1-(dimethylphenylsilyl)-1-methylcyclohex-2-ene | 852359-89-8

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 1-(dimethylphenylsilyl)-1-methylcyclohex-2-ene
• 英文别名: dimethyl(1-methylcyclohex-2-enyl)phenylsilane；3-(dimethylphenylsilyl)-3-methyl-1-cyclohexene；Dimethyl-(1-methylcyclohex-2-en-1-yl)-phenylsilane
• CAS: 852359-89-8
• 化学式: C₁₅H₂₂Si
• 分子量: 230.425
• InChiKey: ANKQZFPGUFASCG-UHFFFAOYSA-N

物化性质

• 沸点：
  292.0±29.0 °C(Predicted)
• 密度：
  0.92±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  5,10-Dimethoxy-2,2,4-trimethyl-2,5-dihydro-1H-6-oxa-1-aza-chrysene 、 1-(dimethylphenylsilyl)-1-methylcyclohex-2-ene 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到10-methoxy-2,2,4-trimethyl-5-(3-methyl-cyclohex-2-enyl)-2,5-dihydro-1H-6-oxa-1-aza-chrysene
  参考文献：
  名称：

  Differentiation of in vitro transcriptional repression and activation profiles of selective glucocorticoid modulators

  摘要：

  The SAR at C-5 of the 10-methoxy-2,2,4-trimethylbenzopyrano[3,4-f]quinoline core leading to identification of (-) anti 1-methylcyclohexen-3-yl as the optimum substituent that imparts minimal GR mediated in vitro transcriptional activation while maintaining full transcriptional repression is described. The in vitro profile of these candidates in human cell assays relevant to the therapeutic window of glucocorticoid modulators is outlined. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.044
• 作为产物：
  描述：

  1-trifluoromethanesulfonyloxy-3-(dimethylphenylsilyl)-3-methylcyclohex-1-ene 在 甲酸 、 palladium diacetate 、 三乙胺 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以75%的产率得到1-(dimethylphenylsilyl)-1-methylcyclohex-2-ene
  参考文献：
  名称：

  A Tissue-Selective Nonsteroidal Progesterone Receptor Modulator: 7,9-Difluoro-5-(3-methylcyclohex-2-enyl)-2,2,4-trimethyl-1,2-dihydrochromeno[3,4-f]quinoline

  摘要：

  The progesterone receptor plays an important role in the female reproductive system. Here we describe the discovery of a new selective progesterone receptor modulator (SPRM). In rats, the lead compound, 7,9-difluoro-5-(3-methylcyclohex-2-enyl)-2,2,4-trimethyl-1,2-dihydrochromeno[3,4-f]quinoline (5c), inhibited ovulation and showed full efficacy in uterine and vaginal tissue but was a mixed partial agonist/antagonist in breast tissue. The compound also suppressed ovulation in monkeys, but in contrast to currently approved steroidal PR agonists, it did not suppress estradiol levels.

  DOI：

  10.1021/jm8004256

文献信息

• [EN] 5-CYCLOALKENYL 5H-CHROMENO[3,4-F]QUINOLINE DERIVATIVES AS SELECTIVE PROGESTERONE RECEPTOR MODULATOR COMPOUNDS<br/>[FR] DERIVES DE 5-CYCLOALCENYLE 5H-CHROMENO[3,4-F]QUINOLINE SERVANT DE COMPOSES MODULATEURS SELECTIFS DU RECEPTEUR DE LA PROGESTERONE
  申请人：LIGAND PHARM INC

  公开号：WO2004033460A1

  公开（公告）日：2004-04-22

  The present invention is directed to compounds, pharmaceutical compositions, and methods for modulating processes mediated by Progesterone Receptor. Also provided are methods of making such compounds and pharmaceutical compositions.

  本发明涉及化合物、药物组合物和调节
• Differentiation of in vitro transcriptional repression and activation profiles of selective glucocorticoid modulators
  作者：Steven W Elmore、John K Pratt、Michael J Coghlan、Yue Mao、Brian E Green、David D Anderson、Michael A Stashko、Chun W Lin、Douglas Falls、Masaki Nakane、Loan Miller、Curtis M Tyree、Jeffrey N Miner、Ben Lane

  DOI：10.1016/j.bmcl.2004.01.044

  日期：2004.4

  The SAR at C-5 of the 10-methoxy-2,2,4-trimethylbenzopyrano[3,4-f]quinoline core leading to identification of (-) anti 1-methylcyclohexen-3-yl as the optimum substituent that imparts minimal GR mediated in vitro transcriptional activation while maintaining full transcriptional repression is described. The in vitro profile of these candidates in human cell assays relevant to the therapeutic window of glucocorticoid modulators is outlined. (C) 2004 Elsevier Ltd. All rights reserved.
• A Tissue-Selective Nonsteroidal Progesterone Receptor Modulator: 7,9-Difluoro-5-(3-methylcyclohex-2-enyl)-2,2,4-trimethyl-1,2-dihydrochromeno[3,4-<i>f</i>]quinoline
  作者：Bijan Pedram、Arjan van Oeveren、Dale E. Mais、Keith B. Marschke、Pieter M. Verbost、Marinus B. Groen、Lin Zhi

  DOI：10.1021/jm8004256

  日期：2008.7

  The progesterone receptor plays an important role in the female reproductive system. Here we describe the discovery of a new selective progesterone receptor modulator (SPRM). In rats, the lead compound, 7,9-difluoro-5-(3-methylcyclohex-2-enyl)-2,2,4-trimethyl-1,2-dihydrochromeno[3,4-f]quinoline (5c), inhibited ovulation and showed full efficacy in uterine and vaginal tissue but was a mixed partial agonist/antagonist in breast tissue. The compound also suppressed ovulation in monkeys, but in contrast to currently approved steroidal PR agonists, it did not suppress estradiol levels.