{"Absorption, Distribution and Excretion":"Barbiturates such as butabarbital are predominantly eliminated in the urine. In dogs, 3-5% of the dose is eliminated in the urine as the unchanged parent compound.","Aliases":["Butabarbital","Secbutabarbital","Secbutobarbitone","Butatab","Butisol","Butabarbitone","Secbubarbital","Medarsed","Unicelles","Nilox","Butrate","Butatal","sec-Butobarbitone","5-sec-Butyl-5-ethylbarbituric acid","5-Ethyl-5-(1-methylpropyl)barbituric acid","Secbutabarbitalum","5-sec-Butyl-5-ethylmalonyl urea","Barbituric acid, 5-sec-butyl-5-ethyl-","Butabarbital ciii","2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-ethyl-5-(1-methylpropyl)-","5-Ethyl-5-(1-methylpropyl)barbiturate","5-Ethyl-5-(1-methylpropyl)-2,4,6(1H,3H,5H)-pyrimidinetrione","NSC27517","5-(butan-2-yl)-5-ethyl-1,3-diazinane-2,4,6-trione","5-Sec-butyl-5-ethyl-2,4,6(1H,3H,5H)-pyrimidinetrione","5-sec-butyl-5-ethylpyrimidine-2,4,6(1H,3H,5H)-trione","CHEBI:3228","Dtxsid2022709","5-(butan-2-yl)-5-ethyl-4,6-dihydroxy-2,5-dihydropyrimidin-2-one","secumalum","Dtxcid202709","204-738-6","Etoval","NSC 27517","Secbutobarbital","Secbutabarbitale","Secbutabarbital; Butabarbital","HSDB 3018","Wln: t6vmvmv fhj fy2 \u0026 1 f2","Einecs 204-738-6","Brn 0199127","Unii-p0078o25a9","5-Sec-butyl-5-ethyl-barbituric acid","Pyridium plus","CHEMBL449","Schembl79254","GTPL7137","Schembl22556204","Butabarbital, 1mg/ml in Methanol","5-(butan-2-yl)-5-ethylpyrimidine-2,4,6(1H,3H,5H)-trione","5-ethyl-5-(1-methylpropyl)pyrimidine-2,4,6(1H,3H,5H)-trione","QYB56564","HY-U00167","NSC-27517","Akos015962208","CS-7224","DB00237","AC-16078","NS00008671","C07827","D03180","5-Sec-butyl-5-ethyl-2,4,6(1H,3H,5H)-pyrimidinetrione #","2,6(1H,3H,5H)-Pyrimidinetrione, 5-ethyl-5-(1-methylpropyl)-"],"Biological Half-Life":"Butabarbital has a half life of 100 hours but its duration of action is only 6-8 hours.","CAS":"125-40-6","ChemicalClasses":["barbiturate"],"Chirality":"racemic","Color/Form":"Fine, white, microcrystalline powder","Decomposition":"When heated to decomp it emits toxic fumes of oxides of /nitric oxide/.","Drug Classes":["Breast Feeding","Lactation","Milk, Human","Barbiturates","Hypnotics and Sedatives","GABA Modulators"],"Drug Indication":"Butabarbital is indicated for use as a sedative or hypnotic. Butabarbital should not be used to treat insomnia for longer than 2 weeks.","Drug Warnings":"Because sleep disturbances may be the presenting manifestation of a physical and/or psychiatric disorder, symptomatic treatment of insomnia should be initiated only after a careful evaluation of the patient. The failure of insomnia to remit after 7 to 10 days of treatment may indicate the presence of a primary psychiatric and/or medical illness that should be evaluated.","EliminationHalfLife":"100 hours\u003ca href='#cite_note-4'\u003e\u003csup\u003e[4]\u003c/sup\u003e\u003c/a\u003e","Esters":[],"European Community (EC) Number":"204-738-6","Formating":[],"HMDB ID":"HMDB0014382","Health Effects":"They cause slurred speech, disorientation and \"drunken\" behavior. They are physically and psychologically addictive. They cause slurred speech, disorientation and \"drunken\" behavior. They are physically and psychologically addictive.","HeavyAtomCount":15,"Human Drugs":"Breast Feeding; Lactation; Milk, Human; Barbiturates; Hypnotics and Sedatives; GABA Modulators","IUPACName":"5-butan-2-yl-5-ethyl-1,3-diazinane-2,4,6-trione","InChI":"InChI=1S/C10H16N2O3/c1-4-6(3)10(5-2)7(13)11-9(15)12-8(10)14/h6H,4-5H2,1-3H3,(H2,11,12,13,14,15)","InChIKey":"ZRIHAIZYIMGOAB-UHFFFAOYSA-N","Interactions":"Concurrent administration of disulfiram with barbiturates may result in inhibition of metabolism of the barbiturates and an increased incidence of barbiturate toxic effects. /Barbiturates/","KEGG Entries":[{"Id":"D03180","Interactions":[],"Synonyms":["Butabarbital","Secbutabarbital"]},{"Id":"D03180","Interactions":[],"Synonyms":["Butabarbital","Secbutabarbital"]},{"Id":"D03180","Interactions":[],"Synonyms":["Butabarbital","Secbutabarbital"]}],"MeSH Headers":[{"Id":"M0225337","Link":"https://id.nlm.nih.gov/mesh/M0225337.html","Name":"secbutabarbital","Ref":48},{"Id":"DescTree","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":"MeSH Tree","Ref":50},{"Id":"PubMed from MeSH","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":null,"Ref":66},{"Id":"M0010885","Link":"https://id.nlm.nih.gov/mesh/M0010885.html","Name":"Hypnotics and Sedatives","Ref":67}],"MeSH Pharmacological Classification":[{"Id":"M0010885","Link":"https://id.nlm.nih.gov/mesh/M0010885.html","Name":"Hypnotics and Sedative","Ref":67}],"Mechanism of Action":"Barbiturates like butabarbital potentiate GABA-A receptors and inhibit receptors for neuronal acetylcholine, and kainate. GABA-A receptors are predominantly on the post-synaptic membrane, and upon activation, open chloride channels to hyperpolarize