(2S)-7-hydroxy-3-(4'-hydroxyphenyl)-4-methyl-2-((4''-[2'''-piperidino]ethoxy)phenyl)-2H-1-benzopyran (1S)-10-camphorsulfonic acid salt | 182167-59-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: (2S)-7-hydroxy-3-(4'-hydroxyphenyl)-4-methyl-2-((4''-[2'''-piperidino]ethoxy)phenyl)-2H-1-benzopyran (1S)-10-camphorsulfonic acid salt
• 英文别名: (2S)-7-hydroxy-3-(4'-hydroxyphenyl)-4-methyl-2-((4''-[2'''-piperidino]ethoxy)phenyl)-2H-1-benzopyran (1S)-10-camphorsulphonic acid salt；EM-652-(+)-CSA；(+)-EM-652(1S)-CSA；(2S)-7-hydroxy-3-(4'-hydroxyphenyl)-4-methyl-2-(4"-[2'"-piperidino]ethoxy)phenyl-2H-1-benzopyran (1S)-10-camphorsulphonic acid salt；[(1S,4R)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonic acid;(2S)-3-(4-hydroxyphenyl)-4-methyl-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2H-chromen-7-ol
• CAS: 182167-59-5
• 化学式: C₁₀H₁₆O₄S*C₂₉H₃₁NO₄
• 分子量: 689.87
• InChiKey: ZVBLZJZGVRNPBU-KQILHOPTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.54
• 重原子数：
  49
• 可旋转键数：
  7
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  146
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2S)-7-hydroxy-3-(4'-hydroxyphenyl)-4-methyl-2-((4''-[2'''-piperidino]ethoxy)phenyl)-2H-1-benzopyran (1S)-10-camphorsulfonic acid salt 在 水 、 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 生成 阿考比芬
  参考文献：
  名称：

  TREATMENT OF HOT FLUSHES, VASOMOTOR SYMPTOMS, AND NIGHT SWEATS WITH SEX STEROID PRECURSORS IN COMBINATION WITH SELECTIVE ESTROGEN RECEPTOR MODULATORS

  摘要：

  用于减少或消除潮热、血管运动症状和夜间盗汗的新方法，同时降低乳腺、子宫或子宫内膜癌症的发病风险，并通过抑制骨质疏松症、高胆固醇血症、高脂血症、动脉粥样硬化、高血压、胰岛素抵抗、2型糖尿病、肌肉流失、脂肪堆积、阿尔茨海默病、认知能力丧失、记忆力丧失或阴道干燥等疾病的发展具有益处的影响的方法，涉及给予一定量的性激素前体，特别是去氢表雄酮（DHEA）和抗雌激素或选择性雌激素受体调节剂，特别是苯并吡喃化合物。还公开了用于传递活性成分的药物组合物和有益于该发明的工具。

  公开号：

  EP3178480A1
• 作为产物：
  描述：

  (2R,S)-7-hydroxy-3-(4'-hydroxyphenyl)-4-methyl-2-(4"-[2'"-piperidino]ethoxy)phenyl-2H-1-benzopyran (1S)-10-camphorsulphonic acid salt 以 乙醇 、 水 为溶剂， 反应 72.0h， 以76%的产率得到(2S)-7-hydroxy-3-(4'-hydroxyphenyl)-4-methyl-2-((4''-[2'''-piperidino]ethoxy)phenyl)-2H-1-benzopyran (1S)-10-camphorsulfonic acid salt
  参考文献：
  名称：

  Medical uses of a selective estrogen receptor modulator in combination with sex steroid precursors

  摘要：

  针对易感温血动物，包括人类，治疗和/或抑制骨质疏松症、乳腺癌、高胆固醇血症、高脂血症或动脉粥样硬化的新方法涉及给予选择性雌激素受体调节剂，特别是具有以下一般结构的化合物：以及来自去氢表雄酮、去氢表雄酮硫酸酯、雄甾-5-烯-3β,17β-二醇和体内转化为上述前体之一的化合物之一的性激素前体的数量。此外，揭示了联合给予双膦酸盐与选择性雌激素受体调节剂和/或性激素前体用于治疗和/或抑制骨质疏松症的方法。还公开了用于传递活性成分的药物组合物和有益于该发明的工具包。

  公开号：

  US06670346B1

文献信息

• TREATMENT OF MALE ANDROGEN DEFICIENCY SYMPTOMS OR DISEASES WITH SEX STEROID PRECURSOR COMBINED WITH SERM
  申请人：Labrie Fernand

  公开号：US20150250802A1

  公开（公告）日：2015-09-10

  Novel methods for prevention, reduction or elimination of the incidence of male androgen deficiency symptoms or diseases including male hypogonadism-associated symptoms and diseases associated with low serum testosterone and/or low DHEA or low total androgens in susceptible warm-blooded animals including humans involving administration of an amount of a sex steroid precursor, particularly dehydroepiandrosterone (DHEA) and a selective estrogen receptor modulator (SERM) (particularly acolbifene), an antiestrogen or a prodrug of the two. The symptoms or diseases are loss of libido, erectile dysfunction, tiredness, loss of energy, depression, bone loss, muscle loss, muscle weakness, fat accumulation, memory loss, cognition loss, Alzheimer's disease, dementia, loss of body hair, fertility problems, insomnia, gynecomastia, anemia, hot flushes, sweats, decreased sense of well-being, obesity, osteoporosis, hypercholesterolemia, hyperlipidemia, atherosclerosis, hypertension, insulin resistance, cardiovascular disease and type 2 diabetes. Pharmaceutical compositions for delivery of active ingredient(s) and kit(s) useful to the invention are also disclosed.

