{"ATC Code":"N05AL05","Abbreviation":["AST","APD-421","APD421","APD-403","APD403","DAN-2163","DAN2163"],"Aliases":["Solian","Aminosultopride","Deniban","Amisulprida","Amisulpridum","Socian","Barhemsys","Sulamid","APD421","DAN-2163","4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide","4-Amino-N-((1-ethyl-2-pyrrolidinyl)methyl)-5-(ethylsulfonyl)-o-anisamide","4-Amino-N-((1-ethyl-2-pyrrolidinyl)methyl)-5-(ethylsulfonyl)-2-methoxybenzamide","APD-421","Benzamide, 4-amino-N-((1-ethyl-2-pyrrolidinyl)methyl)-5-(ethylsulfonyl)-2-methoxy-","4-amino-5-(ethanesulfonyl)-N-[(1-ethylpyrrolidin-2-yl)methyl]-2-methoxybenzamide","4-amino-5-(ethanesulfonyl)-N-((1-ethylpyrrolidin-2-yl)methyl)-2-methoxybenzamide","4-amino-N-((1-ethylpyrrolidin-2-yl)methyl)-5-ethylsulfonyl-2-methoxybenzamide","Solian 50","Solian 100","Solian 200","Solian 400","RefChem:56544","N05AL05","275-831-7"],"Biological Half-Life":"Elimination is biphasic. The elimination half-life of amisulpride is approximately 12 hours after an oral dose. The mean elimination half-life is approximately four to five hours in both healthy subjects and patients undergoing surgery receiving intravenous amisulpride.","CAS":"71675-85-9","ChEBI":"CHEBI:64045","ChEMBL":"CHEMBL243712","ChemicalClasses":["benzylamine"],"Chirality":"racemic","Drug Classes":"Antiemetic Agents","Drug Indication":"Intravenous amisulpride is indicated in adults for the prevention of postoperative nausea and vomiting, either alone or in combination with an antiemetic of a different class. It is also indicated for the treatment of postoperative nausea and vomiting in patients who have received anti-emetic prophylaxis with an agent of a different class or have not received prophylaxis.  Oral amisulpride is indicated for the treatment of acute and chronic schizophrenic disorders, characterized by positive symptoms with delusions, hallucinations, thought disorders, hostility and suspicious behavior; or primarily negative symptoms (deficit syndrome) with blunted affect, emotional and social withdrawal. Amisulpride also controls secondary negative symptoms in productive conditions as well as affective disorders such as depressive mood or retardation.","DurationOfAction":"","EINECS":"275-831-7","EliminationHalfLife":"12 hours","Esters":[],"European Community (EC) Number":"275-831-7","FDA Pharmacological Classification":"8110R61I4U","Formating":[],"HMDB ID":"HMDB0015633","HeavyAtomCount":25,"Human Drugs":"Human drug -\u003e Prescription","IUPACName":"4-amino-N-[(1-ethylpyrrolidin-2-yl)methyl]-5-ethylsulfonyl-2-methoxybenzamide","Impurities":["n-methyl amisulpride","1-ethyl-2-pyrrolidinemethanamine, (2r)-","4-amino-n-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-hydroxybenzamide, (r)-","4-amino-n-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-hydroxybenzamide, (s)-","1-ethyl-2-pyrrolidinemethanamine, (2s)-","4-amino-n-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-hydroxybenzamide"],"InChI":"InChI=1S/C17H27N3O4S/c1-4-20-8-6-7-12(20)11-19-17(21)13-9-16(25(22,23)5-2)14(18)10-15(13)24-3/h9-10,12H,4-8,11,18H2,1-3H3,(H,19,21)","InChIKey":"NTJOBXMMWNYJFB-UHFFFAOYSA-N","LD50":[{"dosages":[{"amount":"1024 mg/kg","route":"oral"},{"amount":"175 mg/kg","route":"intraperitoneal"},{"amount":"224 mg/kg","route":"subcutaneous"},{"amount":"56 mg/kg","route":"intravenous"}],"organism":"Mouse"}],"MeSH Pharmacological Classification":"Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus.","Melting Point":"126-127","MolecularFormula":"C\u003csub\u003e17\u003c/sub\u003eH\u003csub\u003e27\u003c/sub\u003eN\u003csub\u003e3\u003c/sub\u003eO\u003csub\u003e4\u003c/sub\u003eS","MolecularWeight":"369.5 g/mol","Opticalactivity":"( + / - )","Pharmacodynamics":"Amisulpride is a selective dopamine D2 and D3 receptor antagonist with no affinity towards other dopamine receptor subtypes. Amisulpride is an atypical antipsychotic agent that works as an antagonist at dopamine receptors in the limbic system. Since it works preferentially in the limbic system, amisulpride is less likely to be associated with extrapyramidal adverse effects than other atypical antipsychotic agents. Amisulpride has no affinity for serotonin, alpha-adrenergic, H1-histamine, cholinergic, and sigma receptors. In clinical trials, amisulpride improved reduced secondary negative symptoms, affective symptoms, and psychomotor retardation in patients with acute exacerbation of schizophrenia. Notably, amisulpride has a differential target binding profile at different doses: at low doses, amisulpride selectively binds to presynaptic dopamine autoreceptors. At high doses, it preferentially binds to post-synaptic dopamine receptors. This explains how amisulpride reduces negative symptoms at low doses and mediates antipsychotic effects at high doses. One study alluded that the antinociceptive effects of amisulpride are mediated through opioid receptor acvitation and D2 receptor antagonism. The actions of amisulpride at opioid receptors may explain its pro-convulsant properties.  Amisulpride is also an antiemetic agent that prevents and alleviates postoperative nausea and vomiting. It primarily works by blocking dopamine signalling in the chemoreceptor trigger zone, which is a brain area that relays stimuli to the vomiting center.  In clinical trials comprising Caucasian and Japanese subjects, amisulpride caused dose- and concentration-dependent prolongation of the QT interval; thus, intravenous infusion under a strict dosing regimen and close monitoring of patients with pre-existing cardiovascular conditions are recommended. Amisulpride increases plasma prolactin levels, leading to an association with benign pituitary tumours such as prolactinoma.","Physical Description":"Solid","PubChemId":2159,"RefCount":4,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Amisulpride","Name":"Amisulpride","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q418785","Name":"Amisulpride","Sub":false}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/drugs/DB06288","Name":"Amisulpride","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/2159","Name":"Amisulpride","Sub":false}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL243712","Name":"Amisulpride","Sub":false}]},{"Name":"ChEBI","Urls":[{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:64045","Name":"Amisulpride","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=71675-85-9","Name":"Amisulpride","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0015633","Name":"Amisulpride","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/D07310","Name":"Amisulpride","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/8110R61I4U","Name":"Amisulpride","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID5042613","Name":"Amisulpride","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 2159, Amisulpride. Accessed September 24, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/2159\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/2159\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Amisulpride. UNII: 8110R61I4U. Global Substance Registration System. Accessed September 24, 2025. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/8110R61I4U\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/8110R61I4U\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 September 24, 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"],"SMILES":"CCN1CCCC1CNC(=O)C2=CC(=C(C=C2OC)N)S(=O)(=O)CC","SaltData":[{"AcidCount":1,"Amine":"Amisulpride","AmineCount":1,"Formula":"Cl","Name":"hydrochloride","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 167.981 67.231\"\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 0h168v68H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m113.369 66.255-3.197-14.9M110.172 51.355l8.326-7.527M124.788 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