8-(1,2-二甲基庚基)-1,3,4,5-四氢-5,5-二甲基-2H-[1]苯并吡喃并[4,3-c]吡啶-10-醇 | 26685-53-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 8-(1,2-二甲基庚基)-1,3,4,5-四氢-5,5-二甲基-2H-[1]苯并吡喃并[4,3-c]吡啶-10-醇
• 中文别名: 5,5-二甲基-8-(3-甲基辛烷-2-基)-2,3,4,5-四氢-1H-铬烯桥[4,3-C]吡啶-10-酚
• 英文名称: 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: 8-(1,2-dimethyl-heptyl)-5,5-dimethyl-1,3,4,5-tetrahydro-2H-chromeno[4,3-c]pyridin-10-ol；5,5-dimethyl-10-hydroxy-8-(3-methyl-2-octyl)-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-d]pyridine；10-hydroxy-5,5-dimethyl-8-(1,2-dimethylheptyl)-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine；5,5-dimethyl-8-(1,2-dimethylheptyl)-10-hydroxy-1,2,3,4-tetrahydro-5H-[1] benzopyrano[3,4-d]pyridine；5H-(1)Benzopyrano(4,3-c)pyridine, 1,2,3,4-tetrahydro-5,5-dimethyl-8-(1,2-dimethylheptyl)-10-hydroxy-；5,5-dimethyl-8-(3-methyloctan-2-yl)-1,2,3,4-tetrahydrochromeno[4,3-c]pyridin-10-ol
• CAS: 26685-53-0
• 化学式: C₂₃H₃₅NO₂
• 分子量: 357.536
• InChiKey: BEJUUNOSKFATNL-UHFFFAOYSA-N

物化性质

• 沸点：
  490.5±45.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  41.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-(1,2-二甲基庚基)-1,3,4,5-四氢-5,5-二甲基-2H-[1]苯并吡喃并[4,3-c]吡啶-10-醇 在 钯 作用下， 以 邻二甲苯 为溶剂， 反应 25.0h， 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-benzyl-5,5-dimethyl-8-(1,2-dimethylheptyl)-10-hydroxy-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 生成 8-(1,2-二甲基庚基)-1,3,4,5-四氢-5,5-二甲基-2H-[1]苯并吡喃并[4,3-c]吡啶-10-醇
  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

• Benzopyrano[3,4-d]pyridine-2-cyano, carboxamidoximes and carboximidates
  申请人：Sharps Associates

  公开号：US04096265A1

  公开（公告）日：1978-06-20

  Benzopyrano[3,4-d]pyridine-2-cyano, carboxamidoximes and carboximidates of the formula ##STR1## wherein R represents -C.ident.N, ##STR2## R.sub.1 is a lower alkyl, R.sub.2 is hydrogen or a lower alkyl and R.sub.3 is a straight or branched alkyl having 1 to 20 carbons, a cycloalkyl-lower alkyl group in which the cycloalkyl group has 3 to 8 carbons or it is an arylalkyl group, and R.sub.4 is a lower alkyl group. The compounds are useful for lowering blood pressure.

  苯并吡喃并[3,4-d]吡啶-2-腈，以及具有以下式的羧酰胺氧肟和羧酸亚胺：其中R代表-C.ident.N，R.sub.1是较低的烷基，R.sub.2是氢或较低的烷基，R.sub.3是具有1到20个碳的直链或支链烷基，具有3到8个碳的环烷基-较低烷基基团或芳基烷基基团，R.sub.4是较低的烷基基团。这些化合物可用于降低血压。
• 2,8-Disubtituted-10-hydroxy-5,5-dimethyl-1,2,3,4-tetrahydro-5H-[1]be
  申请人：Abbott Laboratories

  公开号：US04152327A1

  公开（公告）日：1979-05-01

  A compound of the formula ##STR1## wherein n is 1 or 2; R is C.sub.3 -C.sub.20 alkyl or arylalkyl; R.sub.1 is OH, loweralkoxy or NR.sub.2 R.sub.3 where R.sub.2 and R.sub.3 each are H, lower-alkyl or aryl. The compounds of this invention are useful as tranquilizers, analgesics, and sedative-hypnotics.

  一种化合物的公式为##STR1##其中n为1或2；R为C.sub.3-C.sub.20烷基或芳基烷基；R.sub.1为OH，较低的烷氧基或NR.sub.2 R.sub.3，其中R.sub.2和R.sub.3分别为H，较低烷基或芳基。本发明的化合物可用作镇静剂、止痛药和镇静催眠药。
• 2,8-Disubstituted-10-hydroxy-5,5-dimethyl-1,2,3,4-tetrahydro-5H
  申请人：Abbott Laboratories

  公开号：US04137232A1

  公开（公告）日：1979-01-30

  A compound of the formula ##STR1## wherein n is 1 or 2; R is C.sub.3 -C.sub.20 alkyl, phenyl alkyl or substituted phenyl alkyl; R.sub.1 is NR.sub.2 R.sub.3 where R.sub.2 and R.sub.3 each are H, loweralkyl or phenyl or substituted phenyl. The compounds of this invention are useful as tranquilizers, analgesics, and sedative-hypnotics.

  该化合物的化学式为##STR1## 其中n为1或2；R为C.sub.3-C.sub.20烷基，苯基烷基或取代苯基烷基；R.sub.1为NR.sub.2R.sub.3，其中R.sub.2和R.sub.3分别为H、低烷基或苯基或取代苯基。该发明的化合物可用作镇静剂、镇痛剂和催眠药。
• (8-Substituted-10-hydroxy-5,5-dimethyl-1,2
  申请人：Abbott Laboratories

  公开号：US04172943A1

  公开（公告）日：1979-10-30

  A compound of the formula ##STR1## wherein R.sub.1 is H or loweralkyl; R.sub.2 is H, loweralkyl, phenyl or substituted phenyl; R is C.sub.3 -C.sub.20 alkyl, phenyl alkyl or substituted phenyl alkyl; R.sub.3 is H or ##STR2## where X is a straight or branched chain alkylene group of 3 to 4 carbon atoms, and R.sub.4 and R.sub.5 are the same or different members of the group consisting of H or loweralkyl; or R.sub.4 and R.sub.5 taken together form a 6- or 6- member heterocyclic ring and containing no more than one additional heterocyclic atom, with or without .alpha.-loweralkyl substituents, and the acid addition salts thereof. The compounds of this invention are useful as analgesics, tranquilizers, sedative-hypnotics and anti-glaucoma agents.

  该化合物的化学式为##STR1##其中R.sub.1为H或低碳基；R.sub.2为H、低碳基、苯基或取代苯基；R为C.sub.3-C.sub.20烷基、苯基烷基或取代苯基烷基；R.sub.3为H或##STR2##其中X是3至4个碳原子的直链或支链烷基，R.sub.4和R.sub.5是H或低碳基的相同或不同成员；或R.sub.4和R.sub.5共同形成一个含有不超过一个额外杂环原子的6-或6-成员杂环环，并且带有或不带有α-低碳基取代基，以及它们的酸加成盐。本发明的化合物可用作镇痛剂、镇静剂、催眠药和抗青光眼药物。
• New azacannabinoids highly active in the central nervous system
  作者：Cheuk Man Lee、Harold E. Zaugg、Raymond J. Michaels、Anthony T. Dren、Nicholas P. Plotnikoff、Patrick R. Young

  DOI：10.1021/jm00356a031

  日期：1983.2