2-Aminoindane (aminoindanes)

Aminoindanes are a chemical class of organic compounds and conformationally rigid analogues of amphetamine in which the flexible sidechain is locked into a ring. The indane system, a benzene ring fused to a five-membered carbocyclic ring, carries the amino group on that saturated ring, typically at the 2-position. Members differ by substituents on the aromatic ring, including a methylenedioxy bridge or a halogen, and by N-alkylation. Depending on substitution, members act as stimulants or as more serotonergic entactogens, and tying the amphetamine backbone into the indane ring is what defines and rigidifies the class.