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Details

Stereochemistry ACHIRAL
Molecular Formula C8H8N4O4
Molecular Weight 224.1735
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of NIFURADENE

SMILES

[O-][N+](=O)C1=CC=C(O1)\C=N\N2CCNC2=O

InChI

InChIKey=VSVAVMVWTLLTCH-BJMVGYQFSA-N
InChI=1S/C8H8N4O4/c13-8-9-3-4-11(8)10-5-6-1-2-7(16-6)12(14)15/h1-2,5H,3-4H2,(H,9,13)/b10-5+

HIDE SMILES / InChI

Molecular Formula C8H8N4O4
Molecular Weight 224.1735
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Nifuradene (NF-246), a chemotherapeutic nitrofuran, was first synthesized and reported in 1956. Nifuradene, a 5-Nitorofuran derivative, is an antibacterial drug. Early in vitro testing found it an effective chemotherapeutic agent against most of the common urinary pathogens. Subsequent in vivo studies found that this compound is well absorbed after oral administration in both animals and humans. Nifuradene was used for the treatment of urinary tract infections. The over-all cure rate was found to be best at doses exceeding 600 mg a day.

CNS Activity

Curator's Comment: In vivo studies found that Nifuradene is well absorbed after oral administration in both animals and humans. Significant levels are attained in aqueous humor, cerebrospinal fluid, saliva, thoracic duct lymph and prostatic secretions.

Approval Year

PubMed

PubMed

TitleDatePubMed
Treatment of urinary-tract infections with nifuradene.
1967
Clinical evaluation of nifuradene (NF-246): a preliminary report.
1968 Mar
Nifuradene in the treatment of urinary tract infections.
1969 Jan
Patents

Sample Use Guides

A daily oral dose ranging from 150 to 800 mg a day was given.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 05:43:16 GMT 2023
Edited
by admin
on Sat Dec 16 05:43:16 GMT 2023
Record UNII
2VX65207DR
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NIFURADENE
INN   MI   USAN  
INN   USAN  
Official Name English
NIFURADENE [USAN]
Common Name English
NSC-6470
Code English
1-((5-NITROFURFURYLIDENE)AMINO)-2-IMIDAZOLIDINONE [IARC]
Common Name English
NIFURADENE [MI]
Common Name English
OXAFURADENE
Common Name English
nifuradene [INN]
Common Name English
1-[(5-Nitrofurfurylidene)amino]-2-imidazolidinone
Systematic Name English
NF-246
Code English
2-IMIDAZOLIDINONE, 1-(((5-NITRO-2-FURANYL)METHYLENE)AMINO)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C28394
Created by admin on Sat Dec 16 05:43:16 GMT 2023 , Edited by admin on Sat Dec 16 05:43:16 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL265442
Created by admin on Sat Dec 16 05:43:16 GMT 2023 , Edited by admin on Sat Dec 16 05:43:16 GMT 2023
PRIMARY
EPA CompTox
DTXSID2020973
Created by admin on Sat Dec 16 05:43:16 GMT 2023 , Edited by admin on Sat Dec 16 05:43:16 GMT 2023
PRIMARY
MERCK INDEX
m369
Created by admin on Sat Dec 16 05:43:16 GMT 2023 , Edited by admin on Sat Dec 16 05:43:16 GMT 2023
PRIMARY Merck Index
FDA UNII
2VX65207DR
Created by admin on Sat Dec 16 05:43:16 GMT 2023 , Edited by admin on Sat Dec 16 05:43:16 GMT 2023
PRIMARY
NSC
6470
Created by admin on Sat Dec 16 05:43:16 GMT 2023 , Edited by admin on Sat Dec 16 05:43:16 GMT 2023
PRIMARY
EVMPD
SUB09258MIG
Created by admin on Sat Dec 16 05:43:16 GMT 2023 , Edited by admin on Sat Dec 16 05:43:16 GMT 2023
PRIMARY
DRUG CENTRAL
3795
Created by admin on Sat Dec 16 05:43:16 GMT 2023 , Edited by admin on Sat Dec 16 05:43:16 GMT 2023
PRIMARY
CAS
555-84-0
Created by admin on Sat Dec 16 05:43:16 GMT 2023 , Edited by admin on Sat Dec 16 05:43:16 GMT 2023
PRIMARY
PUBCHEM
9568055
Created by admin on Sat Dec 16 05:43:16 GMT 2023 , Edited by admin on Sat Dec 16 05:43:16 GMT 2023
PRIMARY
SMS_ID
100000083848
Created by admin on Sat Dec 16 05:43:16 GMT 2023 , Edited by admin on Sat Dec 16 05:43:16 GMT 2023
PRIMARY
NCI_THESAURUS
C84015
Created by admin on Sat Dec 16 05:43:16 GMT 2023 , Edited by admin on Sat Dec 16 05:43:16 GMT 2023
PRIMARY
INN
2051
Created by admin on Sat Dec 16 05:43:16 GMT 2023 , Edited by admin on Sat Dec 16 05:43:16 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY