SULFACHLORPYRIDAZINE

US Previously Marketed

First approved in 1962

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H9ClN4O2S
Molecular Weight	284.722
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC1=CC=C(C=C1)S(=O)(=O)NC2=NN=C(Cl)C=C2

InChI

InChIKey=XOXHILFPRYWFOD-UHFFFAOYSA-N

InChI=1S/C10H9ClN4O2S/c11-9-5-6-10(14-13-9)15-18(16,17)8-3-1-7(12)2-4-8/h1-6H,12H2,(H,14,15)

HIDE SMILES / InChI

Description
Sources: http://datasheets.scbt.com/sc-359522_mfr.pdf | https://www.drugs.com/international/sulfachlorpyridazine.html | https://www.ncbi.nlm.nih.gov/pubmed/7486915

Sulfachlorpyridazine is a broad spectrum antibacterial compound which is effective in the treatment of infections caused by gram-positive and gram-negative organisms that are commonly susceptible to sulfonamide therapy and which has been proven by laboratory and field experiments to be highly effective against diseases caused by Escherichia coli. Sulfachlorpyridazine has a rapid onset of action in several species of animals following both oral and parenteral administration. Sulfachlorpyridazine (brand name Vetisulid) is especially indicated for the treatment of diarrhea caused or complicated by E. coli (colibacillosis) in calves under 1 month of age: Vetisulid powder is also indicated for the treatment of colibacillosis in swine. Sulfachlorpyridazine is a dihydropteroate synthase inhibitor.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Salmonella 3 Target ID: CHEMBL614446 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7998695	Inhibitor 8297
Pasteurella multocida 2 Target ID: CHEMBL614409 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1892929	Inhibitor 8297
Bacterial dihydropteroate synthase 44 Target ID: CHEMBL2364668 Sources: http://www.genome.jp/dbget-bin/www_bget?dr:D05948 \| https://www.ncbi.nlm.nih.gov/pubmed/7486915	Inhibitor 8297	18.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Colibacillosis in calves 2 Sources: http://datasheets.scbt.com/sc-359522_mfr.pdf	Curative		Approved 8429	Vetisulid Approved Use Vetisulid Injection (Sodium Sulfachlorpyridazine Injection), is especially indicated for the treatment of diarrhea caused or complicated by E. coli (colibacillosis) in calves under 1 month of age.

