Etiracetam

Etiracetam
Clinical data
Routes of; administration	Oral
ATC code	none;
Legal status
Legal status	US:Unscheduled;
Identifiers
	IUPAC name (RS)-2-(2-Oxopyrrolidin-1-yl)butanamide;
CAS Number	33996-58-6 ;
PubChem CID	59708 ;
ChemSpider	53863 ;
UNII	230447L0GL ;
ChEMBL	ChEMBL1400561 ;
CompTox Dashboard (EPA)	DTXSID5046510 ;
ECHA InfoCard	100.111.445
Chemical and physical data
Formula	C8H14N2O2
Molar mass	170.212 g·mol−1
3D model (JSmol)	Interactive image ;
Chirality	Racemic mixture
	SMILES CCC(C(=O)N)N1CCCC1=O;
	InChI InChI=1S/C8H14N2O2/c1-2-6(8(9)12)10-5-3-4-7(10)11/h6H,2-5H2,1H3,(H2,9,12) ; Key:HPHUVLMMVZITSG-UHFFFAOYSA-N ;
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Last updated December 27, 2025

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.^[1]

References

↑ Sara SJ (1980). "Memory retrieval deficits: alleviation by etiracetam, a nootropic drug". Psychopharmacology. 68 (3): 235–41. doi:10.1007/bf00428109. PMID 6771807. S2CID 23369972.

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[1] Sara SJ (1980). "Memory retrieval deficits: alleviation by etiracetam, a nootropic drug". Psychopharmacology. 68 (3): 235–41. doi:10.1007/bf00428109. PMID 6771807. S2CID 23369972.

[1]

v t e Racetams
Racetams	Nootropics: Aniracetam Coluracetam Dimiracetam Doliracetam Dupracetam Fasoracetam Imuracetam Nebracetam Nefiracetam Nicoracetam Oxiracetam Piperacetam Piracetam Plosaracetam Pramiracetam Rolipram Rolziracetam Anticonvulsants: Brivaracetam Etiracetam Levetiracetam Seletracetam
Phenylpiracetams	Nootropics and/or stimulants: Cebaracetam Methylphenylpiracetam E1R ((4R,5S)-methylphenylpiracetam) Phenylpiracetam (phenotropil; fonturacetam) MRZ-9547 ((R)-phenylpiracetam) (S)-Phenylpiracetam RGPU-95 (chlorophenylpiracetam) Anticonvulsants: Phenylpiracetam hydrazide
Racetam-like	Nootropics: Aloracetam Molracetam Omberacetam (Noopept) Tenilsetam Traneurocin (cycloprolylglycine; NA-831) Anticonvulsants: Padsevonil

Clinical data


Routes of administration	Oral
ATC code	none
Legal status
Legal status	US:Unscheduled
Identifiers
IUPAC name (RS)-2-(2-Oxopyrrolidin-1-yl)butanamide
CAS Number	33996-58-6 ^Y
PubChem CID	59708
ChemSpider	53863 ^Y
UNII	230447L0GL
ChEMBL	ChEMBL1400561 ^N
CompTox Dashboard (EPA)	DTXSID5046510
ECHA InfoCard	100.111.445
Chemical and physical data
Formula	C₈H₁₄N₂O₂
Molar mass	170.212 g·mol⁻¹
3D model (JSmol)	Interactive image
Chirality	Racemic mixture
SMILES CCC(C(=O)N)N1CCCC1=O
InChI InChI=1S/C8H14N2O2/c1-2-6(8(9)12)10-5-3-4-7(10)11/h6H,2-5H2,1H3,(H2,9,12)^Y Key:HPHUVLMMVZITSG-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)

Etiracetam

See also

References