Nifuroxazide

Nifuroxazide
Clinical data
AHFS/Drugs.com	International Drug Names
Routes of; administration	Oral
ATC code	A07AX03 (WHO) ;
Identifiers
	IUPAC name 4-hydroxy-N-[(E)-(5-nitrofuran-2-yl)methylideneamino]benzamide;
CAS Number	965-52-6 ;
PubChem CID	5337997;
DrugBank	DB13855 ;
ChemSpider	4495115 ;
UNII	PM5LI0P38J;
KEGG	D07111 ;
ChEMBL	ChEMBL244888 ;
CompTox Dashboard (EPA)	DTXSID4045343 ;
ECHA InfoCard	100.012.293
Chemical and physical data
Formula	C12H9N3O5
Molar mass	275.220 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c1cc(O)ccc1C(=O)N/N=C/c2ccc(o2)[N+](=O)[O-];
	InChI InChI=1S/C12H9N3O5/c16-9-3-1-8(2-4-9)12(17)14-13-7-10-5-6-11(20-10)15(18)19/h1-7,16H,(H,14,17)/b13-7+ ; Key:YCWSUKQGVSGXJO-NTUHNPAUSA-N ;
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Nifuroxazide (INN) is an oral nitrofuran antibiotic, patented since 1966^[1] and used to treat colitis and diarrhea in humans and non-humans.^[2] It is sold under the brand names Ambatrol, Antinal, Bacifurane, Diafuryl (Turkey), Benol (Pakistan), Pérabacticel (France), Antinal, Diax (Egypt), Nifrozid, Ercefuryl (Romania, Czech Republic, Russia), Erfuzide (Thailand), Endiex (Slovakia), Enterofuryl (Bosnia and Herzegovina, Russia), Pentofuryl (Germany), Nifuroksazyd Hasco, Nifuroksazyd Polpharma (Poland), Topron, Enterovid (Latin America), Eskapar (Mexico), Enterocolin, Terracolin (Bolivia), Apazid (Morocco), Nifroxid (Tunisia), Nifural (Indonesia) and Septidiaryl. It is sold in capsule form and also as a suspension.

^ Cite error: The named reference patent1966 was invoked but never defined (see the help page).
^ Cite error: The named reference patent_nonhumans was invoked but never defined (see the help page).

[patent1966-1] Cite error: The named reference patent1966 was invoked but never defined (see the help page).

[patent_nonhumans-2] Cite error: The named reference patent_nonhumans was invoked but never defined (see the help page).

[1]

[2]

Clinical data

AHFS/Drugs.com	International Drug Names
Routes of administration	Oral
ATC code	A07AX03 (WHO)
Identifiers
IUPAC name 4-hydroxy-N-[(E)-(5-nitrofuran-2-yl)methylideneamino]benzamide
CAS Number	965-52-6^N
PubChem CID	5337997
DrugBank	DB13855^Y
ChemSpider	4495115^Y
UNII	PM5LI0P38J
KEGG	D07111^Y
ChEMBL	ChEMBL244888^Y
CompTox Dashboard (EPA)	DTXSID4045343
ECHA InfoCard	100.012.293
Chemical and physical data
Formula	C₁₂H₉N₃O₅
Molar mass	275.220 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES c1cc(O)ccc1C(=O)N/N=C/c2ccc(o2)[N+](=O)[O-]
InChI InChI=1S/C12H9N3O5/c16-9-3-1-8(2-4-9)12(17)14-13-7-10-5-6-11(20-10)15(18)19/h1-7,16H,(H,14,17)/b13-7+^Y Key:YCWSUKQGVSGXJO-NTUHNPAUSA-N^Y
^NY (what is this?) (verify)