1-[3-(2-adamantyloxy)-4-methoxyphenyl]-N-methylethane-1,2-diamine | 115897-86-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-[3-(2-adamantyloxy)-4-methoxyphenyl]-N-methylethane-1,2-diamine
• CAS: 115897-86-4
• 化学式: C₂₀H₃₀N₂O₂
• 分子量: 330.47
• InChiKey: IPOOYPGFIFXLCS-UHFFFAOYSA-N

物化性质

• 沸点：
  472.1±45.0 °C(predicted)
• 密度：
  1.118±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  56.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[3-(2-adamantyloxy)-4-methoxyphenyl]-N-methylethane-1,2-diamine 、 N,N'-羰基二咪唑 以 四氢呋喃 为溶剂， 反应 40.0h， 生成 5-[3-(2-Adamantyloxy)-4-methoxyphenyl]-1-methylimidazolidin-2-one
  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：

  2-金刚烷醇 在 二异丁基氢化铝 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 、 水 、 甲苯 为溶剂， 反应 124.0h， 生成 1-[3-(2-adamantyloxy)-4-methoxyphenyl]-N-methylethane-1,2-diamine
  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

• Calcium independent camp phosphodiestrerase inhibitor antidepressant
  申请人：PFIZER INC.

  公开号：EP0247725B1

  公开（公告）日：1994-03-02
• SACCOMANO, NICHOLAS A.;VINICK, FREDERIC J.;KOE, KENNETH B.;NIELSEN, JANN +, J. MED. CHEM., 34,(1991) N, C. 291-298
  作者：SACCOMANO, NICHOLAS A.、VINICK, FREDERIC J.、KOE, KENNETH B.、NIELSEN, JANN +

  DOI：——

  日期：——
• [EN] CALCIUM INDEPENDENT CAMP PHOSPHODIESTERASE INHIBITOR ANTIDEPRESSANT
  申请人：PFIZER INC.

  公开号：WO1987006576A1

  公开（公告）日：1987-11-05

  (EN) Antidepressant agents having formula (I), wherein R1 is a polycycloalkyl group; R2 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.(FR) Les agents antidépresseurs décrits sont représentés par la formule (I), où R1 représente un groupe polycycloalkyle; R2 représente un méthyle ou un éthyle, X représente O ou NH; et Y comprend un anneau hétérocyclique à 5 ou 6 membres comportant un ou deux azotes; ou des anneaux hétérocycliques bicycliques soudés comportant au total trois atomes d'azote, un dans chaque anneau plus un azote angulaire.
• Calcium-independent phosphodiesterase inhibitors as putative antidepressants: [3-(bicycloalkyloxy)-4-methoxyphenyl-2-imidazolidinones
  作者：Nicholas A. Saccomano、Frederic J. Vinick、B. Kenneth Koe、Jann A. Nielsen、William M. Whalen、Morgan Meltz、Douglas Phillips、Peter F. Thadieo、Stanley Jung、Douglas C. Chapin、Lorraine A. Lebel、Lorena L. Russo、David L. Helweg、Jonathan L. Johnson Jr、Jeffery L. Ives、Ian H. Williams

  DOI：10.1021/jm00105a045

  日期：1991.1

  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.