3,4-dichloroamphetamine 3,4-dichloroamphetamine 3,4-dichloroamphetamine (dca), is an amphetamine derived drug invented by eli lilly in the 1960s, which has a number of pharmacological actions. it acts as a highly potent and selective serotonin releasing agent (ssra) and binds to the serotonin transporter with high affinity, but also acts as a selective serotonergic neurotoxin in a similar manner to the related para-chloroamphetamine, though with slightly lower potency. it is also a monoamine oxidase inhibitor (maoi), as well as a very potent inhibitor of the enzyme phenylethanolamine n-methyl transferase which normally functions to transform noradrenaline into adrenaline in the body. 3,4-dichloroamphetamineclinical dataatc codenoneidentifiers iupac name 1-(3,4-dichlorophenyl)propan-2-amine cas number4806-87-5 ypubchem cid17535chemspider16580 yunii4q81nbo3iachemblchembl48888 ycomptox dashboard (epa)dtxsid30896913 echa infocard100.023.060 chemical and physical dataformulac9h11cl2nmolar mass204.09 g·mol−13d model (jsmol)interactive image smiles clc1ccc(cc(n)c)cc1cl inchi inchi=1s/c9h11cl2n/c1-6(12)4-7-2-3-8(10)9(11)5-7/h2-3,5-6h,4,12h2,1h3 ykey:pufdzmucdfirqy-uhfffaoysa-n y ny (what is this?) (verify) synthesis patent: alternate proc: the reaction of 3,4-dichlorobenzyl chloride (1) with cyanide anion gives 3,4-dichlorophenylacetonitrile (2). reaction with sodium methoxide and ethylacetate gives alpha-acetoxy-3,4-dichlorobenzeneacetonitrile, cid:14318103 (3). removal of the nitrile group in the presence of sulfuric acid gives 3,4-dichlorophenylacetone (4). oxime formation with hydroxylamine gives n-hydroxylamine, cid:74315855 (5). reduction of the oxime completed the synthesis of 3,4-dichloroamphetamine (6).