{"ATC Code":"N - Nervous system","Abbreviation":"","Aliases":["Secobarbital","secobarbital","Quinalbarbitone","Secobarbitone","Seconal","Meballymal","Quinalbarbital","Evronal","Hypotrol","Immenox","Secobarbitalum","Somosal","Somatarax","5-Allyl-5-(1-methylbutyl)barbituric acid","Secobarbital cii","2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(1-methylbutyl)-5-(2-propenyl)-","5-Allyl-5-(1-methylbutyl)barbiturate","5-Allyl-5-(1-methylbutyl)malonylurea","Barbituric acid, 5-allyl-5-(1-methylbutyl)-","5-Allyl-5-(1-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione","Secobarbital sodium","5-allyl-5-(1-methylbutyl)pyrimidine-2,4,6(1H,3H,5H)-trione","5-(1-methylbutyl)-5-(2-propenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione","Secobarbitale","Sodium quinalbarbitone"],"Biological Half-Life":"The plasma half-life for secobarbital sodium in adults ranges between 15 to 40 hours, with a mean of 28 hours.","CAS":"76-73-3","ChEBI":"CHEBI:9073","ChEMBL":"CHEMBL447","ChemicalClasses":["barbiturate"],"Chirality":"racemic","Color/Form":"WHITE, AMORPHOUS OR CRYSTALLINE POWDER","DEA no":2315,"Decomposition":"When heated to decomposition it emits toxic fumes of /nitrogen oxides/.","Drug Classes":"Breast Feeding; Lactation; Milk, Human; Barbiturates; Hypnotics and Sedatives; GABA Modulators","Drug Indication":"For the Short-term treatment of intractable insomnia for patients habituated to barbiturates","Drug Warnings":"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.","EINECS":"200-982-2","EliminationHalfLife":"15 – 40 hours\u003ca href='#cite_note-4'\u003e\u003csup\u003e[4]\u003c/sup\u003e\u003c/a\u003e","Erowid Experience Reports":[{"Author":"Red Devil","Id":"69617","Title":"Reds"}],"Esters":[],"European Community (EC) Number":"200-982-2","Formating":[],"HMDB ID":"HMDB0014562","HeavyAtomCount":17,"Human Drugs":"Breast Feeding; Lactation; Milk, Human; Barbiturates; Hypnotics and Sedatives; GABA Modulators","IUPACName":"5-pentan-2-yl-5-prop-2-enyl-1,3-diazinane-2,4,6-trione","InChI":"InChI=1S/C12H18N2O3/c1-4-6-8(3)12(7-5-2)9(15)13-11(17)14-10(12)16/h5,8H,2,4,6-7H2,1,3H3,(H2,13,14,15,16,17)","InChIKey":"KQPKPCNLIDLUMF-UHFFFAOYSA-N","MeSH Pharmacological Classification":"Agents that are administered in association with anesthetics to increase effectiveness, improve delivery, or decrease required dosage. (See all compounds classified as Adjuvants, Anesthesia.)","Melting Point":"100 °C","MolecularFormula":"C\u003csub\u003e12\u003c/sub\u003eH\u003csub\u003e18\u003c/sub\u003eN\u003csub\u003e2\u003c/sub\u003eO\u003csub\u003e3\u003c/sub\u003e","MolecularWeight":"238.28 g/mol","Odor":"ODORLESS","Opticalactivity":"( + / - )","Pharmacodynamics":"Secobarbital, a barbiturate, is used for the induction of anesthesia prior to the use of other general anesthetic agents and for induction of anesthesia for short surgical, diagnostic, or therapeutic procedures associated with minimal painful stimuli. Little analgesia is conferred by barbiturates; their use in the presence of pain may result in excitation.","Physical Description":"Solid","PubChemId":5193,"Record Description":["LiverTox|CNS|Sedative/Hypnotic|Barbiturate"],"RefCount":5,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Secobarbital","Name":"Secobarbital","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q414788","Name":"Secobarbital","Sub":false},{"Link":"https://www.wikidata.org/wiki/Q27280144","Name":"(+)-Secobarbital","Sub":true},{"Link":"https://www.wikidata.org/wiki/Q27277973","Name":"(-)-Secobarbital","Sub":true}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/drugs/DB00418","Name":"Secobarbital","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/5193","Name":"Secobarbital","Sub":false},{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/31143","Name":"(+)-Secobarbital","Sub":true},{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/30019","Name":"(-)-Secobarbital","Sub":true}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL447","Name":"Secobarbital","Sub":false},{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL3561391","Name":"(+)-Secobarbital","Sub":true},{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL2144731","Name":"(-)-Secobarbital","Sub":true}]},{"Name":"ChEBI","Urls":[{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