C_max

Value	Dose	Co-administered	Analyte	Population
21.5 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7752306/	20 mg/kg single, intramuscular dose: 20 mg/kg route of administration: Intramuscular experiment type: SINGLE co-administered: TRIMETHOPRIM	TRIMETHOPRIM	SULFACHLORPYRIDAZINE plasma	Equus caballus population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
12121 μg × min/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7752306/	20 mg/kg single, intramuscular dose: 20 mg/kg route of administration: Intramuscular experiment type: SINGLE co-administered: TRIMETHOPRIM	TRIMETHOPRIM	SULFACHLORPYRIDAZINE plasma	Equus caballus population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
270 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/7752306/	20 mg/kg single, intramuscular dose: 20 mg/kg route of administration: Intramuscular experiment type: SINGLE co-administered: TRIMETHOPRIM	TRIMETHOPRIM	SULFACHLORPYRIDAZINE plasma	Equus caballus population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY572444	https://www.001chemical.com/chem/80-32-0
3B Scientific (Wuhan) Corp	3B3-044132	http://www.3bsc.com/index/pro_info.php?id=76332
AA Blocks	AA00ID0A	https://www.aablocks.com/goods/Goods/detail?id=AA00ID0A
AHH Chemical co.,ltd	MT-58838	http://www.ahhchemical.com/product/MT-58838.html
Aaron Chemicals	AR00IDS2	http://www.aaronchem.com/80-32-0
Alfa Chemistry	AP80320-A	https://reagents.alfa-chemistry.com/product/sulfachloropyridazine-cas-80-32-0-16787.html
Alfa Chemistry	AP80320-B	https://reagents.alfa-chemistry.com/product/sulfachlorpyridazine-cas-80-32-0-16788.html
Alichem	19088105	http://www.alichem.com/en/products/80-32-0.html
Alinda	ALBB-011657	http://alinda.ru/finechem_en_.html?i=ALBB-011657
Ambeed	A227322	https://www.ambeed.com/products/80-32-0.html
Ambinter	Amb1948512	http://www.ambinter.com/reference/1948512
Angel Pharmatech	AG193478	http://www.angelpharmatech.com/80-32-0.html
Angene	AGN-PC-0JK7O7	http://www.angenechemical.com/productshow/AGN-PC-0JK7O7.html
Ark Pharm	AK307661	http://www.arkpharminc.com/products/80-32-0.html
Aurora Fine Chemicals LLC	A00.706.142	http://online.aurorafinechemicals.com/info?ID=A00.706.142
Aurum Pharmatech LLC	R1866	http://www.Aurumpharmatech.com/Product/ProductDetails/R1866
AvaChem Scientific	3946	http://www.avachem.com/productSearch.asp?3946
BLD Pharm	BD22678	http://www.bldpharm.com/products/80-32-0.html
BioSynth	W-104238	https://www.biosynth.com/en/products/life-science/other-biochemicals/products/W-104238.html
Boerchem	BC203868	http://www.boerchem.com/?product_34239.html
CSNpharm	CSN20802	https://www.csnpharm.com/products/sulfachloropyridazine.html
Chem Scene	CS-7970	http://www.chemscene.com/80-32-0.html
ChemMol	30101817	http://www.chemmol.com/chemmol/30101817.html
ChemMol	99155699	http://www.chemmol.com/chemmol/99155699.html
Chemspace	CSSB00000407096	https://chem-space.com/CSSB00000407096
Clearsynth	CS-EB-02021	https://www.clearsynth.com/en/CSEB02021.html
Clearsynth	CS-ER-02013	https://www.clearsynth.com/en/CSER02013.html
DC Chemicals	DC36730	http://www.dcchemicals.com//product_show-Sulfachlorpyridazine.html
Finetech	FT-0674699	http://www.finetechnology-ind.com/prod/detail/pub/80-32-0.html
Glentham Life Sciences	GA2481	http://www.glentham.com/products/product/GA2481/
Hairui	HR138134	http://www.hairuichem.com/en/product/80-32-0.html
LGC Standards	DRE-C16990100	https://www.lgcstandards.com/US/en/p/DRE-C16990100
LGC Standards	DRE-XA16990100AL	https://www.lgcstandards.com/US/en/p/DRE-XA16990100AL
LGC Standards	LGCFOR3258.00	https://www.lgcstandards.com/US/en/p/LGCFOR3258.00
LGC Standards	MM3258.00	https://www.lgcstandards.com/US/en/p/MM3258.00
Lab Network	LN00164011	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00164011
Matrix Scientific	62264	https://www.matrixscientific.com/062264.html
MedChem Express	HY-B1781	https://www.medchemexpress.com/Sulfachloropyridazine.html
Molcore	MC572444	https://www.molcore.com/product/80-32-0
MuseChem	R043005	https://www.musechem.com/product/R043005.html
Oakwood	369067	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=140713&ExtHyperLink=1
Otava	3360336	https://search.otavachemicals.com/#!/search?query=3360336&type=code&base=dbb
Parchem	88939	https://www.parchem.com/chemical-supplier-distributor/Sulphachloropyridazine-088939.aspx
Selleck Chemicals	S3708	http://www.selleckchem.com/products/sulfachloropyridazine.html
Sigma-Aldrich	46778_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/46778?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	S9882_SIGMA	https://www.sigmaaldrich.com/catalog/product/sigma/s9882?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	1624505_USP	https://www.sigmaaldrich.com/catalog/product/usp/1624505?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Smolecule	S544108	http://www.smolecule.com/products/s544108
THE BioTek	bt-282720	https://www.thebiotek.com/product/inhibitors/bt-282720
Yuhao Chemical	XJ0115	http://www.chemyuhao.com/80-32-0.html
abcr GmbH	AB408007	http://www.abcr.com/shop/en/AB408007
iChemical	EBD1385986	http://www.ichemical.com/products/80-32-0.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs
mcule	MCULE-9179642576	https://mcule.com/MCULE-9179642576/

