5,6,7-三甲氧基-2-(4-甲氧基苯基)-2,3-二氢-4H-苯并吡喃-4-酮 | 31118-34-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 5,6,7-三甲氧基-2-(4-甲氧基苯基)-2,3-二氢-4H-苯并吡喃-4-酮
• 英文名称: N'-Cyclohexyl-N-(p-(2-(diisopropylamino)ethoxy)phenyl)benzamidine
• 英文别名: N'-cyclohexyl-N-[4-[2-[di(propan-2-yl)amino]ethoxy]phenyl]benzenecarboximidamide
• CAS: 31118-34-0
• 化学式: C₂₇H₃₉N₃O
• 分子量: 421.626
• InChiKey: YPJCCNFMKKHLHN-UHFFFAOYSA-N

物化性质

• 熔点：
  86-87 °C(Solv: heptane (142-82-5))
• 沸点：
  565.3±50.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  36.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-[(二异丙基氨基)乙氧基]苯胺 、 N-cyclohexylbenzimidoyl chloride 以 乙腈 为溶剂， 反应 8.0h， 以39%的产率得到5,6,7-三甲氧基-2-(4-甲氧基苯基)-2,3-二氢-4H-苯并吡喃-4-酮
  参考文献：
  名称：

  Chemistry and hypoglycemic activity of N-[[(dialkylamino)alkoxy]phenyl]benzamidines

  摘要：

  A series of N-[[(dialkylamino)alkoxyl]phenyl]benzamidines was synthesized and evaluated for hypoglycemic activity in the glucose-primed rat. Structure-activity relationship indicated that N'-phenyl-N-[4-[2(diisopropylamino)-ethoxy]phenyl]benzamidine dihydrobromide (7), N'-(4-chlorophenyl)-N-[4-[2-(diisopropylamino)ethoxy]phenyl]-benzamidine dihydrochloride (31), and N'-phenyl-N-[4-[(diisopropylamino)propoxy]phenyl]benzamidine dihydrobromide (11) are some of the more interesting compounds. A comparison of these hypoglycemic agents with classical standards (tolazamide, phenformin, and buformin) in several experimental models showed that the benzamidines seem to combine in one molecule some of the biological activities of the beta-cytotrophic sulfonylureas and some of the activities of the biguanides.

  DOI：

  10.1021/jm00346a006

文献信息

• DE2036181
  申请人：——

  公开号：——

  公开（公告）日：——
• SHROFF, J. R.;ELPERN, B.;KOBRIN, S.;CERVONI, P., J. MED. CHEM., 1982, 25, N 4, 359-362
  作者：SHROFF, J. R.、ELPERN, B.、KOBRIN, S.、CERVONI, P.

  DOI：——

  日期：——
• Chemistry and hypoglycemic activity of N-[[(dialkylamino)alkoxy]phenyl]benzamidines
  作者：James R. Shroff、Bill Elpern、Sidney Kobrin、Peter Cervoni

  DOI：10.1021/jm00346a006

  日期：1982.4

  A series of N-[[(dialkylamino)alkoxyl]phenyl]benzamidines was synthesized and evaluated for hypoglycemic activity in the glucose-primed rat. Structure-activity relationship indicated that N'-phenyl-N-[4-[2(diisopropylamino)-ethoxy]phenyl]benzamidine dihydrobromide (7), N'-(4-chlorophenyl)-N-[4-[2-(diisopropylamino)ethoxy]phenyl]-benzamidine dihydrochloride (31), and N'-phenyl-N-[4-[(diisopropylamino)propoxy]phenyl]benzamidine dihydrobromide (11) are some of the more interesting compounds. A comparison of these hypoglycemic agents with classical standards (tolazamide, phenformin, and buformin) in several experimental models showed that the benzamidines seem to combine in one molecule some of the biological activities of the beta-cytotrophic sulfonylureas and some of the activities of the biguanides.