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Details

Stereochemistry ACHIRAL
Molecular Formula C13H15N5O6
Molecular Weight 337.2881
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of NIFURFOLINE

SMILES

[O-][N+](=O)C1=CC=C(O1)\C=N\N2CC(=O)N(CN3CCOCC3)C2=O

InChI

InChIKey=WCEJYDIWHURKJX-VGOFMYFVSA-N
InChI=1S/C13H15N5O6/c19-11-8-17(14-7-10-1-2-12(24-10)18(21)22)13(20)16(11)9-15-3-5-23-6-4-15/h1-2,7H,3-6,8-9H2/b14-7+

HIDE SMILES / InChI

Molecular Formula C13H15N5O6
Molecular Weight 337.2881
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Nifurfoline is an imidazolidine-2,4-dione belonging to the family of nitrofurans. The spectrum of activity of the molecule is wide. Nifurfolina acts in fact on Escherichia coli , Proteus , Klebsiella , Enterobacter , staphylococci and enterococci . The antibacterial mechanism of action consists of inhibition of the Krebs cycle in terms of the formation of acetyl coenzyme A, citric acid and oxalacetic acid. This triple inhibition leads to a drastic reduction in the production of energy necessary for the multiplication or survival of bacteria. The drug can induce resistance, but very slowly. Nifurfolina is indicated in the treatment of urinary tract infections, acute or chronic, sustained by sensitive germs, even secondary to instrumental investigations (for example bladder catheterization ). It is also indicated in cystitis, pyelitis, cystopielites, nephritis and pyelonephritis, urethritis and prostatitis.

Approval Year

Substance Class Chemical
Created
by admin
on Fri Dec 15 15:41:58 GMT 2023
Edited
by admin
on Fri Dec 15 15:41:58 GMT 2023
Record UNII
SWQ65RJY2Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NIFURFOLINE
INN   MI  
INN  
Official Name English
nifurfoline [INN]
Common Name English
3-(MORPHOLINOMETHYL)-1-((5-NITROFURFURYLIDENE)AMINO)HYDANTOIN
Systematic Name English
NIFURFOLINE [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C28394
Created by admin on Fri Dec 15 15:41:58 GMT 2023 , Edited by admin on Fri Dec 15 15:41:58 GMT 2023
Code System Code Type Description
PUBCHEM
9571068
Created by admin on Fri Dec 15 15:41:58 GMT 2023 , Edited by admin on Fri Dec 15 15:41:58 GMT 2023
PRIMARY
EVMPD
SUB09265MIG
Created by admin on Fri Dec 15 15:41:58 GMT 2023 , Edited by admin on Fri Dec 15 15:41:58 GMT 2023
PRIMARY
EPA CompTox
DTXSID90187314
Created by admin on Fri Dec 15 15:41:58 GMT 2023 , Edited by admin on Fri Dec 15 15:41:58 GMT 2023
PRIMARY
MERCK INDEX
m7887
Created by admin on Fri Dec 15 15:41:58 GMT 2023 , Edited by admin on Fri Dec 15 15:41:58 GMT 2023
PRIMARY Merck Index
ChEMBL
CHEMBL2105139
Created by admin on Fri Dec 15 15:41:58 GMT 2023 , Edited by admin on Fri Dec 15 15:41:58 GMT 2023
PRIMARY
SMS_ID
100000083851
Created by admin on Fri Dec 15 15:41:58 GMT 2023 , Edited by admin on Fri Dec 15 15:41:58 GMT 2023
PRIMARY
CAS
3363-58-4
Created by admin on Fri Dec 15 15:41:58 GMT 2023 , Edited by admin on Fri Dec 15 15:41:58 GMT 2023
PRIMARY
ECHA (EC/EINECS)
222-131-4
Created by admin on Fri Dec 15 15:41:58 GMT 2023 , Edited by admin on Fri Dec 15 15:41:58 GMT 2023
PRIMARY
DRUG CENTRAL
1927
Created by admin on Fri Dec 15 15:41:58 GMT 2023 , Edited by admin on Fri Dec 15 15:41:58 GMT 2023
PRIMARY
NCI_THESAURUS
C90979
Created by admin on Fri Dec 15 15:41:58 GMT 2023 , Edited by admin on Fri Dec 15 15:41:58 GMT 2023
PRIMARY
INN
2562
Created by admin on Fri Dec 15 15:41:58 GMT 2023 , Edited by admin on Fri Dec 15 15:41:58 GMT 2023
PRIMARY
FDA UNII
SWQ65RJY2Z
Created by admin on Fri Dec 15 15:41:58 GMT 2023 , Edited by admin on Fri Dec 15 15:41:58 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY