2-<4-(2-piperidinoethoxy)phenyl>-3-phenyl-7-methoxy-2H-1-benzopyran | 130064-39-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 2-<4-(2-piperidinoethoxy)phenyl>-3-phenyl-7-methoxy-2H-1-benzopyran
• 英文别名: 2-[4-[2-(1-piperidinyl)ethoxy]phenyl]-3-phenyl-7-methoxy-2H-1-benzopyran；2-[4-[2-(1-piperidino)ethoxy]phenyl]-3-phenyl-7-methoxy-2H-1-benzopyran；1-[2-[4-(7-methoxy-3-phenyl-2H-chromen-2-yl)phenoxy]ethyl]piperidine
• CAS: 130064-39-0
• 化学式: C₂₉H₃₁NO₃
• 分子量: 441.57
• InChiKey: VMZKWNQITYDWEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  30.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(2-氯乙基)哌啶 、 2-(4-hydroxyphenyl)-3-phenyl-7-methoxy-2H-1-benzopyran 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 30.0h， 生成 2-<4-(2-piperidinoethoxy)phenyl>-3-phenyl-7-methoxy-2H-1-benzopyran
  参考文献：
  名称：

  Structure-activity relationship of antiestrogens. Phenolic analogs of 2,3-diaryl-2H-1-benzopyrans

  摘要：

  Phenolic analogues of 2-[4-(2-piperidinoethoxy)phenyl]-3-phenyl-2H-1-benzopyran (1), a novel antiestrogen, were synthesized and evaluated for their structure-activity relationship. Incorporation of OH at position 7 was found to improve receptor affinity of the benzopyran while having no effect on its action as an antagonist. Similar substitution of 2-phenyl as well potentiated receptor affinity as well as antagonist activity of the prototype. The monophenol 19 and the diphenol 25 were thus found to be good receptor ligands, devoid of estrogen agonist activity and associated with marked antiestrogenic activity of comparable order. Both caused nearly complete inhibition of the estradiol stimulated uterine growth in rats as well as mice and were thus found to be better antiestrogens than tamoxifen, trioxifen, and LY-117018. A binding-site model for estrogen receptor rationalizing the structure-activity relationship of benzopyrans in relation to that of the triarylethylene and the triarylpropenone antiestrogens has been discussed.

  DOI：

  10.1021/jm00174a020

文献信息

• Antiestrogens as hypoglycemic agents
  申请人：ELI LILLY AND COMPANY

  公开号：EP0635264A2

  公开（公告）日：1995-01-25

  The present invention provides a method for treating hyperglycemia in mammals by administering an antiestrogen compound, selected from 1) triarylethylenes; 2) 2,3-diaryl-2H-1-benzopyrans; 3) 1-aminoalkyl-2-phenylindoles; 4) 2-phenyl-3-aroylbenzothiophenes; 5) 1-substituted-2-aryl-dihydronaphthalenes; and 6) benzofurans and pharmaceutically acceptable salts and solvates thereof.

  本发明提供了一种通过施用抗雌激素化合物治疗哺乳动物高血糖的方法，该化合物选自 1) 三芳基乙烯；2) 2,3-二芳基-2H-1-苯并呋喃；3) 1-氨基烷基-2-苯基吲哚；4) 2-苯基-3-芳基苯并噻吩；5) 1-取代-2-芳基-二氢萘和 6) 苯并呋喃及其药学上可接受的盐和溶剂。
• Use of 2-phenyl-3-aryl-dihychobenzopyrans for lowering serum cholesterol
  申请人：ELI LILLY AND COMPANY

  公开号：EP0652006A1

  公开（公告）日：1995-05-10

  A method of lowering serum cholesterol levels, comprising administering an effective amount of a compound having the formula wherein:    R¹ and R² are, independently, -H, -OH, halo, -OC₁-C₁₇ alkyl, -OC₃-C₆ cycloalkyl, -O(CO)C₁-C₁₇ alkyl, -O(CO) aryl, -O(CO)O aryl, or -OSO₂-(n-butyl or n-pentyl);    R³ is and    R⁴ is -H, methyl, ethyl, propyl, ethenyl or ethynyl; or a pharmaceutically acceptable salt or solvate thereof, to an animal in need of lower cholesterol levels.

