title: Esters of N-(2-hydroxy-1,1-dimethylethyl)-1,7,7-trimethylbicyclo[2.2.1] heptan-2-exo-amine with hypotensive activity.
abstract: The synthesis of title compounds by reaction of camphor nitrimine with 2-amino-2-methylpropanol, followed by NaBH4 reduction of the resulting imine to the aminoalcohol (III) and esterification of (III) with aliphatic and aromatic acyl chlorides in pyridine solution, is described. Phenyl carbamate (V) was also prepared by reaction of (III) with phenyl isocyanate. Some esters and (V) showed a moderate hypotensive activity in rats. Effects on heart rate and antiarrhythmic activity in rats, as well as infiltration anesthesia in mice, are also reported.
authors.affiliation: Istituto di Scienze Farmaceutiche, Università di Genova, Italy.
authors.forename: F
authors.initials: F
authors.lastname: Bondavalli
authors.forename: O
authors.initials: O
authors.lastname: Bruno
authors.forename: A
authors.initials: A
authors.lastname: Ranise
authors.forename: P
authors.initials: P
authors.lastname: Schenone
authors.forename: V
authors.initials: V
authors.lastname: Susanna
authors.forename: M
authors.initials: M
authors.lastname: Lisa
authors.forename: S
authors.initials: S
authors.lastname: Maione
authors.forename: E
authors.initials: E
authors.lastname: Marmo
mesh_terms: D000588:Amines / Q000138:chemical synthesis* / Q000494:pharmacology; D000779:Anesthetics, Local / Q000138:chemical synthesis; D000818:Animals; D000889:Anti-Arrhythmia Agents / Q000138:chemical synthesis; D000959:Antihypertensive Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001794:Blood Pressure / Q000187:drug effects; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D001952:Bridged-Ring Compounds / Q000138:chemical synthesis*; D055598:Chemical Phenomena; D002621:Chemistry; D006339:Heart Rate / Q000187:drug effects; D008297:Male; D051381:Rats
chemical_list: D000588:Amines; D000779:Anesthetics, Local; D000889:Anti-Arrhythmia Agents; D000959:Antihypertensive Agents; D001643:Bridged Bicyclo Compounds; D001952:Bridged-Ring Compounds