  预防、减少或消除男性雄激素缺乏症状或疾病的新方法，包括男性睾丸功能减退相关症状和与低血清睾酮和/或低DHEA或低总雄激素有关的疾病，涉及给予一定量的性激素前体，特别是去氢表雄酮（DHEA）和选择性雌激素受体调节剂（SERM）（特别是阿科比芬），一种抗雌激素或两者的前药。这些症状或疾病包括性欲减退、勃起功能障碍、疲劳、精力下降、抑郁、骨质流失、肌肉流失、肌肉无力、脂肪积累、记忆力减退、认知能力减退、阿尔茨海默病、痴呆、体毛减少、生育问题、失眠、男性乳房发育、贫血、潮热、出汗、幸福感降低、肥胖、骨质疏松症、高胆固醇血症、高脂血症、动脉粥样硬化、高血压、胰岛素抵抗、心血管疾病和2型糖尿病。还公开了用于给药活性成分的药物组合物和有用于该发明的工具包。
• Medical uses of a selective estrogen receptor modulator in combination with sex steroid precursors
  申请人：Endorecherche, Inc.

  公开号：US06670346B1

  公开（公告）日：2003-12-30

  Novel methods for the medical treatment and/or inhibition of the development of osteoporosis, breast cancer, hypercholesterolemia, hyperlipidemia or atherosclerosis in susceptible warm-blooded animals including humans involving administration of selective estrogen receptor modulator particularly compounds having the general structure: and an amount of a sex steroid precursor selected from the group consisting of dehydroepiandrosterone, dehydroepiandrosterone sulfate, androst-5-ene-3&bgr;,17&bgr;-diol and compounds converted in vivo to one of the foregoing presursor. Further administration of bisphosphonates in combination with selective estrogen receptor modulators and/or sex steroid precursor is disclosed for the medical treatment and/or inhibition of the development of osteoporosis. Pharmaceutical compositions for delivery of active ingredient(s) and kit(s) useful to the invention are also disclosed.

  针对易感温血动物，包括人类，治疗和/或抑制骨质疏松症、乳腺癌、高胆固醇血症、高脂血症或动脉粥样硬化的新方法涉及给予选择性雌激素受体调节剂，特别是具有以下一般结构的化合物：以及来自去氢表雄酮、去氢表雄酮硫酸酯、雄甾-5-烯-3β,17β-二醇和体内转化为上述前体之一的化合物之一的性激素前体的数量。此外，揭示了联合给予双膦酸盐与选择性雌激素受体调节剂和/或性激素前体用于治疗和/或抑制骨质疏松症的方法。还公开了用于传递活性成分的药物组合物和有益于该发明的工具包。
• TREATMENT OF HOT FLUSHES, VASOMOTOR SYMPTOMS, AND NIGHT SWEATS WITH SEX STEROID PRECURSORS IN COMBINATION WITH SELECTIVE ESTROGEN RECEPTOR MODULATORS
  申请人：Endorecherche, Inc.

  公开号：EP3178480A1

  公开（公告）日：2017-06-14

  Novel methods for reduction or elimination of the incidence of hot flushes, vasomotor symptoms, and night sweats while decreasing the risk of acquiring breast, uterine or endometrial cancer and furthermore having beneficial effect by inhibiting the development of osteoporosis, hypercholesterolemia, hyperlipidemia, atherosclerosis, hypertension, insulin resistance, diabetes type 2, loss of muscle mass, adiposity, Alzheimer's disease, loss of cognition, loss of memory, or vaginal dryness in susceptible warm-blooded animals including humans involving administration of an amount of a sex steroid precursor, particularly dehydroepiandrosterone (DHEA) and an antiestrogen or a selective estrogen receptor modulator, particularly benzopyran compounds. Pharmaceutical compositions for delivery of active ingredient(s) and kit(s) useful to the invention are also disclosed.

  用于减少或消除潮热、血管运动症状和夜间盗汗的新方法，同时降低乳腺、子宫或子宫内膜癌症的发病风险，并通过抑制骨质疏松症、高胆固醇血症、高脂血症、动脉粥样硬化、高血压、胰岛素抵抗、2型糖尿病、肌肉流失、脂肪堆积、阿尔茨海默病、认知能力丧失、记忆力丧失或阴道干燥等疾病的发展具有益处的影响的方法，涉及给予一定量的性激素前体，特别是去氢表雄酮（DHEA）和抗雌激素或选择性雌激素受体调节剂，特别是苯并吡喃化合物。还公开了用于传递活性成分的药物组合物和有益于该发明的工具。