mazapertine mazapertine mazapertine (rwj-37796) is an antipsychotic agent that was developed by johnson & johnson but never marketed. it exerts its pharmacological effect through affinity for dopamine d2, serotonin 5-ht1a, and α1-adrenergic receptors. mazapertine names preferred iupac name (piperidin-1-yl)piperazin-1-yl)methyl]phenyl}methanone other names rwj-37796 identifiers cas number 134208-17-6 y 3d model (jsmol) interactive image chembl chembl10085 chemspider 54808 pubchem cid 60820 unii n0x1xw704p comptox dashboard (epa) dtxsid40158594 inchi inchi=1s/c26h35n3o2/c1-21(2)31-25-12-5-4-11-24(25)28-17-15-27(16-18-28)20-22-9-8-10-23(19-22)26(30)29-13-6-3-7-14-29/h4-5,8-12,19,21h,3,6-7,13-18,20h2,1-2h3key: zkzfpruswcysgt-uhfffaoysa-n smiles o=c(n1ccccc1)c2cc(ccc2)cn4ccn(c3ccccc3oc(c)c)cc4 properties chemical formula c26h35n3o2 molar mass 421.585 g·mol−1 except where otherwise noted, data are given for materials in their standard state (at 25 °c , 100 kpa). infobox references mazapertine is safe and well tolerated when administered orally. analogs of mazapertine with conformational restriction have been prepared and have greater affinity for the 5-ht1a receptor. synthesis synthesis: patent: alkylation of 2-nitrophenol (1) with isopropyl bromide gives 2-isopropoxynitrobenzene (2). catalytic hydrogenation of nitro group gives 2-isopropoxyaniline (3). intermolecular ring formation of this aniline with nornitrogen mustard yields 1-(2-isopropoxyphenyl)piperazine (4). amide formation of 3-(chloromethyl)benzoyl chloride (5) with piperidine gives 1-piperidine (6). ex 1: the last step is the convergent synthesis between the above two arms of the synthesis to afford the alkylation product mazapertine (7).