morphinans has been researched along with cyclopropane* in 5 studies
5 other study(ies) available for morphinans and cyclopropane
| Article | Year |
|---|---|
Synthesis of N-isobutylnoroxymorphone from naltrexone by a selective cyclopropane ring opening reaction.
Selective ring opening reaction of the N-cyclopropylmethyl group in naltrexone (1d) was effected in the presence of platinum (IV) oxide and hydrobromic acid under a hydrogen atmosphere at rt to selectively afford N-isobutyl derivative 10. The binding affinity of N-i-Bu derivative 10 for opioid receptors was 11-17 times less than that of the corresponding N-CPM compound, naltrexone (1d). However, compound 10 showed dose-dependent analgesic effects. Contrary to expectations based on previous structure-activity relationship studies for a series of N-substituted naltrexone derivatives that compound 10 would be an opioid antagonist, 10 showed dose-dependent analgesia in the mouse acetic acid writhing test (ED(50): 5.05 mg/kg, sc), indicating it was an opioid agonist. This finding may have a great influence on the drug design of opioid agonists. Topics: Acetic Acid; Analgesics, Opioid; Animals; Cyclopropanes; Dose-Response Relationship, Drug; Mice; Molecular Structure; Morphinans; Naltrexone; Receptors, Opioid | 2008 |
Studies on the syntheses of hydrogenated quinolines and isoquinolines as analgesics, XV. Synthesis of 3-hydroxy-N-methyl-7-aza-des-N-morphinan (9-hydroxy-3-methyl-5, 10b-trimethylene-1,2,3,4,4a,4,6, 10b-octahydrobenzo(f)isoquinoline.
Topics: Analgesics; Cyclopropanes; Isoquinolines; Morphinans; Morphine Derivatives; Quinolines | 1958 |
Studies on the syntheses of hydrogenated quinolines and isoquinolines as analgesics. XI. Synthesis of N-methyl-6-aza-des-N-morphinan (2-methyl-5, 10b-trimethylene-1, 2, 3, 4, 4a, 5, 6, 10b-octahydrobenzo(h)isoquinoline).
Topics: Analgesics; Cyclopropanes; Isoquinolines; Morphinans; Morphine Derivatives; Quinolines | 1957 |
Studies on the syntheses of hydrogenated quinolines and isoquinolines as analgesics. XII. Synthesis of N-methyl-7-aza-des-N-morphinan (3-methyl-5, 10b-trimethylene-1, 2, 3, 4, 4a, 5, 6, 10b-octahydrobenzo (f)isoquinoline).
Topics: Analgesics; Cyclopropanes; Isoquinolines; Morphinans; Morphine Derivatives; Quinolines | 1957 |
Studies on the syntheses of hydrogenated quinolines and isoquinolines as analgesics. XIII. Synthesis of 3-hydroxy-N-methyl-6-aza-des N-morphinan (N-methyl-9-hydroxy-5,10b-trimethylene-1,2,3,4,4a,5,6,10b-octahydrobenzo[h]isoquinoline.
Topics: Analgesics; Cyclopropanes; Isoquinolines; Morphinans; Morphine Derivatives; Quinolines | 1957 |