NITROVIN HYDROCHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H12N6O6.ClH
Molecular Weight	396.743
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=ZEGPTFVBNBCAHZ-LMFJUDGVSA-N

InChI=1S/C14H12N6O6.ClH/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);1H/b3-1+,4-2+;

HIDE SMILES / InChI

Molecular Formula	C14H12N6O6
Molecular Weight	360.2817
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	2
Optical Activity	NONE

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

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

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 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Salmonella infantis 2 Sources: http://www.tandfonline.com/doi/abs/10.1080/00071667408416110?journalCode=cbps20	Curative		Approved 8583	Unknown Approved Use Unknown

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
inducer 1087 inhibitor 2252	inhibitor 2438	inhibitor 2507	inhibitor 2217

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP19A1 429 CYP2C19 2057 CYP1A2 2153	P-gp 2052

Drug as perpetrator

Target	Modality	Activity
CYP1A2 2333	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/6252910#section=BioAssay-Results Page: 41.0	inconclusive [IC50 14.4344 uM]
CYP3A4 2633	inducer 1966 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/6252910#section=BioAssay-Results Page: 93.0	no
CYP3A4 2633	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/6252910#section=BioAssay-Results Page: 5.0	yes [IC50 0.8709 uM]
CYP2C9 2497	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/6252910#section=BioAssay-Results Page: 41.0	yes [IC50 15.4871 uM]
CYP2D6 2546	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/6252910#section=BioAssay-Results Page: 14.0	yes [IC50 2.754 uM]
CYP2C19 2141	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/6252910#section=BioAssay-Results Page: 20.0	yes [IC50 3.8902 uM]
CYP19A1 430	inhibitor 4027 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/6252910#section=BioAssay-Results Page: 29.0	yes [IC50 7.4978 uM]

Drug as victim

Target	Modality	Activity	Metabolite	Clinical evidence
P-gp 2052	substrate 4014 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/6252910#section=BioAssay-Results Page: 21 \| 87	inconclusive

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 2263	inhibitor 2237 Sources: https://pubchem.ncbi.nlm.nih.gov/compound/6252910#section=BioAssay-Results Page: 2.0

PubMed

Title	Date	PubMed
[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
The effect of antimicrobial feed additives on the colonization of the alimentary tract of chickens by Salmonella typhimurium.	1978-04	344789
[Changes in the intestinal flora in chickens following nutritional administration of Nitrovin].	1970-11-01	4919331

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.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:17:11 GMT 2025` Edited by `admin` on `Mon Mar 31 22:17:11 GMT 2025`
Record UNII	50JUG3079H
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PANAZON

Preferred Name

English

NITROVIN HYDROCHLORIDE

Common Name

English

IF-326

Code

English

1,5-BIS(5-NITRO-2-FURYL)-1,4-PENTADIENE-3-AMINOHYDRAZONE HYDROCHLORIDE

Common Name

English

Nitrovin hydrochloride [WHO-DD]

Common Name

English

IF 326

Code

English

HYDRAZINECARBOXIMIDAMIDE, 2-(3-(5-NITRO-2-FURANYL)-1-(2-(5-NITRO-2-FURANYL)ETHENYL)-2-PROPEN-1-YLIDENE)-, HYDROCHLORIDE (1:1)

Systematic Name

English

Code System Code Type Description

FDA UNII

50JUG3079H