2-Amino-1,2-dihydronaphthalene
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| Other names | 2-ADN; ADN |
| Routes of administration | Oral |
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| Formula | C10H11N |
| Molar mass | 145.205 g·mol−1 |
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2-Amino-1,2-dihydronapthalene (2-ADN or ADN) is a stimulant drug.[1][2] It is a rigid analogue of phenylisobutylamine and substitutes for amphetamine in rat drug discrimination tests, although at approximately one-fourth the potency.[1][2]
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.[1][2] 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), 6-AB, and 7-AB.[3][2]
See also
References
- ^ a b c Hathaway BA, Nichols DE, Nichols MB, Yim GK (May 1982). "A new, potent, conformationally restricted analogue of amphetamine: 2-amino-1,2-dihydronaphthalene". Journal of Medicinal Chemistry. 25 (5): 535–538. doi:10.1021/jm00347a011. PMID 6123601.
- ^ a b c d Oberlender R, Nichols DE (March 1991). "Structural variation and (+)-amphetamine-like discriminative stimulus properties". Pharmacology, Biochemistry, and Behavior. 38 (3): 581–586. doi:10.1016/0091-3057(91)90017-V. PMID 2068194. S2CID 19069907.
- ^ Glennon RA, Young R, Hauck AE, McKenney JD (December 1984). "Structure-activity studies on amphetamine analogs using drug discrimination methodology". Pharmacol Biochem Behav. 21 (6): 895–901. doi:10.1016/s0091-3057(84)80071-4. PMID 6522418.