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S0383 Sigma-Aldrich

Sulfameter

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

  • CAS Number 651-06-9

  • Empirical Formula (Hill Notation) C11H12N4O3S

  • Molecular Weight 280.30

  •  Beilstein/REAXYS Number 621130

  •  EC Number 211-480-8

  •  MDL number MFCD00006067

  •  PubChem Substance ID 24899422

  •  NACRES NA.85

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Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics N-S, Biochemicals and Reagents, Chemical Structure Class,
Quality Level   200
form   powder
color   white to faint yellow
Mode of action   enzyme | inhibits
antibiotic activity spectrum   Gram-negative bacteria
  Gram-positive bacteria
  mycobacteria
  parasites
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

Description

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.

Packaging

5 g in poly bottle

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.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
RTECS 
WP0525000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

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