  一种降低血清胆固醇水平的方法，包括施用有效量的具有以下式子的化合物 其中 R¹和R²独立地为-H、-OH、卤素、-OC₁-C₁₇烷基、-OC₃-C₆环烷基、-O(CO)C₁-C₁₇烷基、-O(CO)芳基、-O(CO)O芳基或-OSO₂-(正丁基或正戊基)； R³ 是，R⁴ 是-H、甲基、乙基、丙基、乙烯基或乙炔基；或其药学上可接受的盐或溶液，用于需要降低胆固醇水平的动物。
• Use of 2-phenyl-3-aryl-dihydrobenzopyrans for inhibiting bone loss
  申请人：ELI LILLY AND COMPANY

  公开号：EP0652007A1

  公开（公告）日：1995-05-10

  A method of inhibiting bone loss comprising administering to an animal an effective amount of a compound having the formula wherein:    R¹ and R² are, independently, -H, -OH, halo, -OC₁-C₁₇ alkyl, -OC₃-C₆ cycloalkyl, -O(CO)C₁-C₁₇ alkyl, -O(CO) aryl, -O(CO)O aryl, or -OSO₂-(n-butyl or n-pentyl);    R³ is and    R⁴ is -H, methyl, ethyl, propyl, ethenyl or ethynyl; or a pharmaceutically acceptable salt or solvate thereof.

  一种抑制骨质流失的方法，包括向动物施用有效量的式化合物 其中 R¹和R²独立地为-H、-OH、卤素、-OC₁-C₁₇烷基、-OC₃-C₆环烷基、-O(CO)C₁-C₁₇烷基、-O(CO)芳基、-O(CO)O芳基或-OSO₂-(正丁基或正戊基)； R³ 是 和 R⁴是-H、甲基、乙基、丙基、乙烯基或乙炔基；或其药学上可接受的盐或溶液。
• Pharmaceutical compositions containing a bisphosphonate and an anti-resorptive agent for inhibiting bone loss
  申请人：ELI LILLY AND COMPANY

  公开号：EP0693285A2

  公开（公告）日：1996-01-24

  The present invention provides a method for inhibiting bone loss comprising administering to a human in need thereof a first compound selected from 1) triarylethylenes; 2) 2,3-diaryl-2H-1-benzopyrans, 3) 1-aminoalkyl-2-phenylindoles; 4) 2-phenyl-3-aroylbenzothiophenes, 5) 1-substituted-2-aryl-dihydronaphthalenes; or 6) benzofurans, and a second compound being a bisphosphonate: or pharmaceutically acceptable salts and solvates thereof. Also encompassed by the invention are combination pharmaceutical formulations and salts.

  本发明提供了一种抑制骨质流失的方法，包括向有需要的人施用选自 1）三芳基乙烯；2）2,3-二芳基-2H-1-苯并吡喃；3）1-氨基烷基-2-苯基吲哚；4）2-苯基-3-芳酰基苯并噻吩；5）1-取代-2-芳基二氢萘；或 6）苯并呋喃的第一种化合物和一种双膦酸盐的第二种化合物：或其药学上可接受的盐和溶剂。本发明还包括组合药物制剂和盐。
• Combination treatment for inhibiting bone loss
  申请人：——

  公开号：US20010051636A1

  公开（公告）日：2001-12-13

  The present invention provides a method for inhibiting bone loss comprising administering to a human in need thereof a first compound selected from 1) triarylethylenes; 2) 2,3-diaryl-2H-1-benzopyrans, 3) 1-aminoalkyl-2-phenylindoles; 4) 2-phenyl-3-aroylbenzothiophenes, 5) 1-substituted-2-aryl-dihydronaphthalenes; or 6) benzofurans, and a second compound being a bisphosphonate: or pharmaceutically acceptable salts and solvates thereof. Also encompassed by the invention are combination pharmaceutical formulations and salts.

  本发明提供了一种抑制骨质流失的方法，包括向有需要的人施用选自 1）三芳基乙烯；2）2,3-二芳基-2H-1-苯并吡喃；3）1-氨基烷基-2-苯基吲哚；4）2-苯基-3-芳酰基苯并噻吩；5）1-取代-2-芳基二氢萘；或 6）苯并呋喃的第一种化合物和一种双膦酸盐的第二种化合物：或其药学上可接受的盐和溶剂。本发明还包括组合药物制剂和盐。