{"ATC Code":"G - Genito urinary system and sex hormones","Abbreviation":[],"Aliases":["Ergometrine","Ergobasine","Ergotocine","Ergostetrine","Margonovine","Ergometrin","Ergometrina","Ergoklinine","Ergometrinum","Secacornin","Secometrin","Lysergic acid-L-propanolamide","Lysergic acid propanolamide","Lysergic acid 1-hydroxymethylethylamide","N-(α-(Hydroxymethyl)ethyl)-D-lysergamide","Lysergic-L(β-hydroxyisopropylamide)","N-(1-(Hydroxymethyl)ethyl)-D-lysergamide","N-(2-Hydroxy-1-methylethyl)-D(+)-lysergamide","9,10-Didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8β(S)-carboxamide","9,10-Didehydro-N-(α-(hydroxymethyl)ethyl)-6-methylergoline-8-β-carboxamide","N-(2-Hydroxy-1-methylethyl)-D-(+)-lysergamide","[8β(S)]-9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8-carboxamide","Ergoline-8-β-carboxamide, 9,10-didehydro-N-((S)-2-hydroxy-1-methylethyl)-6-methyl-","(6aR,9R)-7-Methyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((S)-2-hydroxy-1-methyl-ethyl)-amide","(8β(S))-9,10-Didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8-carboxamide"],"Biological Half-Life":"t\u003csub\u003e1/2 \u0026alpha;\u003c/sub\u003e=10 minutes; t\u003csub\u003e1/2 \u0026beta;\u003c/sub\u003e=2 hours","CAS":"60-79-7","ChEBI":"CHEBI:4822","ChEMBL":"CHEMBL119443","ChemicalClasses":["lysergamide"],"Chirality":"absolute","Color/Form":"Plates or needles","DEA no":8675,"Decomposition":"When heated to decomposition it emits toxic fumes of /nitrogen oxides/.","Drug Classes":"Breast Feeding; Lactation; Milk, Human; Ergot Alkaloids; Oxytocics","Drug Indication":"Used to treat postpartum haemorrhage and postabortion haemorrhage in patients with uterine atony.","Drug Warnings":"When administered in correct doses to carefully selected patients who are closely monitored, there is little risk of serious adverse systemic effects in patients receiving ergonovine or methylergonovine.","EINECS":"200-485-0","EliminationHalfLife":"2-phase (10 min; 2 hours)","Esters":[],"European Community (EC) Number":"200-485-0","Formating":[],"HMDB ID":"HMDB0015383","Health Effects":"Ingestion of ergoline alkaloids is known to cause the disease ergotism. Ergotism occurs in two forms, gangrenous and convulsive, likely depending on the different kinds and amounts of ergoline alkaloids present. (A2913)","HeavyAtomCount":24,"Human Drugs":"Breast Feeding; Lactation; Milk, Human; Ergot Alkaloids; Oxytocics","IUPACName":"(6aR,9R)-N-[(2S)-1-hydroxypropan-2-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide","InChI":"InChI=1S/C19H23N3O2/c1-11(10-23)21-19(24)13-6-15-14-4-3-5-16-18(14)12(8-20-16)7-17(15)22(2)9-13/h3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24)/t11-,13+,17+/m0/s1","InChIKey":"WVVSZNPYNCNODU-XTQGRXLLSA-N","Interactions":"Concomitant use of ergot alkaloids and human immunodeficiency virus (HIV) protease inhibitors, delavirdine, or nevirapine is contraindicated.","LD50":[{"dosages":[{"amount":"144 mg/kg","route":"intravenous"}],"organism":"Mouse"}],"LDLo":[{"dosages":[{"amount":"500 mg/kg","route":"subcutaneous"}],"organism":"Rat"},{"dosages":[{"amount":"6 mg/kg","route":"intravenous"}],"organism":"Rabbit"},{"dosages":[{"amount":"80 mg/kg","route":"intravenous"}],"organism":"Guinea pig"}],"MeSH Pharmacological Classification":"Drugs that stimulate contraction of the myometrium. They are used to induce LABOR, OBSTETRIC at term, to prevent or control postpartum or postabortion hemorrhage, and to assess fetal status in high risk pregnancies. They may also be used alone or with other drugs to induce abortions (ABORTIFACIENTS). Oxytocics used clinically include the neurohypophyseal hormone OXYTOCIN and certain prostaglandins and ergot alkaloids. (From AMA Drug Evaluations, 1994, p1157)","Melting Point":"162 °C","MolecularFormula":"C\u003csub\u003e19\u003c/sub\u003eH\u003csub\u003e23\u003c/sub\u003eN\u003csub\u003e3\u003c/sub\u003eO\u003csub\u003e2\u003c/sub\u003e","MolecularWeight":"325.4 g/mol","Opticalactivity":"UNSPECIFIED","Pharmacodynamics":"Ergonovine belongs to the group of medicines known as ergot alkaloids. These medicines are usually given to stop excessive bleeding that sometimes occurs after abortion or a baby is delivered. They work by causing the muscle of the uterus to contract.","Physical Description":"Solid","PubChemId":443884,"RefCount":4,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Ergonovine","Name":"Ergonovine","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q424508","Name":"Ergonovine","Sub":false}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/drugs/DB01253","Name":"Ergonovine","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/443884","Name":"Ergonovine","Sub":false}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL119443","Name":"Ergonovine","Sub":false}]},{"Name":"ChEBI","Urls":[{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:4822","Name":"Ergonovine","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=60-79-7","Name":"Ergonovine","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0015383","Name":"Ergonovine","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/C07543","Name":"Ergonovine","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/WH41D8433D","Name":"Ergonovine","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID8046323","Name":"Ergonovine","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 443884, Ergonovine. Accessed October 13, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/443884\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/443884\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Ergonovine. UNII: WH41D8433D. Global Substance Registration System. Accessed October 13, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/WH41D8433D\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/WH41D8433D\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 October 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"],"Reported Fatal Dose":"4 OR 5. 4= VERY TOXIC: PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MG/KG; BETWEEN 1 TEASPOON \u0026 1 OZ FOR 70 KG PERSON (150 LB). 5= EXTREMELY TOXIC: PROBABLE ORAL LETHAL DOSE (HUMAN) 5-50 MG/KG; BETWEEN 7 DROPS \u0026 1 TEASPOON FOR 70 KG PERSON (150 LB). /ERGOT/","SMILES":"C[C@@H](CO)NC(=O)[C@H]1CN([C@@H]2CC3=CNC4=CC=CC(=C34)C2=C1)C","SaltData":[{"AcidCount":1,"Amine":"Ergonovine","AmineCount":2,"Formula":"O=C(O)C(O)C(O)C(=O)O","Name":"hemitartrate","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 169.527 140.607\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit 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If necessary, a sympathetic nerve blockade may be carried out, such as brachial plexus blockade. Temporary sedation (e.g. haloperidol) will be necessary in hallucination and diazepam is used for convulsions. There is no specific antidote. (L1921)","UNII":"WH41D8433D","Wikidata":"Q424508","Wikipedia":"Ergonovine","XLogP":1.8}
