Aminotetralins as narcotic antagonists. Synthesis and opiate-related activity of 1-phenyl-1-aminotetralin derivatives

Journal of Medicinal Chemistry
1979.0

Abstract

The synthesis and the opiate agonist and antagonist activities of three derivatives of cis-2-[methyl(cyclopropanemethyl)amino]-1-phenyltetralin are reported. The compounds were obtained by synthetic modification from 2-amino-1-tetralone. The 1-propionoxy derivative 4c shows analgetic activity (ED50 = 17.8 mg/kg) one-half that of codeine, and the 1-methoxy derivative 4b has weak antagonist activity (AD50 = 33.5 mg/kg). The compounds showed no other significant opiate-related activity.

Knowledge Graph

Similar Paper

Aminotetralins as narcotic antagonists. Synthesis and opiate-related activity of 1-phenyl-1-aminotetralin derivatives
Journal of Medicinal Chemistry 1979.0
Synthesis and structure–activity relationship of novel aminotetralin derivatives with high μ selective opioid affinity
Bioorganic & Medicinal Chemistry Letters 2002.0
Novel opiates and antagonists. 5. 7-Carbethoxy-N-(cycloalkylmethyl)-3-hydroxymorphinan-6-ones and -isomorphinan-6-ones
Journal of Medicinal Chemistry 1982.0
14-(Arylhydroxyamino)codeinones and derivatives as analgetics and antagonists
Journal of Medicinal Chemistry 1980.0
Structure-activity studies on narcotic antagonists. 2. N-substituted ethyl3-(m- or p-hydroxyphenyl)nipecotates
Journal of Medicinal Chemistry 1981.0
2,6-Methano-3-benzazocine-11-propanols. Lack of antagonism between optical antipodes and observation of potent narcotic antagonism by two N-methyl derivatives
Journal of Medicinal Chemistry 1978.0
Synthesis and biological properties of quaternized N-methylation analogs of D-Arg-2-dermorphin tetrapeptide
Bioorganic & Medicinal Chemistry Letters 1994.0
Narcotic antagonists. Synthesis and evaluation of some substituted 1,2,3,4,5,6-hexahydro-1,4:2,6-dimethano-3-benzazocines
Journal of Medicinal Chemistry 1977.0
.alpha.-Adrenergic agents. 2. Synthesis and .alpha.1-agonist activity of 2-aminotetralins
Journal of Medicinal Chemistry 1982.0
Potential antiinflammatory compounds. 1. Antiinflammatory phenylpiperidine derivatives
Journal of Medicinal Chemistry 1979.0