1-{2-[4-(4-Ethyl-7-methoxy-3-phenyl-2H-chromen-2-yl)-phenoxy]-ethyl}-pyrrolidine | 130406-92-7

• 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: 1-{2-[4-(4-Ethyl-7-methoxy-3-phenyl-2H-chromen-2-yl)-phenoxy]-ethyl}-pyrrolidine
• 英文别名: 1-[2-[4-(4-ethyl-7-methoxy-3-phenyl-2H-chromen-2-yl)phenoxy]ethyl]pyrrolidine
• CAS: 130406-92-7
• 化学式: C₃₀H₃₃NO₃
• 分子量: 455.597
• InChiKey: PUKJLWFRYHROLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  2-[4-(2-pyrrolidinoethoxy)phenyl]-3-phenyl-7-methoxy-2,3-dihydro-4H-1-benzopyran-4-one 生成 1-{2-[4-(4-Ethyl-7-methoxy-3-phenyl-2H-chromen-2-yl)-phenoxy]-ethyl}-pyrrolidine
  参考文献：
  名称：

  SHARMA, ARUN P.;SAEED, ASHRAF;DURANI, SUSHEEL;KAPIL, RANDHIR S., J. MED. CHEM., 33,(1990) N2, C. 3216-3222

  摘要：

  DOI：

文献信息

• Structure-activity relationship of antiestrogens. Effect of the side chain and its position on activity of 2,3-diaryl-2H-1-benzopyrans
  作者：Arun P. Sharma、Ashraf Saeed、Susheel Durani、Randhir S. Kapil

  DOI：10.1021/jm00174a019

  日期：1990.12

  A series of 2,3-diaryl-2H-1-benzopyrans carrying a tertiary aminoethoxy chain at the ortho, meta, or para position of 2-phenyl or an alkyl at position 4 of the pyran ring were synthesized and evaluated for their affinity for estrogen receptor (ER) and for microsomal antiestrogen specific binding site and for their uterotrophic-antiuterotrophic activities in rodents. The analogues bearing the side chain at the para position of 2-phenyl were found to be active while those substituted at the meta and ortho positions were inactive as ER ligands as well as estrogen agonists-antagonists. Among para-substituted ethers, the 2-piperidinoethoxy analogue 5 was found to be a more effective antiestrogen than the corresponding pyrrolidino, dimethylamino, and related analogues. Incorporation of a methyl or an ethyl at C4 in the pyran nucleus was found to increase receptor affinity of the prototypes. The ethyl was also found to potentiate agonist activity of the prototype while abolishing its antagonist activity. The piperidino analogue 5 was found to be a better antiestrogen than tamoxifen as well as LY-117018 in rats as well as mice. The prototypes were also found to have high affinity for the microsomal antiestrogen specific binding sites. The benzopyrans have thus emerged as a new group of potent antiestrogens.
• SHARMA, ARUN P.;SAEED, ASHRAF;DURANI, SUSHEEL;KAPIL, RANDHIR S., J. MED. CHEM., 33,(1990) N2, C. 3216-3222
  作者：SHARMA, ARUN P.、SAEED, ASHRAF、DURANI, SUSHEEL、KAPIL, RANDHIR S.

  DOI：——

  日期：——