2-benzyl-8-(1,2-dimethylheptyl)-10-hydroxy-5-oxo-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine | 26685-45-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-benzyl-8-(1,2-dimethylheptyl)-10-hydroxy-5-oxo-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine
• 英文别名: 2-benzyl-8-(1,2-dimethyl-heptyl)-10-hydroxy-1,2,3,4-tetrahydro-chromeno[4,3-c]pyridin-5-one；2-benzyl-10-hydroxy-8-(3-methyl-2-octyl)-5-oxo-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine；2-benzyl-10-hydroxy-8-(3-methyloctan-2-yl)-3,4-dihydro-1H-chromeno[4,3-c]pyridin-5-one
• CAS: 26685-45-0
• 化学式: C₂₈H₃₅NO₃
• 分子量: 433.591
• InChiKey: GIPWKJTXHZERJH-UHFFFAOYSA-N

物化性质

• 沸点：
  594.9±50.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-benzyl-8-(1,2-dimethylheptyl)-10-hydroxy-5-oxo-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine 在 钯 氢气 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 生成 8-(1,2-dimethylheptyl)-10-hydroxy-2-(2-propynyl)-5-oxo-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-d]pyridine
  参考文献：
  名称：

  Buchwald, Amy; Derendorf; Ji, Pharmazie, 2002, vol. 57, # 2, p. 108 - 114

  摘要：

  DOI：
• 作为产物：
  描述：

  5-(1,2-dimethylheptyl)resorcinol 、 N-苄基-3-氧代哌啶-4-羧酸乙酯盐酸盐 在 硫酸 、 三氯氧磷 作用下， 生成 2-benzyl-8-(1,2-dimethylheptyl)-10-hydroxy-5-oxo-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine
  参考文献：
  名称：

  Drugs derived from cannabinoids. 1. Nitrogen analogs, benzopyranopyridines and benzopyranopyrroles

  摘要：

  Various nitrogen analogs of delta6a,10a-tetrahydrocannabinol were synthesized by a general procedure described in an earlier communication. Minimum effective doses (MED50's) and lethal doses (LD50's) were determined by a modified Irwin mouse screen after iv administration of compounds in PEG 200. The most potent compounds were the propargyl (5t), allyl (5m), and chloroallyl (5o-q) derivatives. Overt behavioral effects (CNS depression, static ataxia, and hypersensitivity) of 5t and Roger Adams' carbocyclic analog (III) were found to be similar in the mouse, cat, dog, and monkey. Dichloroisoproterenol prevented and reversed many of the depressant effects of both III and 5t but had no effect on the ataxia produced by these compounds. In antinociceptive tests, 5t was active in the phenylquinone and Eddy hot-plate tests but was inactive in the tail-flick test.

  DOI：

  10.1021/jm00226a001

文献信息

• 2-Substituted-5-alkyl resorcinols
  申请人：Abbott Laboratories

  公开号：US04018777A1

  公开（公告）日：1977-04-19

  Covers 2-substituted-5-alkyl resorcinols represented by the formula ##STR1## wherein R.sub.1 is hydrogen or lower-alkanoyl; R.sub.2 is a straight or branched chain alkyl of 1 to 20 carbon atoms; and X is nitrogen or C-methyl. The compounds of this invention are useful as tranquilizers, analgesics, sedative-hypnotics and anticonvulsants.

  本发明涉及一种由公式##STR1##所代表的2-取代-5-烷基邻苯二酚衍生物，其中R.sub.1为氢或低级烷酰基;R.sub.2为1至20个碳原子的直链或支链烷基;X为氮或C-甲基。本发明的化合物可用作镇静剂、止痛药、镇静-催眠剂和抗癫痫药。
• Buchwald; Browne; Wu, Pharmazie, 2000, vol. 55, # 3, p. 196 - 201
  作者：Buchwald、Browne、Wu、Ji、Bodor

  DOI：——

  日期：——
• US3962448A
  申请人：——

  公开号：US3962448A

  公开（公告）日：1976-06-08
• US4018777A
  申请人：——

  公开号：US4018777A

  公开（公告）日：1977-04-19