Drugs derived from cannabinoids. 5. delta6a,10a-Tetrahydrocannabinol and heterocyclic analogs containing aromatic side chains.
Ten new delta6a,10a-THC analogs with arylalkyl side chains, one with a dimethylaminoalkyl side chain, and six heterocyclic delta6a,10a-THC analogs [8-substituted 5,5-dimethyl-10-hydroxy-2-(2-propynyl)-1,2,3,4-tetrahydro-5H-[1]benzo-pyrano[4,3-c]pyridines] were prepared. They showed pharmacological activity as analgesics, tranquilizers, antihypertensives, and hypnotics and as antisecretory, antiulcer, and antidiarrheal agents. The most potent compounds had either a 1-methyl-4-(4-fluorophenyl)butyl or a 1,2-dimethyl-4-(4-fluorophenyl)butyl side chain.
D000374:Aggression / Q000187:drug effects; D000700:Analgesics; D000818:Animals; D000927:Anticonvulsants; D000928:Antidepressive Agents; D000930:Antidiarrheals; D000959:Antihypertensive Agents; D001259:Ataxia / Q000139:chemically induced; D001794:Blood Pressure / Q000187:drug effects; D002188:Cannabis / Q000138:chemical synthesis*; D002415:Cats; D004285:Dogs; D013759:Dronabinol / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D005753:Gastric Mucosa / Q000378:metabolism; D000882:Haplorhini; D006801:Humans; D006993:Hypnotics and Sedatives; D008297:Male; D051379:Mice; D009043:Motor Activity / Q000187:drug effects; D051381:Rats; D012890:Sleep / Q000187:drug effects; D013276:Stomach Ulcer / Q000517:prevention & control; D013329:Structure-Activity Relationship; D014149:Tranquilizing Agents
D000700:Analgesics; D000927:Anticonvulsants; D000928:Antidepressive Agents; D000930:Antidiarrheals; D000959:Antihypertensive Agents; D006993:Hypnotics and Sedatives; D014149:Tranquilizing Agents; D013759:Dronabinol