PubMed

Title	Date	PubMed
Drugs as allergens: detection and combining site specificities of IgE antibodies to sulfamethoxazole.	1988 Dec	3237218
Inhibition of recombinant Pneumocystis carinii dihydropteroate synthetase by sulfa drugs.	1995 Aug	7486915
Monodrug efficacies of sulfonamides in prophylaxis for Pneumocystis carinii pneumonia.	1996 Apr	8849260
Ultrasonic extraction of veterinary antibiotics from soils and pig slurry with SPE clean-up and LC-UV and fluorescence detection.	2004 Nov 15	18969712
Determination of sulfonamide residues in the tissues of food animals using automated precolumn derivatization and liquid chromatography with fluorescence detection.	2004 Sep-Oct	15493686
Effects of sulfachlorpyridazine in MS.3-arable land: a multispecies soil system for assessing the environmental fate and effects of veterinary medicines.	2005 Apr	15839554
Simultaneous extraction and analysis of 11 tetracycline and sulfonamide antibiotics in influent and effluent domestic wastewater by solid-phase extraction and liquid chromatography-electrospray ionization tandem mass spectrometry.	2005 Dec 2	16298184
Sustained availability of trimethoprim in drinking water to achieve higher plasma sulphonamide-trimethoprim antibacterial activity in broilers.	2005 Feb	15835260
In vitro toxicity of antimicrobials on RTG-2 and RTL-W1 fish cell lines.	2005 Jul	21783579
A lysimeter experiment to investigate the leaching of veterinary antibiotics through a clay soil and comparison with field data.	2005 Mar	15589660
Evaluation of a lower tier exposure assessment model for veterinary medicines.	2005 Mar 23	15769156
Triplet-sensitized photodegradation of sulfa drugs containing six-membered heterocyclic groups: identification of an SO2 extrusion photoproduct.	2005 May 15	15952367
Simultaneous determination of 16 sulfonamides in honey by liquid chromatography/tandem mass spectrometry.	2005 Sep-Oct	16385979
Analysis of Pneumocystis jirovecii DHPS alleles implicated in sulfamethoxazole resistance using an Escherichia coli model system.	2005 Spring	15770087
Estimation of soil sorption coefficients of veterinary pharmaceuticals from soil properties.	2006 Apr	16629132
The effect of pH and ionic strength on the sorption of sulfachloropyridazine, tylosin, and oxytetracycline to soil.	2006 Apr	16629129
Multiresidue determination of sulfonamides in edible catfish, shrimp and salmon tissues by high-performance liquid chromatography with postcolumn derivatization and fluorescence detection.	2006 Aug 18	16750659
Changes in antibacterial activity of triclosan and sulfa drugs due to photochemical transformations.	2006 Jun	16764465
Application of capillary zone electrophoresis with large-volume sample stacking to the sensitive determination of sulfonamides in meat and ground water.	2006 Oct	16991204
Multiwalled carbon nanotubes as sorbent for on-line coupling of solid-phase extraction to high-performance liquid chromatography for simultaneous determination of 10 sulfonamides in eggs and pork.	2006 Sep 15	16820156
Aquatic toxicity of acetaminophen, carbamazepine, cimetidine, diltiazem and six major sulfonamides, and their potential ecological risks in Korea.	2007 Apr	17223195
Monoclonal antibody-based fluorescence polarization immunoassay for sulfamethoxypyridazine and sulfachloropyridazine.	2007 Aug 22	17661485
Pressurized liquid extraction combined with capillary electrophoresis-mass spectrometry as an improved methodology for the determination of sulfonamide residues in meat.	2007 Aug 3	17433345
The dissipation and transport of veterinary antibiotics in a sandy loam soil.	2007 Feb	17204303
A rapid assay for dihydropteroate synthase activity suitable for identification of inhibitors.	2007 Jan 15	17134675
Simultaneous determination of 17 sulfonamides and the potentiators ormetoprim and trimethoprim in salmon muscle by liquid chromatography with tandem mass spectrometry detection.	2007 Jan-Feb	17373466
Development of an enzyme-linked immunosorbent assay for seven sulfonamide residues and investigation of matrix effects from different food samples.	2007 Mar 21	17300200
Determination of 10 sulfonamide residues in meat samples by liquid chromatography with ultraviolet detection.	2007 Mar-Apr	17474530
Analytical methods for multiresidue determination of sulfonamides and trimethoprim in meat and ground water samples by CE-MS and CE-MS/MS.	2007 Nov	17960854
Simultaneous determination of different classes of antibiotics in fish and livestock by CE-MS.	2007 Nov	17932875
[Simultaneous determination of nine sulfonamide residues in milk using solid phase extraction and high performance liquid chromatography].	2007 Sep	18161327
Immunochemical assays for direct sulfonamide antibiotic detection in milk and hair samples using antibody derivatized magnetic nanoparticles.	2008 Feb 13	18177003
Application of matrix solid-phase dispersion and high-performance liquid chromatography for determination of sulfonamides in honey.	2008 Jan-Feb	18376605
Effects of ionic strength, temperature, and pH on degradation of selected antibiotics.	2008 Mar-Apr	18268300
Multiresidue determination of sulfonamides in chicken meat by polymer monolith microextraction and capillary zone electrophoresis with field-amplified sample stacking.	2008 Sep 26	18723177
Determination of ten sulphonamides in egg by liquid chromatography-tandem mass spectrometry.	2009 Apr 1	19286032
Determination of sulfonamide residues in water samples by in-line solid-phase extraction-capillary electrophoresis.	2009 Apr 10	19232622
Net changes in antibiotic concentrations downstream from an effluent discharge.	2009 Jan-Feb	19141825
Effects of oxytetracycline and sulfachloropyridazine residues on the reductive activity of Shewanella decolorationis S12.	2009 Jul 8	19527026
Effects of agricultural conditions on the leaching behaviour of veterinary antibiotics in soils.	2009 Mar	19128817
Analytical method for simultaneous determination of pesticide and veterinary drug residues in milk by CE-MS.	2009 May	19384986
A confirmatory method for the simultaneous extraction, separation, identification and quantification of Tetracycline, Sulphonamide, Trimethoprim and Dapsone residues in muscle by ultra-high-performance liquid chromatography-tandem mass spectrometry according to Commission Decision 2002/657/EC.	2009 Nov 13	19586630
Tetra-aqua-bis(pyridine-κN)cobalt(II) bis-[4-amino-N-(6-chloro-pyridazin-3-yl)benzene-sulfonamidate].	2009 Nov 25	21578676
A new and simple method to determine trace levels of sulfonamides in honey by high performance liquid chromatography with fluorescence detection.	2009 Oct 23	19505691
Development of an ultra-high-pressure liquid chromatography-tandem mass spectrometry multi-residue sulfonamide method and its application to water, manure slurry, and soils from swine rearing facilities.	2010 Feb 19	20047751
A multivariate multianalyte screening method for sulfonamides in milk based on front-face fluorescence spectroscopy.	2010 Jan 11	20005325
Sulfonamide antibiotics embedded in high silica zeolite Y: a combined experimental and theoretical study of host-guest and guest-guest interactions.	2010 Jun 15	20184353
Removal of sulfonamide antibiotics from water: Evidence of adsorption into an organophilic zeolite Y by its structural modifications.	2010 Jun 15	20133061
Multiresidue analysis of sulfonamides in meat by supramolecular solvent microextraction, liquid chromatography and fluorescence detection and method validation according to the 2002/657/EC decision.	2010 Oct 1	20810118
Use and environmental occurrence of antibiotics in freestall dairy farms with manured forage fields.	2010 Sep 1	20698525

