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S9882

Sigma-Aldrich

Sulfachloropyridazine

Synonym(s):

4-Amino-N-(6-chloro-3-pyridazinyl)benzenesulfonamide, N1-(6-Chloro-3-pyridazinyl)sulfanilamide

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About This Item

Empirical Formula (Hill Notation):
C10H9ClN4O2S
CAS Number:
80-32-0
Molecular Weight:
284.72
Beilstein:
261558
EC Number:
201-269-9
MDL number:
MFCD00057371
UNSPSC Code:
51102829
PubChem Substance ID:
24899860
NACRES:
NA.85

form

powder

color

off-white to light yellow

solubility

0.5 M NaOH: soluble 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycoplasma

Mode of action

DNA synthesis | interferes

SMILES string

Nc1ccc(cc1)S(=O)(=O)Nc2ccc(Cl)nn2

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)

InChI key

XOXHILFPRYWFOD-UHFFFAOYSA-N

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Application

Sulfachloropyridazine is a sulfonamide antibiotic that is used to study kinetics, reaction pathways and toxicity evolution. Sulfachloropyridazine has been used to treat acute urinary tract infections in pediatric patients.

Biochem/physiol Actions

Sulfachloropyridazine is a sulfonamide antibiotic that blocks the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. Sulfachloropyridazine is a competitive inhibitor of bacterial para-aminobenzoic acid (PABA), which is required for bacterial synthesis of folic acid. It is active against Gram positive bacteria, Gram negative bacteria and Chlamydia. Mode of resistance is via the alteration of dihydropteroate synthase or alternative pathway for folic acid synthesis. Sulfachloropyridazine is rapidly absorbed and rapidly excreted in the urine.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Precautionary Statements

P280

Hazard Classifications

Skin Sens. 1

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Absorption and Excretion of Sulfachloropyridazine
Wilfred F. Jones, Jr, Mohsen Ziai, et al.
Exp. Biol. Med, 95, 642-645 (1957)
[Sulfachloropyridazine in the treatment of acute infections of the urinary tract in childhood].
R C PEDRINAZZI et al.
Minerva pediatrica, 12, 1342-1347 (1960-10-27)
E van Duijkeren et al.
The Veterinary record, 137(19), 483-486 (1995-11-04)
The pharmacokinetic parameters of a powder formulation of trimethoprim/sulphachlorpyridazine were studied in eight healthy horses which received 5 mg/kg trimethoprim and 25 mg/kg sulphachlorpyridazine 12-hourly with concentrate for five days. The intake of the medicated concentrate by the horses was
Thomas L ter Laak et al.
Environmental toxicology and chemistry, 25(4), 933-941 (2006-04-25)
Environmental exposure assessment of veterinary pharmaceuticals requires estimating the sorption to soil. Soil sorption coefficients of three common, ionizable, antimicrobial agents (oxytetracycline [OTC], tylosin [TYL], and sulfachloropyridazine [SCP]) were studied in relation to the soil properties of 11 different soils.
E Van Duijkeren et al.
Journal of veterinary pharmacology and therapeutics, 19(4), 281-287 (1996-08-01)
Binding of antibiotics to food has received little attention in equine medicine, although such binding could potentially reduce the bioavailability and clinical efficacy. In the present study, binding of trimethoprim (TMP) and sulphachlorpyridazine (SCP) to hay, grass silage and concentrate
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