ciramadol ciramadol ciramadol (wy-15,705) is an opioid analgesic that was developed in the late 1970s and is related to phencyclidine, tramadol, tapentadol and venlafaxine. it is a mixed agonist-antagonist for the μ-opioid receptor with relatively low abuse potential and a ceiling on respiratory depression which makes it a relatively safe drug. it has a slightly higher potency and effectiveness as an analgesic than codeine, but is weaker than morphine. other side effects include sedation and nausea but these are generally less severe than with other similar drugs. not to be confused with cimaterol. ciramadolclinical dataother namesciramadol, wy-15705routes ofadministrationoralatc codenoneidentifiers iupac name 3-methyl]phenol cas number63269-31-8 ypubchem cid44463chemspider40461 yunii9nq109ow0gkeggd03523 ychemblchembl2104132chemical and physical dataformulac15h23no2molar mass249.354 g·mol−13d model (jsmol)interactive image smiles oc1=cc=cc((2cccc2o)n(c)c)=c1 inchi inchi=1s/c15h23no2/c1-16(2)15(11-6-5-7-12(17)10-11)13-8-3-4-9-14(13)18/h5-7,10,13-15,17-18h,3-4,8-9h2,1-2h3/t13-,14+,15-/m0/s1 ykey:uvtlonztpxcupu-znmivqpwsa-n y (verify) synthesis ciramadol synthesis: patents: the claisen-schmidt condensation between 3-(methoxymethoxy)benzaldehyde (1) and cyclohexanone (2) afforded cid:54364197 (3). michael addition of dimethylamine leads the aminoketone, i.e. 2-methyl]cyclohexan-1-one, cid21518320. reduction of the ketone proceeds stereospecifically to afford the cis aminoalcohol (4). mild hydrolysis of the product gives the free phenol ciramadol (5).