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S0383

Sigma-Aldrich

Sulfameter

Synonyme(s) :

5-Methoxysulfadiazine, N1-(5-Methoxypyrimidin-2-yl)sulfanilamide, Sulfamethoxydiazine

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About This Item

Formule empirique (notation de Hill):
C11H12N4O3S
Numéro CAS:
651-06-9
Poids moléculaire :
280.30
Numéro Beilstein :
621130
Numéro CE :
211-480-8
Numéro MDL:
MFCD00006067
Code UNSPSC :
51283913
ID de substance PubChem :
24899422
Nomenclature NACRES :
NA.85

Forme

powder

Conditions de stockage

(Keep container tightly closed in a dry and well-ventilated place. Light sensitive.)

Couleur

white to faint yellow

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria
mycobacteria
parasites

Mode d’action

enzyme | inhibits

Température de stockage

2-8°C

Chaîne SMILES 

COc1cnc(NS(=O)(=O)c2ccc(N)cc2)nc1

InChI

1S/C11H12N4O3S/c1-18-9-6-13-11(14-7-9)15-19(16,17)10-4-2-8(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15)

Clé InChI

GPTONYMQFTZPKC-UHFFFAOYSA-N

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Description générale

Chemical structure: sulfonamide

Application

Sulfameter is a sulfonamide antibiotic used as a leprostatic agent and to treat urinary tract infections. It has been investigated as a potential therapy for chloroquine-resistant malaria during pregnancy.

Actions biochimiques/physiologiques

Sulfameter is a sulfonamide antibiotic. Sulfonamides block the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. Sulfonamides are competitive inhibitors of bacterial para-aminobenzoic acid (PABA), which is required for bacterial synthesis of folic acid. Sulfameter is a dihydrofolate reductase (DHFR) inhibitor. Sulfonamides are active against Gram positive bacteria and Gram negative bacteria. Mode of resistance is via the alteration of dihydropteroate synthase or alternative pathway for folic acid synthesis.

Autres remarques

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Treatment of Chloroquine-Resistant Malaria During Pregnancy
Elliott K. Main, Denise M. Main, et al.
Journal of the American Medical Association, 249, 3207-3209 (1983)
M Forland et al.
Diabetes care, 8(5), 499-506 (1985-09-01)
Forty-five women with diabetes mellitus and urinary tract infections have been followed an average of 34 mo on treatment protocols based on localization of infection as determined by the presence or absence of antibody-coated bacteria (ACB). Treatment was usually, but
H S Kaumeier
Arzneimittel-Forschung, 30(10), 1794-1800 (1980-01-01)
It is demonstrated that the bioavailability of sulfamethoxydiazine (Durenat), taken as an example, is much better when administered simultaneously with a test meal than when given in the fasting state. Also a high-lipid meal in comparison with a high-protein or
S Kaumeier
International journal of clinical pharmacology and biopharmacy, 17(6), 260-263 (1979-06-01)
The present investigation is concerned with the influence of the composition of food on the absorption of sulfameter. Six physically healthy patients each were given 2 g of sulfameter simultaneously with a high lipid, high protein and high carbohydrate test
I U Asuzu et al.
Biochemical medicine and metabolic biology, 39(2), 158-167 (1988-04-01)
The interactions of aflatoxin B1 (AFB1) with vitamin K, phenylbutazone, and sulfamethoxine were investigated in albino rats. Vitamin K (5 mg/kg) was able to completely suppress the increase in whole blood clotting time caused by AFB1 (25 micrograms/kg). Phenylbutazone (50
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