NITROVIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H12N6O6
Molecular Weight	360.2817
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC(=N)NN=C(C=CC1=CC=C(O1)[N+]([O-])=O)C=CC2=CC=C(O2)[N+]([O-])=O

InChI

InChIKey=XQCFHQBGMWUEMY-ZPUQHVIOSA-N

InChI=1S/C14H12N6O6/c15-14(16)18-17-9(1-3-10-5-7-12(25-10)19(21)22)2-4-11-6-8-13(26-11)20(23)24/h1-8H,(H4,15,16,18)/b3-1+,4-2+

HIDE SMILES / InChI

Description
Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2011/022408orig1s000namer.pdf

Nitrovin (hydrochloride salt) is a discontinued food additive that was used in veterinarian practice to promote growth. Nitrovin was shown to inhibit Salmonella growth both in vitro and in vivo (in chickens).

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Bacterial growth 6 Target ID: Bacterial growth Sources: DOI: 10.11250/chemotherapy1953.22.1443	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Salmonella infantis 2 Sources: http://www.tandfonline.com/doi/abs/10.1080/00071667408416110?journalCode=cbps20	Curative		Approved 8429	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
[Changes in the intestinal flora in chickens following nutritional administration of Nitrovin].	1970 Nov 1	4919331
The effect of antimicrobial feed additives on the colonization of the alimentary tract of chickens by Salmonella typhimurium.	1978 Apr	344789
[Studies on the metaboic effects of growth promoters, using nitrovin as model. 3. Effect of growth promoters on the intermediary metabolism as evidenced by the tadpole-test].	1980	6967659
[Studies on the metabolic effect of growth promotors, using nitrovin as a model. 2. Studies on the enterohepatic circulation of 14C-labeled nitrovin in the rat].	1980	7405409

Patents

Sample Use Guides

In Vivo Use Guide

Chickens with Salmonella infantis were fed on a diet supplemented with 20 ppm nitrovin.

Route of Administration: Oral

In Vitro Use Guide

Nitrovin was shown to be directly mutagenic in Salmonella typhimurium TA 98 and TA 100 between 0.1 and 2.5 ug per plate (0.09–2.3 uM). Nitrovin inhibits the growth of the same bacteria in suspension cultures at concentrations above 0.09 uM.

Name

Type

Language

NITROVIN

Common Name

English

1,4-PENTADIEN-3-ONE, 1,5-BIS(5-NITRO-2-FURANYL)-, (AMINOIMINOMETHYL)HYDRAZONE

Common Name

English

DIFURAZONE

Common Name

English

NITROVIN [MI]

Common Name

English

Nitrovin [WHO-DD]

Common Name

English

NITROVIN [IARC]

Common Name

English

PAYZONE

Brand Name

English

BIS(5-NITROFURFURYLIDINE)ACETONE GUANYLHYDRAZONE

Common Name

English

BIOVIN 4

Brand Name

English

Code System Code Type Description

FDA UNII

4I203628MT