8-[4-(4-fluoro-phenyl)-1-methyl-butyl]-5,5-dimethyl-1,3,4,5-tetrahydro-2H-chromeno[4,3-c]pyridin-10-ol | 60926-09-2

• 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: 8-[4-(4-fluoro-phenyl)-1-methyl-butyl]-5,5-dimethyl-1,3,4,5-tetrahydro-2H-chromeno[4,3-c]pyridin-10-ol
• 英文别名: 8-[5-(4-fluorophenyl)-2-pentyl]-10-hydroxy-5,5-dimethyl-1,2,3,4-tetrahydro-5H-[1]benzopyrano-[4,3-c]pyridine；5,5-dimethyl-8-[5-(4-fluorophenyl)-2-pentyl]-10-hydroxy-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-d]pyridine；8-[5-(4-fluorophenyl)-2-pentyl]-10-hydroxy-5,5-dimethyl-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine；8-<4-(4-Fluorphenyl)-1-methylbutyl>-10-hydroxy-5,5-dimethyl-1,2,3,4-tetrahydro-5H-<1>-benzopyrano-<3,4-d>-pyridin；8-[5-(4-fluorophenyl)pentan-2-yl]-5,5-dimethyl-1,2,3,4-tetrahydrochromeno[4,3-c]pyridin-10-ol
• CAS: 60926-09-2
• 化学式: C₂₅H₃₀FNO₂
• 分子量: 395.517
• InChiKey: YNFWSTXBMUTEJF-UHFFFAOYSA-N

物化性质

• 沸点：
  544.7±50.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  41.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-[4-(4-fluoro-phenyl)-1-methyl-butyl]-5,5-dimethyl-1,3,4,5-tetrahydro-2H-chromeno[4,3-c]pyridin-10-ol 在 盐酸 、 TEA 、 sodium hydride 、 potassium iodide 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 11.0h， 生成
  参考文献：
  名称：

  一系列新型的含苯并吡喃的血小板活化因子拮抗剂的合成与构效关系。

  摘要：

  一类N-取代的四氢苯并吡喃并[3,4-c]吡啶是血小板活化因子（PAF）的拮抗剂。PAF结合必不可少的结构特征是通过分子中三个位点的系统修饰来确定的。尽管O-烷基类似物对结合效能影响很小，但是N-烷基类似物表现出广泛的活性。核心环系统的结构变化通常导致结合活性的丧失。N和O取代基的优化导致类似物25-27在[3H] PAF结合测定中显示Ki值在131至167 nM之间。静脉内给药后，化合物23在PAF诱导的小鼠休克模型中也具有活性。

  DOI：

  10.1021/jm00089a016

文献信息

• 5H-[1]Benzopyrano[3,4-d]pyridines
  申请人：Abbott Laboratories

  公开号：US04254116A1

  公开（公告）日：1981-03-03

  5H-[1]Benzopyrano[3,4-d]pyridines represented by the formula ##STR1## wherein each R.sub.1 is loweralkyl, R.sub.2 is alkyl, cycloalkyl or ##STR2## wherein Y is a straight or branched chain alkylene group having from 1 to 10 carbon atoms and each R.sub.4, R.sub.5 and R.sub.6 are the same or different members of the group consisting of hydrogen, halo, trifluoromethyl or loweralkyl; and R.sub.3 is hydroxy, acyloxy, loweralkoxy, loweralkenyloxy, loweralkynyloxy or ##STR3## X is a straight or branched chain alkylene group having from one to eight carbon atoms, and wherein R.sub.7 and R.sub.8 are the same or different members of the group consisting of hydrogen or loweralkyl, or ##STR4## wherein X is a straight or branched chain alkylene group having from one to eight carbon atoms, a is an integer from 1 to 4, b is an integer from 1 to 4, Z is CH.sub.2, O, S or NR.sub.10 with R.sub.10 being hydrogen or loweralkyl, with the limitation that when Z is O or S, the sum of a and b is 3 or 4; and when Z is NR.sub.10, the sum of a and b is 3-5; R.sub.9 is hydrogen or loweralkyl, and the pharmaceutically acceptable salts thereof.

  公式为：5H-[1]苯并吡喃并[3,4-d]吡啶，其中每个R1是低碳基，R2是烷基、环烷基或##STR2##，其中Y是直链或支链烷基，具有1-10个碳原子，每个R4、R5和R6是氢、卤素、三氟甲基或低碳基的相同或不同成员；R3是羟基、酰氧基、低碳氧基、低碳烯氧基、低碳炔氧基或##STR3##，X是直链或支链烷基，具有1-8个碳原子，其中R7和R8是氢或低碳基的相同或不同成员，或##STR4##，其中X是直链或支链烷基，具有1-8个碳原子，a为1-4的整数，b为1-4的整数，Z为CH2、O、S或NR10，其中R10为氢或低碳基，但当Z为O或S时，a和b之和为3或4；当Z为NR10时，a和b之和为3-5；R9为氢或低碳基，以及其药学上可接受的盐。
• 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