valnoctamide valnoctamide valnoctamide (inn, usan) has been used in france as a sedative-hypnotic since 1964. it is a structural isomer of valpromide, a valproic acid prodrug; unlike valpromide, however, valnoctamide is not transformed into its homologous acid, valnoctic acid, in vivo. valnoctamide names preferred iupac name 2-ethyl-3-methylpentanamide identifiers cas number 4171-13-5 n 3d model (jsmol) interactive image chembl chembl1075733 y chemspider 18974 y8488661 2r,3s y echa infocard 100.021.849 ec number 224-033-7 kegg d02717 n mesh valnoctamide pubchem cid 2014036689722 2r,3r10313196 2r,3s25271745 2s,3r12015994 2s,3s rtecs number yv5950000 unii 3o25nrx9yg y comptox dashboard (epa) dtxsid40863333 inchi inchi=1s/c8h17no/c1-4-6(3)7(5-2)8(9)10/h6-7h,4-5h2,1-3h3,(h2,9,10) ykey: qrcjocospzmdjy-uhfffaoysa-n y smiles ccc(c)c(cc)c(n)=o properties chemical formula c8h17no molar mass 143.230 g·mol−1 appearance white crystals log p 1.885 pharmacology atc code n05cm13 (who) routes ofadministration intravenousoral pharmacokinetics: bioavailability 94% metabolism hepatic biological half-life 10 hours hazards ghs labelling: pictograms signal word warning hazard statements h302 lethal dose or concentration (ld, lc): ld50 (median dose) 760 mg kg−1 (oral, rat) related compounds related alkanamides valpromide related compounds 2-methylpentane3-methylpentane3-ethylpentane2-ethyl-1-butanol2-methylhexane3-methylhexane2-methylheptane3-methylheptane2-ethylhexanol2-ethylhexanoic acid 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 indications in addition to being a sedative, valnoctamide has been investigated for use in epilepsy. it was studied for neuropathic pain in 2005 by winkler et al., with good results: it had minimal effects on motor coordination and alertness at effective doses, and appeared to be equally effective as gabapentin. rh belmaker, yuly bersudsky and alex mishory started a clinical trial of valnoctamide for prophylaxis of mania in lieu of the much more teratogenic valproic acid or its salts. side effects the side effects of valnoctamide are mostly minor and include somnolence and the slight motor impairments mentioned above. interactions valnoctamide is known to increase through inhibition of epoxide hydrolase the serum levels of carbamazepine-10,11-epoxide, the active metabolite of carbamazepine, sometimes to toxic levels. chemistry valnoctamide is a racemic compound with four stereoisomers, all of which were shown to be more effective than valproic acid in animal models of epilepsy and one of which -valnoctamide) was considered to be a good candidate by isoherranen, et al. for an anticonvulsant in august 2003. butabarbital can be hydrolyzed to valnoctamide.