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2-Amino-1,2-dihydronaphthalene

Chemical compound

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2-Amino-1,2-dihydronapthalene (2-ADN or ADN) is a stimulant drug. It is a rigid analogue of phenylisobutylamine and substitutes for amphetamine in rat drug discrimination tests, although at approximately one-fourth the potency.

The drug is closely related to 2-aminotetralin (2-AT; 2-amino-1,2,3,4-tetrahydronaphthalene), which also substitutes for amphetamine, and is about twice as potent as 2-AT in substituting for amphetamine. Other homologous and rigid analogues of amphetamine besides 2-ADN and 2-AT include 2-aminoindane (2-AI), 1-naphthylaminopropane (1-NAP), 2-naphthylaminopropane (2-NAP), 1-phenylpiperazine (1-PP), , and .

References

(May 1982). "A new, potent, conformationally restricted analogue of amphetamine: 2-amino-1,2-dihydronaphthalene". Journal of Medicinal Chemistry.
(March 1991). "Structural variation and (+)-amphetamine-like discriminative stimulus properties". Pharmacology, Biochemistry, and Behavior.
(December 1984). "Structure-activity studies on amphetamine analogs using drug discrimination methodology". Pharmacol Biochem Behav.

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