Patents

Sample Use Guides

In Vivo Use Guide

Calves: The recommended daily dose is 30 to 45 mg of sulfachlorpyridazine per lb of body weight administered in 2 divided doses for 1 to 5 days, as follows: Vetisulid Injection (Sodium Sulfachlorpyridazine Injection) – Administer intravenously 1 mL per 10 lb of body weight morning and night. It is suggested that therapy be initiated by administering Vetisulid Injection intravenously and continuing therapy with oral administration of either Vetisulid Boluses or Vetisulid Powder.

Route of Administration: Intravenous

In Vitro Use Guide

Sulfachlorpyridazine inhibited equine Salmonella strains with MIC50=16 ug/ml.

Name

Type

Language

SULFACHLORPYRIDAZINE

Official Name

English

SULFACHLORPYRIDAZINE [GREEN BOOK]

Common Name

English

SULFACHLOROPYRIDIZINE

Common Name

English

SULFACHLOROPYRIDAZINE

Common Name

English

SONILYN

Brand Name

English

Sulfachlorpyridazine [WHO-DD]

Common Name

English

NEFROSUL

Brand Name

English

SULFACHLORPYRIDAZINE [MART.]

Common Name

English

N(SUP 1)-(6-CHLORO-3-PYRIDAZINYL)SULFANILAMIDE

Systematic Name

English

SULFACHLORPYRIDAZINE [USP-RS]

Common Name

English

SULPHACHLORPYRIDAZINE

Common Name

English

SULFACHLORPYRIDAZINE [MI]

Common Name

English

NSC-757858

Code

English

sulfachlorpyridazine [INN]

Common Name

English

SULFACHLORPYRIDAZINE [USP MONOGRAPH]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29739