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S0383

Sigma-Aldrich

Sulfameter

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Synonym(s):
5-Methoxysulfadiazine, N1-(5-Methoxypyrimidin-2-yl)sulfanilamide, Sulfamethoxydiazine
Empirical Formula (Hill Notation):
C11H12N4O3S
CAS Number:
Molecular Weight:
280.30
Beilstein:
621130
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.85

form

powder

storage condition

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

color

white to faint yellow

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycobacteria
parasites

Mode of action

enzyme | inhibits

storage temp.

2-8°C

SMILES string

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)

InChI key

GPTONYMQFTZPKC-UHFFFAOYSA-N

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This Item
S6256S8626S0508
Sulfameter

Sigma-Aldrich

S0383

Sulfameter

Sulfamethazine 99.0-101.0% (on dried basis)

Sigma-Aldrich

S6256

Sulfamethazine

Sulfadiazine 99.0-101.0%

Sigma-Aldrich

S8626

Sulfadiazine

Sulfamonomethoxine

Sigma-Aldrich

S0508

Sulfamonomethoxine

storage condition

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

storage condition

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

storage condition

-

storage condition

-

color

white to faint yellow

color

white to off-white

color

white to faint yellow, faint pink

color

white to yellow-white

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria, parasites

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycoplasma

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, parasites

mode of action

enzyme | inhibits

mode of action

DNA synthesis | interferes, enzyme | inhibits

mode of action

DNA synthesis | interferes, enzyme | inhibits

mode of action

DNA synthesis | interferes, enzyme | inhibits

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

-

General description

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.

Biochem/physiol Actions

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.

Other Notes

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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)
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
Identification of polymorphs of sulfamethoxydiazine by optical and morphological methods.
T Yokoyama et al.
Chemical & pharmaceutical bulletin, 26(4), 1044-1048 (1978-04-01)
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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