chlorproethazine chlorproethazine chlorproethazine, sold under the brand name neuriplege, is a drug of the phenothiazine group described as a muscle relaxant or tranquilizer which is or has been marketed in europe as a topical cream for the treatment of muscle pain. it has been associated with photoallergic contact dermatitis. chlorproethazine names preferred iupac name 3-(2-chlorophenothiazin-10-yl)-n,n-diethylpropan-1-amine other names rp-4909 identifiers cas number 84-01-5 y4611-02-3 (hcl) y 3d model (jsmol) interactive image chembl chembl2105938 n chemspider 59173 n echa infocard 100.001.373 kegg d07308 y pubchem cid 65750 unii 960nx27z07 y520p4u8v2z (hcl) y comptox dashboard (epa) dtxsid80232882 inchi inchi=1s/c19h23cln2s/c1-3-21(4-2)12-7-13-22-16-8-5-6-9-18(16)23-19-11-10-15(20)14-17(19)22/h5-6,8-11,14h,3-4,7,12-13h2,1-2h3 nkey: dbougbaqlixzlv-uhfffaoysa-n ninchi=1/c19h23cln2s/c1-3-21(4-2)12-7-13-22-16-8-5-6-9-18(16)23-19-11-10-15(20)14-17(19)22/h5-6,8-11,14h,3-4,7,12-13h2,1-2h3key: dbougbaqlixzlv-uhfffaoyap smiles clc2cc1n(c3c(sc1cc2)cccc3)cccn(cc)cc properties chemical formula c19h23cln2s molar mass 346.91732 g/mol pharmacology atc code n05aa07 (who) except where otherwise noted, data are given for materials in their standard state (at 25 °c , 100 kpa). n verify (what is yn ?) infobox references synthesis chlorproethazine can be synthesized from a diphenylsulfide derivative. the general scheme is sufficiently flexible to permit the interchange of the order of some of the steps. patent: thus alkylation of 2-(2-bromo-phenylsulfanyl)-5-chloro-aniline (1) with 3-chloro-1-diethylaminopropane (2) leads to the intermediate (3). ring closure as above by nucleophilic aromatic displacement leads to the antipsychotic drug chlorproethazine (4). the last step uses copper powder and is a form of the ullmann condensation (i.e. the goldberg reaction).