:9073","Name":"Secobarbital","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=76-73-3","Name":"Secobarbital","Sub":false},{"Link":"https://commonchemistry.cas.org/detail?cas_rn=22328-94-5","Name":"(+)-Secobarbital","Sub":true},{"Link":"https://commonchemistry.cas.org/detail?cas_rn=20224-45-7","Name":"(-)-Secobarbital","Sub":true}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0014562","Name":"Secobarbital","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/D00430","Name":"Secobarbital","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/1P7H87IN75","Name":"Secobarbital","Sub":false},{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/HX75939EI7","Name":"(+)-Secobarbital","Sub":true},{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/FG3SCI1960","Name":"(-)-Secobarbital","Sub":true}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID6044145","Name":"Secobarbital","Sub":false},{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID7048873","Name":"(+)-Secobarbital","Sub":true},{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID2048874","Name":"(-)-Secobarbital","Sub":true}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 5193, Secobarbital. Accessed July 13, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/5193\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/5193\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Secobarbital. UNII: 1P7H87IN75. Global Substance Registration System. Accessed July 13, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/1P7H87IN75\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/1P7H87IN75\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 July 13, 2025. \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","Lexi-Comp. Secobarbital. Accessed July 13, 2025. \u003ca href=http://www.merck.com/mmpe/lexicomp/secobarbital.html\u003ehttp://www.merck.com/mmpe/lexicomp/secobarbital.html\u003c/a\u003e"],"Reported Fatal Dose":"In general, an oral dose of 1 g of most barbiturates produces serious poisoning in an adult. Death commonly occurs after 2 to 10 g of ingested barbiturate. The sedated, therapeutic blood levels of secobarbital range between 0.5 to 5 ug/mL; the usual lethal blood level ranges from 15 to 40 ug/mL.","SMILES":"CCCC(C)C1(C(=O)NC(=O)NC1=O)CC=C","SaltData":[{"AcidCount":1,"AmineCount":1,"Formula":"[Na+]","Name":"sodium","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 88.707 101.819\"\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 0h89v102H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m44.82 1.009 5.214 14.32M50.034 15.329l-9.795 11.676M40.239 27.005l5.214 14.32M45.453 41.325l15.009 2.645M45.453 41.325l-9.795 11.676M35.658 53.001l-13.203 7.628\" class=\"bond\"/\u003e\u003cg 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0-.929-.387-1.453-.381-.524-1.208-.524-.834 0-1.227.524-.392.524-.392 1.453\" class=\"atom\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m22.451 72.028.002-5.699M22.451 72.028l.002-5.699M25.604 77.698l5.022 2.899M25.604 77.698l5.022 2.899M45.698 77.691l-5.025 2.903M48.853 72.019l.002-5.699\" class=\"hi\"/\u003e\u003c/g\u003e\u003cg class=\"mol\"\u003e\u003cg fill=\"#ab5cf2\" stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M81.697 53.821h-.721l-2.619-4.066h-.03l.03.595q.024.357.024.732v2.739h-.566v-4.9h.714l2.608 4.054h.03l-.018-.327-.024-.476q-.006-.262-.006-.483v-2.768h.578zm2.64-3.739q.673 0 .994.298.321.291.321.94v2.501h-.44l-.113-.524h-.03q-.238.303-.506.452-.262.143-.726.143-.5 0-.834-.262-.327-.268-.327-.833 0-.548.429-.846.434-.297 1.333-.327l.625-.018v-.22q0-.459-.202-.637-.197-.179-.56-.179-.286 0-.548.09-.262.083-.488.19l-.184-.452q.238-.131.565-.221.334-.095.691-.095m.178 1.965q-.684.023-.952.22-.262.19-.262.542 0 .303.185.452.19.143.488.143.464 0 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(+)-","S-(-)-Secobarbital","Barbituric acid, 5-allyl-5-(1-methylbutyl)-, (r)-(+)-","2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(1-methylbutyl)-5-(2-propenyl)-, (R)-","R(+)-Secobarbital","(R)-secobarbital","Ncgc00247331-02","R(+)-5-Allyl-5-(1-methylbutyl)-barbituric acid","Secobarbital, (r)-","(R)-(+)-secobarbital","Tox21_112867","Cas-20224-45-7","2,4,6(1H,3h,5h)-pyrimidinetrione, 5-((1r)-1-methylbutyl)-5-(2-propen-1-yl)-","2,4,6(1H,3h,5h)-pyrimidinetrione, 5-((1r)-1-methylbutyl)-5-(2-propenyl)-"],"PubChemId":31143,"SMILES":"CCC[C@@H](C)C1(C(=O)NC(=O)NC1=O)CC=C","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 64.875 101.819\"\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 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78.319h-.619v-2.286h-2.512v2.286h-.613v-4.9h.613v2.072h2.512v-2.072h.619z\"/\u003e\u003c/g\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M64.315 53q0 .756-.256 1.327-.256.566-.756.881t-1.244.