀H₂₂O
• 分子量: 278.394
• InChiKey: ZVJLKVQQXZVJRC-YSTOQKLRSA-N

物化性质

• 沸点：
  426.5±45.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿、乙酸乙酯

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-hydroxy-19-norpregna-1,3,5(10),16-tetraen-20-yne 在 盐酸 、 sodium 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 19-Norpregna-1,3,5(10),16,20-pentaen-3-ol
  参考文献：
  名称：

  Steroids as neurochemical stimulators of the VNO to alleviate pain

  摘要：

  该发明涉及一种缓解疼痛的方法。该方法包括经鼻给药一种类固醇，该类固醇为一种人类呕吐素，使得呕吐素与特定的神经上皮受体结合。该类固醇或多种类固醇最好以含有一种或多种药用载体的制药组合物的形式给予。

  公开号：

  US06331534B1
• 作为产物：
  描述：

  3-acetoxy-16α,17α-epoxy-19-norpregna-1,3,5(10)-trien-20-yne 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 3-hydroxy-19-norpregna-1,3,5(10),16-tetraen-20-yne
  参考文献：
  名称：

  Synthesis and estrogenic properties of 17-epi-ethynylestradiol and its ether derivatives epimestranol and epiquinestrol

  摘要：

  The synthesis of 17-epi-ethynylestradiol (10), the 17 beta-ethynyl-17 alpha-ol epimer of the well-known orally active estrogen, ethynylestradiol (1), was achieved by LiA1H4 reduction of epoxide 9, as well as by demethylating epimestranol (11) with CH3MgI. Compound 11 was obtained by the unusual 17 beta-ethynylation of estrone 3-methyl ether 22 under equilibrating conditions. The in vitro estrogen receptor-binding affinity and the oral estrogenicity in the rat for the 17-epi compounds 10, 11 and 20 (epiquinestrol) was evaluated. Despite moderate estrogen receptor-binding affinity, compound 10 was devoid of measurable estrogenicity at 10 mg/kg or antiestrogenicity at 3 mg/kg.

  DOI：

  10.1021/jm00198a021

文献信息

• Isomerization of Propargylic Alcohols into α,β-Unsaturated Carbonyl Compounds Catalyzed by the Sixteen-Electron Allyl-Ruthenium(II) Complex [Ru(η3-2-C3H4Me)(CO)(dppf)][SbF6]
  作者：Victorio Cadierno、Sergio E. García-Garrido、José Gimeno

  DOI：10.1002/adsc.200505294

  日期：2006.1

  (η3-allyl)-ruthenium(II) complex [Ru(η3-2-C3H4Me)(CO)(dppf)][SbF6] is an efficient catalyst for the regioselective isomerization of terminal propargylic alcohols HCCCR1R2(OH) into α,β-unsaturated aldehydes R1R2CCHCHO or ketones R3R4CC(R1)COMe (if R2=CHR3R4) under mild conditions. This complex has been also used as catalyst for the preparation of conjugated 1,3-enynes via dehydration of propargylic alcohols

  16-E -（η 3 -烯丙基） -钌（II）配合物的[Ru（η 3 -2-C 3 H ^ 4 ME）（CO）（DPPF）] [的SbF 6 ]是用于区域选择性异构化的有效催化剂在温和条件下将末端炔丙醇HCCCR 1 R 2（OH）转变为α，β-不饱和醛R 1 R 2 CCHCHO或酮R 3 R 4 CC（R 1）COMe（如果R 2 = CHR 3 R 4）。这种复杂的也已用作催化剂用于制备缀合的1,3-烯炔的经由 炔丙醇的脱水。
• Steroids as neurochemical initiators of change in human blood levels of
  申请人：Pherin Corporation

  公开号：US06066627A1

  公开（公告）日：2000-05-23

  The invention relates to a method of altering the blood levels of LH or FSH in an individual. The method comprises nasally administering a steroid which is a human vomeropherin, such that the vomeropherin binds to a specific neuroepithelial receptor. The steroid or steroids is/are preferably administered in the form of a pharmaceutical composition containing one or more pharmaceutically acceptable carriers.

  该发明涉及一种改变个体血液中LH或FSH水平的方法。该方法包括经鼻给药一种类固醇物质，该类固醇物质是一种人类嗅觉素，使得该嗅觉素结合到特定的神经上皮受体上。该类固醇或多种类固醇最好以含有一个或多个药用载体的制药组合物的形式给药。
• Steroids as neurochemical stimulators of the VNO to alleviate symptoms
  申请人：Pherin Corporation

  公开号：US06057439A1

  公开（公告）日：2000-05-02

  The invention relates to a method of alleviating the symptoms of PMS and anxiety. The method comprises nasally administering a steroid which is a human vomeropherin, such that the vomeropherin binds to a specific neuroepithelial receptor. The steroid or steroids is/are preferably administered in the form of a pharmaceutical composition containing one or more pharmaceutically acceptable carriers.

  该发明涉及一种缓解经前期综合征和焦虑症状的方法。该方法包括通过鼻腔给药一种类固醇物质，即一种人类呕吐素，使得呕吐素与特定的神经上皮受体结合。所述类固醇物质通常以含有一种或多种药用载体的药物组合物的形式给予。
• Estrone sulfamate inhibitors of estrone sulfatase, and associated pharmaceutical compositions and methods of use
  申请人：SRI INTERNATIONAL

  公开号：EP1405860A1

  公开（公告）日：2004-04-07

  Novel compounds useful as inhibitors of estrone sulfatase are provided. The compounds have structural formula (I) wherein r1 is an optional double bond, R1 and R2 are selected from the group consisting of hydrogen and lower alkyl, or together form a cyclic substituent (II) wherein Q is NH, O or CH2, and the other various substituents are as defined herein. Pharmaceutical compositions and methods for using the compounds of formula (I) to treat estrogen-dependent disorders are provided as well.

  提供了可用作雌酮硫酸酯酶抑制剂的新型化合物。这些化合物具有结构式（I），其中 r1 是任选的双键，R1 和 R2 选自氢和低级烷基组成的组，或共同形成环状取代基（II），其中 Q 是 NH、O 或 CH2，其他各种取代基如本文所定义。还提供了使用式（I）化合物治疗雌激素依赖性疾病的药物组合物和方法。
• NOR-PREGNANES FOR INDUCING HYPOTHALAMIC EFFECTS
  申请人：Pherin Pharmaceuticals, Inc.

  公开号：EP0830369B1

  公开（公告）日：2003-05-14