Umifenovir

Umifenovir
Clinical data
Trade names	Arbidol
Other names	AR-1I9514, Russian: Арбидол, Chinese: 阿比朵尔.
Pregnancy; category	C;
Routes of; administration	By mouth (hard capsules, tablets)
ATC code	J05AX13 (WHO) ;
Legal status
Legal status	RU OTC ; CN Rx-only ; BY OTC;
Pharmacokinetic data
Bioavailability	40%
Metabolism	Hepatic, CYP3A4
Elimination half-life	17–21 hours
Excretion	40% excrete as unchanged umifenovir in feces (38.9%) and urine (0.12%)
Identifiers
	IUPAC name ethyl 6-bromo-4-[(dimethylamino)methyl]-5-hydroxy-1-methyl-2-[(phenylsulfanyl)methyl]-1H-indole-3-carboxylate;
CAS Number	131707-25-0 ;
PubChem CID	131411;
DrugBank	DB13609 ;
ChemSpider	116151 ;
UNII	93M09WW4RU;
KEGG	D10558;
ChEBI	CHEBI:134730;
ChEMBL	ChEMBL1214598;
PDB ligand	75U (PDBe, RCSB PDB);
CompTox Dashboard (EPA)	DTXSID60895015 ;
ECHA InfoCard	100.247.800
Chemical and physical data
Formula	C22H25BrN2O3S
Molar mass	477.42 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCOC(=O)c1c(n(c2c1c(c(c(c2)Br)O)CN(C)C)C)CSc3ccccc3;
	InChI InChI=1S/C22H25BrN2O3S/c1-5-28-22(27)20-18(13-29-14-9-7-6-8-10-14)25(4)17-11-16(23)21(26)15(19(17)20)12-24(2)3/h6-11,26H,5,12-13H2,1-4H3 ; Key:KCFYEAOKVJSACF-UHFFFAOYSA-N ;
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Umifenovir, sold under the brand name Arbidol, is sold and used as an antiviral medication for influenza in Russia and China. The drug is manufactured by Pharmstandard (Russian: Фармстандарт). It is not approved by the U.S. Food and Drug Administration (FDA) for the treatment or prevention of influenza.