Etiracetam

{{Short description|Chemical compound}}

{{Drugbox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 447116863

| IUPAC_name = (RS)-2-(2-Oxopyrrolidin-1-yl)butanamide

| image = Etiracetam structure.svg

| width = 106px

| image2 = Etiracetam3d.png

| chirality = Racemic mixture

| tradename =

| pregnancy_category =

| legal_status =

| legal_US = Unscheduled

| routes_of_administration = Oral

| bioavailability =

| metabolism =

| excretion =

| CAS_number_Ref = {{cascite|correct|??}}

| CAS_number = 33996-58-6

| ATC_prefix = none

| PubChem = 59708

| DrugBank_Ref = {{drugbankcite|correct|drugbank}}

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 53863

| ChEMBL_Ref = {{ebicite|changed|EBI}}

| ChEMBL = 1400561

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 230447L0GL

| C=8 | H=14 | N=2 | O=2

| smiles = CCC(C(=O)N)N1CCCC1=O

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C8H14N2O2/c1-2-6(8(9)12)10-5-3-4-7(10)11/h6H,2-5H2,1H3,(H2,9,12)

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = HPHUVLMMVZITSG-UHFFFAOYSA-N

}}

Etiracetam is a chemical compound belonging to the racetam family, which was developed as a nootropic drug. It is racemic; its biologically active enantiomeric form is levetiracetam, now marketed as an antiepileptic drug.{{cite journal | vauthors = Sara SJ | title = Memory retrieval deficits: alleviation by etiracetam, a nootropic drug | journal = Psychopharmacology | volume = 68 | issue = 3 | pages = 235–41 | year = 1980 | pmid = 6771807 | doi = 10.1007/bf00428109 | s2cid = 23369972 }}