2-benzyl-5,5-dimethyl-8-(1,2-dimethylheptyl)-10-hydroxy-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine | 26685-47-2

• 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-5,5-dimethyl-8-(1,2-dimethylheptyl)-10-hydroxy-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine
• 英文别名: 2-benzyl-8-(1,2-dimethyl-heptyl)-5,5-dimethyl-1,3,4,5-tetrahydro-2H-chromeno[4,3-c]pyridin-10-ol；2-benzyl-5,5-dimethyl-10-hydroxy-8-(3-methyl-2-octyl)-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-d]pyridine；2-benzyl-5,5-dimethyl-8-(3-methyloctan-2-yl)-3,4-dihydro-1H-chromeno[4,3-c]pyridin-10-ol
• CAS: 26685-47-2
• 化学式: C₃₀H₄₁NO₂
• 分子量: 447.661
• InChiKey: DSKGENDRSGHVNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-benzyl-5,5-dimethyl-8-(1,2-dimethylheptyl)-10-hydroxy-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine 在 钯 乙腈 作用下， 以 邻二甲苯 为溶剂， 反应 24.0h， 生成 8-(1,2-dimethyl-heptyl)-5,5-dimethyl-5H-chromeno[4,3-c]pyridin-10-ol
  参考文献：
  名称：

  5H-[1]Benzopyrano[3,4-d]pyridines

  摘要：

  该化合物的中文翻译如下： 5H-[1]苯并吡喃并[3,4-d]吡啶，其化学式为##STR1##其中每个R.sub.1是较低的烷基，R.sub.2是烷基，环烷基或##STR2##其中Y是具有1至10个碳原子的直链或支链烷基，每个R.sub.4，R.sub.5和R.sub.6是氢，卤素，三氟甲基或较低的烷基中相同或不同的成员; R.sub.3是羟基，酰氧基，较低的烷氧基，较低的烷烯氧基，较低的烷炔氧基或##STR3##X是具有1至8个碳原子的直链或支链烷基，其中R.sub.7和R.sub.8是氢或较低的烷基中相同或不同的成员，或##STR4##其中X是具有1至8个碳原子的直链或支链烷基，a是1至4的整数，b是1至4的整数，Z是CH.sub.2，O，S或NR.sub.10，其中R.sub.10是氢或较低的烷基，限制是当Z为O或S时，a和b的总和为3或4;当Z为NR.sub.10时，a和b的总和为3-5; R.sub.9是氢或较低的烷基，以及其药物学上可接受的盐。

  公开号：

  US04254116A1
• 作为产物：
  描述：

  2-[1-Benzyl-4-(1-hydroxy-1-methyl-ethyl)-1,2,5,6-tetrahydro-pyridin-3-yl]-5-(1,2-dimethyl-heptyl)-benzene-1,3-diol 在 对甲苯磺酸 作用下， 以 苯甲醚 为溶剂， 以53%的产率得到2-benzyl-5,5-dimethyl-8-(1,2-dimethylheptyl)-10-hydroxy-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine
  参考文献：
  名称：

  Buchwald; Browne; Wu, Pharmazie, 2000, vol. 55, # 3, p. 196 - 201

  摘要：

  DOI：

文献信息

• Novel heterocyclic esters of benzopyranopyridines
  申请人：Sharps Associates

  公开号：US04042694A1

  公开（公告）日：1977-08-16

  Novel heterocyclic esters of benzopyranopyridines represented by the formula ##STR1## wherein R.sub.1 is hydrogen, lower alkyl, lower alkanoyl, cycloalkyl-lower alkyl, cycloalkyl-lower alkanoyl, lower alkenyl, lower alkynyl, halo-loweralkenyl, phenyl-lower alkyl, phenyl-lower alkenyl or phenyl-lower alkynyl; R.sub.2 is lower alkyl; R.sub.3 is an alkyl having one to twenty carbon atoms or a cycloalkyl-lower alkyl, Y is a straight or branched chain alkylene having one to eight carbon atoms, and R.sub.4 is a group of the formula ##STR2## a is an integer from 1 to 4, b is an integer from 1 to 4 and X is CH.sub.2, O, S or N--R.sub.5 with R.sub.5 being hydrogen or lower alkyl, with the limitation that when X is O, S or N--R.sub.5, a and b each must be 2 and R.sub.6 is hydrogen or a lower alkyl group bonded to a carbon in the ring; and the acid addition salts thereof.

  这是一种新型杂环酯化合物，其化学式为##STR1##其中，R.sub.1为氢、低碳基、低脂肪酰基、环烷基-低碳基、环烷基-低脂肪酰基、低烯基、低炔基、卤代低烯基、苯基-低碳基、苯基-低烯基或苯基-低炔基；R.sub.2为低碳基；R.sub.3为一种具有1到20个碳原子的烷基或环烷基-低碳基；Y为一种具有1到8个碳原子的直链或支链烷基；R.sub.4为##STR2##其中，a为1到4的整数，b为1到4的整数，X为CH.sub.2、O、S或N--R.sub.5，R.sub.5为氢或低碳基；需要注意的是，当X为O、S或N--R.sub.5时，a和b必须分别为2，且R.sub.6为与环中碳原子相连的氢或低碳基；此外，还包括其酸加成盐。
• Drugs derived from cannabinoids. 1. Nitrogen analogs, benzopyranopyridines and benzopyranopyrroles
  作者：Harry G. Pars、Felix E. Granchelli、Raj K. Razdan、Jacqueline K. Keller、David G. Teiger、Franklin J. Rosenberg、Louis S. Harris

  DOI：10.1021/jm00226a001

  日期：1976.4

  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.
• US3991194A
  申请人：——

  公开号：US3991194A

  公开（公告）日：1976-11-09
• US3962448A
  申请人：——

  公开号：US3962448A

  公开（公告）日：1976-06-08
• US4025630A
  申请人：——

  公开号：US4025630A

  公开（公告）日：1977-05-24