2-(Indol-3-yl)cyclopropylamines

Class of chemical compounds 2-(Indol-3-yl)cyclopropylamines, or cyclopropa-tryptamines, among other names, are a class serotonergic drugs of chemical compounds of the indole family, with a structure related to tryptamines.Vangveravong Suwanna Nichols David E. 1995 Stereoselective Synthesis of trans-2-(Indol-3-yl)cyclopropylamines: Rigid Tryptamine Analogs https://pubs.acs.org/doi/abs/10.1021/jo00116a028 The Journal of Organic Chemistry en 60 11 3409–3413 10.1021/jo00116a028 0022-3263 subscription Vangveravong Suwanna Kanthasamy Arthi Lucaites Virginia L. Nelson David L. Nichols David E. 1998-11-06 Synthesis and Serotonin Receptor Affinities of a Series of trans-2-(Indol-3-yl)cyclopropylamine Derivatives https://doi.org/10.1021/jm980318q Journal of Medicinal Chemistry 41 25 4995–5001 10.1021/jm980318q 9836617 0022-2623 2-(Indol-3-yl)cyclopropylamines can be conceptualized as cyclized analogs of certain substituted tryptamines, such as N,N-dimethyltryptamine, or tryptamines substituted with methoxy or other functional groups, for instance, 4- or 5-methoxy-N,N-dimethyltryptamine (4-MeO-DMT and 5-MeO-DMT). Prior to the discovery of 2-(indol-3-yl)cyclopropylamines and related compounds, the conformational changes that occur when a tryptamine molecule interacts with a receptor were not fully understood. To investigate this, the flexible ethylamine chain of tryptamine is replaced with a rigid cyclopropane ring, which defines the chemical structure of this class. Pharmacology Pharmacodynamics +Binding (Ki) of a cyclopropa-T-type compound to 5-HT receptorsCompound5-HT1A5-HT2A5-HT2B5-HT2CRacemic cyclopropa-TUnknownUnknownUnknownUnknownUnknownUnknown References Category:Indoles Category:Cyclopropyl compounds