the neuron and decreased firing rate. Potentiation of GABAergic neurons produces sedation. Inhibition of neuronal acetylcholine receptors and glutamate receptors of the kainate subtype desensitize their respective neurons, producing sedation.","Melting Point":"165-168 °C","Metabolism/Metabolites":"Data regarding the metabolism of butabarbital in humans are not readily available. In dogs, butabarbital undergoes metabolism to a final glucuronide metabolite.","MolecularFormula":"C\u003csub\u003e10\u003c/sub\u003eH\u003csub\u003e16\u003c/sub\u003eN\u003csub\u003e2\u003c/sub\u003eO\u003csub\u003e3\u003c/sub\u003e","MolecularWeight":"212.25 g/mol","Odor":"Odorless","Opticalactivity":"( + / - )","Pharmacodynamics":"Butabarbital potentiates GABAergic neurons while inhibiting neuronal acetylcholine and glutamate receptors to produce sedation. Butabarbital is an intermediate acting barbiturate with a duration of action of approximately 6-8 hours. The therapeutic index is quite wide as doses vary considerably from patient to patient. Patients should be counselled regarding the risk of worsening insomnia, drowsiness, falls, and complex behaviour while not fully awake.","Physical Description":"Solid","PubChemId":2479,"Records":{"UNII":{"Impurities":[]}},"RefChem":"917726","RefCount":5,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Butabarbital","Name":"Butabarbital","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q410608","Name":"Butabarbital","Sub":false}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/DB00237","Name":"Butabarbital","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/2479","Name":"Butabarbital","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=125-40-6","Name":"Butabarbital","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0014382","Name":"Butabarbital","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/C07827","Name":"Butabarbital","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/P0078O25A9","Name":"Butabarbital","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID2022709","Name":"Butabarbital","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 2479, Butabarbital. Accessed April 16, 2026. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/2479\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/2479\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Butabarbital. UNII: P0078O25A9. Global Substance Registration System. Accessed April 16, 2026. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/P0078O25A9\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/P0078O25A9\u003c/a\u003e","Anvisa. RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial. Diário Oficial da União. March 31, 2023. Accessed April 16, 2026. \u003ca href=https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992\u003ehttps://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992\u003c/a\u003e","Butisol. Accessed April 16, 2026. \u003ca href=http://www.rxlist.com/butisol-drug.html\u003ehttp://www.rxlist.com/butisol-drug.html\u003c/a\u003e"],"Reported Fatal Dose":"The toxic dose of barbiturates varies considerably. In general, an oral dose of 1 gram of most barbiturates produces serious poisoning in an adult. Death commonly occurs after 2 to 10 grams of ingested barbiturates.","SMILES":"CCC(C)C1(C(=O)NC(=O)NC1=O)CC","SaltData":[],"Salts":[],"Scheduling":[{"gov":"Brazil","ref":["3"],"schedule":"B1 substance"},{"gov":"Canada","ref":[],"schedule":"Schedule IV substance"},{"act":"Controlled Substances Act (CSA)","gov":"United States","ref":[],"schedule":"Schedule I"},{"gov":"Germany","ref":[],"schedule":"Anlage II substance"}],"Solubility":"WHITE POWDER; PRACTICALLY INSOL IN BENZENE \u0026 ABS ETHER /SODIUM SALT/","Stability/Shelf Life":"Sodium salts of barbiturates dissolve in water, forming alkaline solutions which are often unstable /Sodium salts/","StereoisomerData":[{"ChemicalClasses":["barbiturate"],"SMILES":"CC[C@H](C)C1(CC)C(=O)NC(=O)NC1=O","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 58.437 87.543\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the 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class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"(S)-Butabarbital"},{"ChemicalClasses":["barbiturate"],"SMILES":"CC[C@@H](C)C1(CC)C(=O)NC(=O)NC1=O","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 58.437 87.543\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#3050f8\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h59v88H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m43.596 1.053-9.795 11.676M33.801 12.729l5.214 14.32\" class=\"bond\"/\u003e\u003cpath fill=\"#000\" stroke=\"none\" d=\"m39.076 26.704-.121.69 14.705 4.368.364-2.068.365-2.069z\" class=\"bond\"/\u003e\u003cpath d=\"m39.015 27.049-9.794 11.676M29.221 38.725l-9.799-11.673M19.422 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