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
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)
Molecular Formula | C10H9ClN4O2S |
Molecular Weight | 284.722 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
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.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL614446 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7998695 |
|||
Target ID: CHEMBL614409 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1892929 |
|||
Target ID: CHEMBL2364668 |
18.0 nM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | Vetisulid Approved UseVetisulid 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. |
Cmax
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 |
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 |
SULFACHLORPYRIDAZINE plasma | Equus caballus population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
T1/2
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 |
SULFACHLORPYRIDAZINE plasma | Equus caballus population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
PubMed
Title | Date | PubMed |
---|---|---|
Inhibition of recombinant Pneumocystis carinii dihydropteroate synthetase by sulfa drugs. | 1995 Aug |
|
Monodrug efficacies of sulfonamides in prophylaxis for Pneumocystis carinii pneumonia. | 1996 Apr |
|
Development of an ELISA for sulfachlorpyridazine and investigation of matrix effects from different sample extraction procedures. | 2001 Jan |
|
Liquid chromatographic determination of multiple sulfonamides, nitrofurans, and chloramphenicol residues in pasteurized milk. | 2002 Jan-Feb |
|
Preliminary evaluation of a lateral flow immunoassay device for screening urine samples for the presence of sulphamethazine. | 2003 Jul |
|
Quantitative determination of trace concentrations of tetracycline and sulfonamide antibiotics in surface water using solid-phase extraction and liquid chromatography/ion trap tandem mass spectrometry. | 2004 |
|
Quantitative analysis of twelve sulfonamides in honey after acidic hydrolysis by high-performance liquid chromatography with post-column derivatization and fluorescence detection. | 2004 Aug 20 |
|
Fast and robust simultaneous determination of three veterinary antibiotics in groundwater and surface water using a tandem solid-phase extraction with high-performance liquid chromatography-UV detection. | 2004 Aug 6 |
|
Antimicrobial use in the treatment of calf diarrhea. | 2004 Jan-Feb |
|
Ultrasonic extraction of veterinary antibiotics from soils and pig slurry with SPE clean-up and LC-UV and fluorescence detection. | 2004 Nov 15 |
|
Determination of sulfonamide residues in the tissues of food animals using automated precolumn derivatization and liquid chromatography with fluorescence detection. | 2004 Sep-Oct |
|
Sustained availability of trimethoprim in drinking water to achieve higher plasma sulphonamide-trimethoprim antibacterial activity in broilers. | 2005 Feb |
|
In vitro toxicity of antimicrobials on RTG-2 and RTL-W1 fish cell lines. | 2005 Jul |
|
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 |
|
Changes in antibacterial activity of triclosan and sulfa drugs due to photochemical transformations. | 2006 Jun |
|
Application of capillary zone electrophoresis with large-volume sample stacking to the sensitive determination of sulfonamides in meat and ground water. | 2006 Oct |
|
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 |
|
Aquatic toxicity of acetaminophen, carbamazepine, cimetidine, diltiazem and six major sulfonamides, and their potential ecological risks in Korea. | 2007 Apr |
|
Monoclonal antibody-based fluorescence polarization immunoassay for sulfamethoxypyridazine and sulfachloropyridazine. | 2007 Aug 22 |
|
Pressurized liquid extraction combined with capillary electrophoresis-mass spectrometry as an improved methodology for the determination of sulfonamide residues in meat. | 2007 Aug 3 |
|
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 |
|
Development of an enzyme-linked immunosorbent assay for seven sulfonamide residues and investigation of matrix effects from different food samples. | 2007 Mar 21 |
|
Determination of 10 sulfonamide residues in meat samples by liquid chromatography with ultraviolet detection. | 2007 Mar-Apr |
|
Analytical methods for multiresidue determination of sulfonamides and trimethoprim in meat and ground water samples by CE-MS and CE-MS/MS. | 2007 Nov |
|
Simultaneous determination of different classes of antibiotics in fish and livestock by CE-MS. | 2007 Nov |
|
[Simultaneous determination of nine sulfonamide residues in milk using solid phase extraction and high performance liquid chromatography]. | 2007 Sep |
|
Immunochemical assays for direct sulfonamide antibiotic detection in milk and hair samples using antibody derivatized magnetic nanoparticles. | 2008 Feb 13 |
|
Application of matrix solid-phase dispersion and high-performance liquid chromatography for determination of sulfonamides in honey. | 2008 Jan-Feb |
|
Effects of ionic strength, temperature, and pH on degradation of selected antibiotics. | 2008 Mar-Apr |
|
Multiresidue determination of sulfonamides in chicken meat by polymer monolith microextraction and capillary zone electrophoresis with field-amplified sample stacking. | 2008 Sep 26 |
|
Determination of ten sulphonamides in egg by liquid chromatography-tandem mass spectrometry. | 2009 Apr 1 |
|
Determination of sulfonamide residues in water samples by in-line solid-phase extraction-capillary electrophoresis. | 2009 Apr 10 |
|
Net changes in antibiotic concentrations downstream from an effluent discharge. | 2009 Jan-Feb |
|
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 |
|
A multivariate multianalyte screening method for sulfonamides in milk based on front-face fluorescence spectroscopy. | 2010 Jan 11 |
|
Removal of sulfonamide antibiotics from water: Evidence of adsorption into an organophilic zeolite Y by its structural modifications. | 2010 Jun 15 |
|
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 |
|
Use and environmental occurrence of antibiotics in freestall dairy farms with manured forage fields. | 2010 Sep 1 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: http://datasheets.scbt.com/sc-359522_mfr.pdf
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7998695
Sulfachlorpyridazine inhibited equine Salmonella strains with MIC50=16 ug/ml.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:04:10 GMT 2023
by
admin
on
Fri Dec 15 15:04:10 GMT 2023
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Record UNII |
P78D9P90C0
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C29739
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CFR |
21 CFR 520.2200
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WHO-VATC |
QJ01EW12
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WHO-VATC |
QJ01EQ12
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CFR |
21 CFR 522.2200
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P78D9P90C0
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m10302
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CHEMBL1443577
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1624505
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Sulfachlorpyridazine
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21 CFR 556.630
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P78D9P90C0
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100000083261
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