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Details

Stereochemistry ACHIRAL
Molecular Formula C12H10N2O4
Molecular Weight 246.2188
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of NIFURPIRINOL

SMILES

OCC1=CC=CC(\C=C\C2=CC=C(O2)[N+]([O-])=O)=N1

InChI

InChIKey=JQKHJQJVKRFMCO-SNAWJCMRSA-N
InChI=1S/C12H10N2O4/c15-8-10-3-1-2-9(13-10)4-5-11-6-7-12(18-11)14(16)17/h1-7,15H,8H2/b5-4+

HIDE SMILES / InChI
Nifurpirinol, 6-hydroxymethyl-2-[2-(5-nitro-2-furyl)vinyl]pyridine, has been widely used as an antibacterial drug against diseases of fish. M. Shimizu and Y. Takase showed marked inhibitory activity against many species of bacteria, including several fish pathogens. They found minimum inhibitory concentrations (MIC's) of 0.1 to 0.3 ug of Nifurpirinol (P-7138) per ml of broth medium (ug/ml) for Vibrio anguilIarum, Aeromonas salmonicida, and Aeromonas liquefaciens. The first designation for this drug was "P-7138." Subsequently, "Furanace" was designated as the trade name, and "nifurpirinol" was selected as the generic name.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Sera baktopur direct

Approved Use

Water conditioner effective against bacterial infections of freshwater and marine fish – even in advanced stages. These include, for instance, Columnaris disease, fin rot, gill rot, Aeromonas or Pseudomonas bacteria, inflammations and open ulcers as well as dropsy.
PubMed

PubMed

TitleDatePubMed
Inhibition of the synthesis of macromolecules in Escherichia coli by nitrofuran derivatives. 3. Nifurpirinol.
1973 Jan
Mutagenicity of nifurpirinol (P-7138) in Escherichia coli WP2 and Salmonella typhimurium TA100.
1982 Apr
Patents

Sample Use Guides

Fish: 0.2 mg/L and 5 mg/kg of body weight, by means of a bath and a feed medication
Route of Administration: Other
Nifurpirinol (P-7138) had MIC's of 0.1 to 0.3 ug/ml of broth medium for Vibrio anguilIarum, Aeromonas salmonicida, and Aeromonas liquefaciens.
Name Type Language
NIFURPIRINOL
GREEN BOOK   INN   MART.   MI   USAN  
USAN   INN  
Official Name English
P-7138
Code English
FURANACE
Brand Name English
nifurpirinol [INN]
Common Name English
NIFURPIRINOL [USAN]
Common Name English
NIFURPIRINOL [GREEN BOOK]
Common Name English
NIFURPIRINOL [MART.]
Common Name English
2-PYRIDINEMETHANOL, 6-(2-(5-NITRO-2-FURANYL)ETHENYL)-
Systematic Name English
NIFURPIRINOL [MI]
Common Name English
6-[2-(5-Nitro-2-furyl)vinyl]-2-pyridinemethanol
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C28394
Created by admin on Fri Dec 15 16:27:32 GMT 2023 , Edited by admin on Fri Dec 15 16:27:32 GMT 2023
Code System Code Type Description
DRUG BANK
DB11436
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PRIMARY
EPA CompTox
DTXSID1040291
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MESH
C004562
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EVMPD
SUB09274MIG
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SMS_ID
100000083875
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ECHA (EC/EINECS)
236-503-9
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ChEMBL
CHEMBL2104627
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NCI_THESAURUS
C90983
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DRUG CENTRAL
3382
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INN
2716
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PUBCHEM
6436061
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CAS
13411-16-0
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MERCK INDEX
m7891
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PRIMARY Merck Index
FDA UNII
7O5A98XY8U
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