Etamivan

Etamivan (INN, or ethamivan (USAN); trade names Analepticon and Vandid) is a respiratory stimulant drug[1] related to nikethamide. It was mainly used in the treatment of barbiturate overdose[2] and chronic obstructive pulmonary disease,[3] but has now largely fallen into disuse.

Etamivan

Clinical data
Trade names	Analepticon
ATC code	R07AB04 (WHO)
Identifiers
IUPAC name N,N-Diethyl-4-hydroxy-3-methoxybenzamide
CAS Number	304-84-7
PubChem CID	9363
DrugBank	DB08989
ChemSpider	8996
UNII	M44O63YPV9
KEGG	D04080
CompTox Dashboard (EPA)	DTXSID3023007
ECHA InfoCard	100.005.599
Chemical and physical data
Formula	C12H17NO3
Molar mass	223.272 g·mol^−1
3D model (JSmol)	Interactive image
SMILES CCN(CC)C(=O)C1=CC(=C(C=C1)O)OC
InChI InChI=1S/C12H17NO3/c1-4-13(5-2)12(15)9-6-7-10(14)11(8-9)16-3/h6-8,14H,4-5H2,1-3H3 Key:BQJODPIMMWWMFC-UHFFFAOYSA-N
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References

1. Hirsh K, Wang SC (May 1975). "Respiratory stimulant effects of ethamivan and picrotoxin". The Journal of Pharmacology and Experimental Therapeutics. 193 (2): 657–63. PMID 1173598.
2. Wheeldon PJ, Perry AW (July 1963). "The use of ethamivan in the treatment of barbiturate poisoning". Canadian Medical Association Journal. 89: 20–2. PMC 1921664. PMID 14000228.
3. Sproule BJ, Jans RL, Breitkreutz H, Mahon W (December 1964). "Effects of ethamivan in patients with chronic respiratory disease". Canadian Medical Association Journal. 91: 1203–8. PMC 1928498. PMID 14226094.