A new, potent, conformationally restricted analogue of amphetamine: 2-amino-1,2-dihydronaphthalene.

@article{Hathaway1982ANP,
  title={A new, potent, conformationally restricted analogue of amphetamine: 2-amino-1,2-dihydronaphthalene.},
  author={Bruce A. Hathaway and David E. Nichols and Maxine B. Nichols and George K. W. Yim},
  journal={Journal of medicinal chemistry},
  year={1982},
  volume={25 5},
  pages={
          535-8
        }
}
A new stimulant compound, 1,2-dihydro-2-naphthalenamine (2-amino-1,2-dihydronaphthalene, 2-ADN), was prepared as an analogue of amphetamine and of 2-aminotetralin. The optical isomers of 2-ADN were obtained by chemical resolution, and the absolute configuration was determined to be R-(+) and S-(-). Preliminary pharmacological evaluation revealed that racemic 2-ADN is approximately one-fourth as potent as (+)-amphetamine as a stimulant in mice. The S-(-) isomer of 2-ADN was found to be solely… 
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