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.565.756-.881t1.274-.316q.732 0 1.232.316.5.31.756.875.256.566.256 1.328m-3.863 0q0 .922.386 1.458.393.53 1.221.53.839 0 1.22-.53.387-.536.387-1.458 0-.929-.387-1.453-.381-.524-1.208-.524-.834 0-1.227.524-.392.524-.392 1.453\" class=\"atom\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m22.451 72.028.002-5.699M22.451 72.028l.002-5.699M25.604 77.698l5.022 2.899M25.604 77.698l5.022 2.899M45.698 77.691l-5.025 2.903M48.853 72.019l.002-5.699\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"(+)-Secobarbital","UNII":"HX75939EI7"},{"Aliases":["S(-)-Secobarbital","Secobarbital, (-)-","R-(+)-Secobarbital","Barbituric acid, 5-allyl-5-(1-methylbutyl)-, (s)-(-)-","2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(1-methylbutyl)-5-(2-propenyl)-, (S)-","Quinal barbitone","(S)-secobarbital","Ncgc00247331-02","Ncgc00247712-01","S(-)-5-Allyl-5-(1-methylbutyl)-barbituric acid","(S)-(-)-Secobarbital","Secobarbital, (s)-","Mls002320681","(S)-(-)-seconal","HMS2272L06","Tox21_112868","Ncgc00247331-01","Smr001338827","Cas-22328-94-5","(S)-5-allyl-5-(2'-pentyl)barbituric acid","5-(1-Methylbutyl)-5-propenylbarbituric acid","2,4,6(1H,3h,5h)-pyrimidinetrione, 5-((1s)-1-methylbutyl)-5-(2-propen-1-yl)-","2,4,6(1H,3h,5h)-pyrimidinetrione, 5-((1s)-1-methylbutyl)-5-(2-propenyl)-"],"PubChemId":30019,"SMILES":"CCC[C@H](C)C1(C(=O)NC(=O)NC1=O)CC=C","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 64.875 101.819\"\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\" 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class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"(-)-Secobarbital","UNII":"FG3SCI1960"}],"Stereoisomers":["(+)-Secobarbital","(-)-Secobarbital"],"Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 64.875 101.819\"\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 0h65v102H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m44.82 1.009 5.214 14.32M50.034 15.329l-9.795 11.676M40.239 27.005l5.214 14.32M45.453 41.325l15.009 2.645M45.453 41.325l-9.795 11.676M35.658 53.001l-13.203 7.628\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m22.455 62.037-10.532-6.081M23.674 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30.738\"/\u003e\u003c/g\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M11.516 53.006q0 .756-.256 1.328-.256.565-.756.881-.5.315-1.244.315-.756 0-1.262-.315-.506-.316-.756-.887-.244-.572-.244-1.334 0-.75.244-1.31.25-.565.756-.881.506-.315 1.274-.315.732 0 1.232.315.5.31.756.875.256.566.256 1.328m-3.863 0q0 .923.386 1.459.393.529 1.221.529.839 0 1.22-.529.387-.536.387-1.459 0-.929-.387-1.453-.381-.523-1.208-.523-.834 0-1.227.523-.392.524-.392 1.453\" class=\"atom\"/\u003e\u003cg stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M24.391 78.327h-.72l-2.62-4.066h-.03l.03.595q.024.358.024.733v2.738h-.565v-4.899h.714l2.607 4.054h.03l-.018-.328-.024-.476q-.006-.262-.006-.482v-2.768h.578zM19.948 78.327h-.619v-2.286h-2.513v2.286h-.613v-4.899h.613v2.071h2.513v-2.071h.619z\"/\u003e\u003c/g\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M37.91 98.734q0 .757-.256 1.328-.256.566-.756.881t-1.244.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 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class=\"atom\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m22.451 72.028.002-5.699M22.451 72.028l.002-5.699M25.604 77.698l5.022 2.899M25.604 77.698l5.022 2.899M45.698 77.691l-5.025 2.903M48.853 72.019l.002-5.699\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Taste":"Slightly bitter","Therapeutic Uses":"Adjuvants, Anesthesia; GABA Modulators; Sedatives, Barbiturate","Title":"Secobarbital","UNII":"1P7H87IN75","Wikidata":"Q414788","Wikipedia":"Secobarbital","XLogP":2,"pH":"ABOUT 5.6 (SATURATED SOLN)"}