3-(bicyclo<2.2.2>oct-2-yloxy)-4-methoxybenzaldehyde | 115898-78-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(bicyclo<2.2.2>oct-2-yloxy)-4-methoxybenzaldehyde
• 英文别名: 3-(Exo-Bicyclo[2.2.2]oct-2-yloxy)-4-Methoxybenzaldehyde；3-(bicyclo-[2.2.2]oct-2-yloxy)-4-Methoxybenzaldehyde；3-(bicyclo[2.2.2]oct-2-yloxy)-4-Methoxybenzaldehyde；3-(2-bicyclo[2.2.2]octanyloxy)-4-methoxybenzaldehyde
• CAS: 115898-78-7
• 化学式: C₁₆H₂₀O₃
• 分子量: 260.333
• InChiKey: XMLOBAKLWRIIGI-UHFFFAOYSA-N

物化性质

• 沸点：
  399.6±22.0 °C(Predicted)
• 密度：
  1.141±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(bicyclo<2.2.2>oct-2-yloxy)-4-methoxybenzaldehyde 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 乙醇 、 水 、 甲苯 为溶剂， 反应 116.0h， 生成 1-methyl-5-[3-(bicyclo[2.2.2]oct-2-yloxy)-4-methoxyphenyl]-2-imidazolidinone
  参考文献：
  名称：

  Calcium-independent phosphodiesterase inhibitors as putative antidepressants: [3-(bicycloalkyloxy)-4-methoxyphenyl-2-imidazolidinones

  摘要：

  The synthesis and biological properties of a novel series of selective calcium-independent phosphodiesterase inhibitors are described. These compounds also inhibit the specific binding of [H-3]rolipram to rat brain membranes and exhibit efficacy in preclinical models of antidepressant activity in mice, such as reducing immobility in the forced-swim test and reversing reserpine-induced hypothermia. Imidazolidinones 4 and 16 were found to be the most potent compounds studied.

  DOI：

  10.1021/jm00105a045
• 作为产物：
  描述：

  异香兰素 、 双环[2.2.2]辛烷-7-醇 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以68%的产率得到3-(bicyclo<2.2.2>oct-2-yloxy)-4-methoxybenzaldehyde
  参考文献：
  名称：

  Calcium-independent phosphodiesterase inhibitors as putative antidepressants: [3-(bicycloalkyloxy)-4-methoxyphenyl-2-imidazolidinones

  摘要：

  The synthesis and biological properties of a novel series of selective calcium-independent phosphodiesterase inhibitors are described. These compounds also inhibit the specific binding of [H-3]rolipram to rat brain membranes and exhibit efficacy in preclinical models of antidepressant activity in mice, such as reducing immobility in the forced-swim test and reversing reserpine-induced hypothermia. Imidazolidinones 4 and 16 were found to be the most potent compounds studied.

  DOI：

  10.1021/jm00105a045

文献信息

• Aryl substituted nitrogen heterocyclic antidepressants
  申请人：Pfizer Inc.

  公开号：US05128358A1

  公开（公告）日：1992-07-07

  Antidepressant agents having the formula ##STR1## wherein R.sup.1 is a polycycloalkyl group; R.sup.2 is methyl or ethyl, X is O; and Y comprises a 5-membered heterocyclic ring having one or two nitrogens.

  具有以下结构式的抗抑郁药物代理：其中R.sup.1是多环脂肪烷基基团；R.sup.2是甲基或乙基，X是O；Y包括一个含有一个或两个氮原子的5元杂环环。
• Novel immunotherapeutic agents
  申请人：Muller W. George

  公开号：US20050096355A1

  公开（公告）日：2005-05-05

  Novel amides and imides are inhibitors of tumor necrosis factorα and phosphodiesterase and can be used to combat cachexia, endotoxic shock, retrovirus replication, asthma, and inflammatory conditions.

  新型酰胺和亚酰胺是肿瘤坏死因子α和磷酸二酯酶的抑制剂，可用于抵抗消瘦症、内毒素休克、逆转录病毒复制、哮喘和炎症病症。
• Calcium independent C amp phosphodiesterase inhibitor antidepressant
  申请人：Pfizer Inc.

  公开号：US05196426A1

  公开（公告）日：1993-03-23

  Antidepressant agents having the formula ##STR1## wherein R.sup.1 is a polycycloalkyl group; R.sup.2 is methyl or ethyl, X is O or NH; and Y comprises a 5- or 6-membered heterocyclic ring having one or two nitrogens; or fused bicyclic heterocyclic rings having a total of three nitrogen atoms, one in each ring and one angular nitrogen.

  具有以下式子的抗抑郁药物：##STR1## 其中，R.sup.1是多环脂肪族基团；R.sup.2是甲基或乙基，X是O或NH；而Y则包括一个具有一个或两个氮原子的5-或6元杂环环；或者是具有三个氮原子的融合双环杂环，每个环中有一个氮原子，而一个氮原子处于角位。
• Topical compositions of cyclic amides as immunotherapeutic agents
  申请人：Muller W. George

  公开号：US20060003979A1

  公开（公告）日：2006-01-05

  Novel amides and imides are inhibitors of tumor necrosis factors and phosphodiesterase and can be used to combat cachexia, endotoxic shock, retrovirus replication, asthma, and inflammatory conditions.

  新型酰胺和亚胺类化合物是肿瘤坏死因子和磷酸二酯酶的抑制剂，可用于对抗恶病质、内毒素休克、逆转录病毒复制、哮喘和炎症等疾病。
• Calcium independent camp phosphodiesterase inhibitor antidepressant
  申请人：Pfizer Inc.

  公开号：US05294730A1

  公开（公告）日：1994-03-15

  Antidepressant agents having the formula ##STR1## wherein R.sup.1 is a polycycloalkyl group; R.sup.2 is methyl or ethyl, X is O or NH; and Y comprises a 5- or 6-membered heterocyclic ring having one or two nitrogens; or fused bicyclic heterocyclic rings having a total of three nitrogen atoms, one in each ring and one angular nitrogen.

  具有以下式子的抗抑郁药物： ##STR1## 其中，R.sup.1是多环脂肪基团；R.sup.2是甲基或乙基；X是O或NH；Y包括一个具有一个或两个氮原子的5-或6-成员杂环环，或者是总共有三个氮原子的融合双环杂环环，每个环中有一个氮原子，以及一个角位置的氮原子。