1-<(4,5,6,7-tetrahydro-2-methylfuro<3,2-c>pyridin-4-yl)methyl>-3-pyrrolidinol | 129823-28-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-<(4,5,6,7-tetrahydro-2-methylfuro<3,2-c>pyridin-4-yl)methyl>-3-pyrrolidinol
• 英文别名: 1-[(4,5,6,7-Tetrahydro-2-methylfuro[3,2-c]pyridin-4-yl)methyl]-3-pyrrolidinol；1-[(2-Methyl-4,5,6,7-tetrahydrofuro[3,2-c]pyridin-4-yl)methyl]pyrrolidin-3-ol
• CAS: 129823-28-5
• 化学式: C₁₃H₂₀N₂O₂
• 分子量: 236.314
• InChiKey: HCXHGZHMKOBSTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  48.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,4-二氯苯乙酸 、 1-<(4,5,6,7-tetrahydro-2-methylfuro<3,2-c>pyridin-4-yl)methyl>-3-pyrrolidinol 在 N,N'-羰基二咪唑 作用下， 生成 5-[(3,4-Dichlorophenyl)acetyl]-4,5,6,7-tetrahydro-4-[(3-hydroxy-1-pyrrolidinyl)methyl]-2-methylfuro[3,2-c]pyridine
  参考文献：
  名称：

  4-[(Alkylamino)methyl]furo[3,2-c]pyridines: A New Series of Selective .kappa.-Receptor Agonists

  摘要：

  The synthesis of 5-(arylacetyl)-4-[(alkylamino)methyl]furo[3,2-c]pyridines (16-23, 26, 27) and their activities as kappa-opioid receptor agonists are described. kappa-Agonist potency was particularly sensitive to the nature of the basic moiety. In particular, in the rabbit vas deferens (kappa-specific tissue), the 3-pyrrolidinol analogue 17 (IC50 = 2.7 nM) was found to be approximately 5-fold more potent than the corresponding pyrrolidine analogue 16 (IC50 15 nM). In the rat and hamster vasa deferentia (mu-specific and delta-specific tissues, respectively), 17 showed only weak antagonist activity (PKB > 5.5), underlining its selectivity for the kappa-opioid receptor. The major activity for 17 is resident in the 4S,3'S-isomer 26 (rabbit vas deferens IC50 = 1.1 nM). Compound 26 displays excellent antinociceptive activity, as determined in the mouse acetylcholine-induced abdominal constriction test (ED(50) = 0.001 mg/kg, sc).

  DOI：

  10.1021/jm00040a004
• 作为产物：
  描述：

  (3-Hydroxypyrrolidin-1-yl)-(2-methyl-4,5,6,7-tetrahydrofuro[3,2-c]pyridin-4-yl)methanone 以89%的产率得到
  参考文献：
  名称：

  Naylor Alan, Judd Duncan B., Scopes David I. C., Hayes Ann G., Birch Phil+, J. Med. Chem, 37 (1994) N 14, S 2138-2144

  摘要：

  DOI：

文献信息

• US5109008A
  申请人：——

  公开号：US5109008A

  公开（公告）日：1992-04-28