Buy Xylamidine Cas 6443-50-1

Buy Xylamidine Cas 6443-50-1

Xylamidine is a drug which acts as an antagonist of the serotonin 5-HT_2A and 5-HT_2C receptors,^[1][2] and to a lesser extent of the serotonin 5-HT_1A receptor. The drug does not cross the blood–brain barrier and hence is peripherally selective, which makes it useful for blocking peripheral serotonergic responses like cardiovascular^[3][4] and gastrointestinal effects,^[5] without producing the central effects of 5-HT_2A receptor blockade such as sedation, or interfering with the central actions of 5-HT_2A receptor agonists.^[6]

Xylamidine and analogues were patented for use in combination with serotonin 5-HT_2A receptor agonists like serotonergic psychedelics in 2023.^[7]

Xylamidine is an amidine. It is prepared by alkylation of 3-methoxyphenol (m-methoxyphenol) with α-chloropropionitrile, potassium iodide, and potassium carbonate in butanone to give #, which is in turn reduced with lithium aluminium hydride to give the primary amine #. When # is treated with m–tolylacetonitrile in the presence of anhydrous hydrochloric acid, the synthesis is completed. Alternately, one can react primary amine # with m–tolylacetamidine under acid catalysis to produce xylamidine.