NITRODAN

Details

Stereochemistry	RACEMIC
Molecular Formula	C10H8N4O3S2
Molecular Weight	296.326
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1C(=S)SC(\N=N\C2=CC=C(C=C2)[N+]([O-])=O)C1=O

InChI

InChIKey=HHLAJTWCKSBJFA-VAWYXSNFSA-N

InChI=1S/C10H8N4O3S2/c1-13-9(15)8(19-10(13)18)12-11-6-2-4-7(5-3-6)14(16)17/h2-5,8H,1H3/b12-11+

HIDE SMILES / InChI

Molecular Formula	C10H8N4O3S2
Molecular Weight	296.326
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	1
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/516789 | https://www.ncbi.nlm.nih.gov/pubmed/5942530 | https://www.drugfuture.com/chemdata/nitrodan.html

Nitrodan is an anthelmintic drug. Nitrodan was effective when administered in feed against Hymenolepis nana and Syphacia obvelata infections in mice, Ascaridia galli infections in chickens, and Toxocara canis, Ancylostoma caninum, and Uncinaria stenocephala infections in dogs. This drug was not effective against Aspiculuris tetraptera, Nematospiroides dubius, and Nippostrongylus muris in mice or Toxascaris leonina in dogs. Long-term continuous feeding of 230 ppm nitrodan should provide an easy and efficient means of reducing infections of A. galli in chickens, and T. canis, A. caninum, and U. stenocephala in dogs, while minimizing opportunities for reexposure.

Originator

Approval Year

PubMed

Title	Date	PubMed
Anthelmintic activity of 3-methyl-5-[(p-nitrophenyl)azo]rhodanine.	1966 Jun	5942530
The metabolism of nitrophenolic and 5-arylazorhodanine anthelmintics by Ascaris suum, Moniezia expansa and by mouse- and sheep-liver enzymes.	1979 Aug	516789

Patents

Sample Use Guides

In Vivo Use Guide

Nitrodan fed for 21 days at levels of 250 to 1,000 ppm produced significant destrobilization of H. nana in mice but removed few of the scolices. Levels of 500 to 1,000 ppm nitrodan fed for 21 days were 86 to 90% effective in reducing the numbers of adult and immature S. obvelata in mice. In dogs, nitrodan exhibited activity against T. canis, A. caninum, and U. stenocephala by reducing egg production prior to promoting gradual elimination of the worms. Nitrodan levels of 100 to 500 ppm rapidly reduced T. canis egg production and worm burdens, and produced efficient, but not complete, removal of both hookworm species in 4 to 8 weeks

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:51:55 GMT 2023` Edited by `admin` on `Fri Dec 15 18:51:55 GMT 2023`
Record UNII	2STG09LA8F
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NITRODAN

Official Name

English

NSC-44646

Code

English

nitrodan [INN]

Common Name

English

CTR 6110

Code

English

3-METHYL-5-(4'-NITROPHENYLAZO)RHODANINE

Common Name

English

NITRODAN [MI]

Common Name

English

3-METHYL-5-(P-NITROPHENYLAZO)-2-THIOXOTHIAZOLIDIN-4-ONE

Common Name

English

RHODANINE, 3-METHYL-5-((P-NITROPHENYL)AZO)-

Common Name

English

4-THIAZOLIDINONE, 3-METHYL-5-(2-(4-NITROPHENYL)DIAZENYL)-2-THIOXO-

Systematic Name

English

2,3-DIHYDRO-3-METHYL-5-((4-NITROPHENYL)AZO)-2-THIOXO-4(5H)-THIAZOLONE

Systematic Name

English

3-METHYL-5-(4-NITROPHENYLAZO)RHODANINE

Systematic Name

English

NIDANTHEL

Brand Name

English

NSC-67817

Code

English

CTR-6110

Code

English

NITRODAN [USAN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C250