NIFURPIRINOL

Possibly Marketed Outside US

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 Search

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

Molecular Formula	C12H10N2O4
Molecular Weight	246.2188
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7043255 | https://www.ncbi.nlm.nih.gov/pubmed/4576103 | http://www.tandfonline.com/doi/abs/10.1577/1548-8640(1972)34%5B18%3AIVSWNP%5D2.0.CO%3B2

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.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Aeromonas salmonicida 1 Target ID: CHEMBL613787 Sources: http://www.tandfonline.com/doi/abs/10.1577/1548-8640(1972)34%5B18%3AIVSWNP%5D2.0.CO%3B2	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Bacterial infections of freshwater and marine fish 1 Sources: https://www.drugs.com/international/nifurpirinol.html	Curative		Approved 8583	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

Title	Date	PubMed
Mutagenicity of nifurpirinol (P-7138) in Escherichia coli WP2 and Salmonella typhimurium TA100.	1982-04	7043255
Disseminated hexamitiasis in Siamese fighting fish.	1980-11-01	7451326
Inhibition of the synthesis of macromolecules in Escherichia coli by nitrofuran derivatives. 3. Nifurpirinol.	1973-01	4576103

Patents

Sample Use Guides

In Vivo Use Guide

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

In Vitro Use Guide

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.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:28:32 GMT 2025` Edited by `admin` on `Mon Mar 31 18:28:32 GMT 2025`
Record UNII	7O5A98XY8U
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FURANACE

Preferred Name

English

NIFURPIRINOL

Official Name

English

P-7138

Code

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