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Merck
CN

S9882

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
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
24899860
EC Number:
201-269-9
Beilstein/REAXYS Number:
261558
MDL number:
MFCD00057371

Key Documents

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InChI key

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)

SMILES string

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

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

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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

signalword

Warning

hcodes

H317

pcodes

P280

Hazard Classifications

Skin Sens. 1

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCC5271
SLBD3636V
070M1413
048K1249
045K0148

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[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)
Absorption and Excretion of Sulfachloropyridazine
Wilfred F. Jones, Jr, Mohsen Ziai, et al.
Exp. Biol. Med, 95, 642-645 (1957)
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
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
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.
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