Sulfamerazine sodium

Sulfamerazine sodium

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Sulfamerazine sodium
Category Antibiotics
Catalog number BBF-03815
CAS 127-58-2
Molecular Weight 286.29
Molecular Formula C11H11N4NaO2S
Purity >98%

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Description

Sulfamerazine is a sulfonamide antibacterial. Sulfamerazine is a sulfonamide drug that inhibits bacterial synthesis of dihydrofolic acid by competing with para-aminobenzoic acid (PABA) for binding to dihydropteroate synthetase (dihydrofolate synthetase). Sulfamerazine is bacteriostatic in nature. Inhibition of dihydrofolic acid synthesis decreases the synthesis of bacterial nucleotides and DNA.

Specification

Related CAS 127-79-7 (free acid)
Synonyms Soluble sulfamerazine; Solumedine
Storage Store at 2-8°C
IUPAC Name sodium;(4-aminophenyl)sulfonyl-(4-methylpyrimidin-2-yl)azanide
Canonical SMILES CC1=NC(=NC=C1)[N-]S(=O)(=O)C2=CC=C(C=C2)N.[Na+]
InChI InChI=1S/C11H11N4O2S.Na/c1-8-6-7-13-11(14-8)15-18(16,17)10-4-2-9(12)3-5-10;/h2-7H,12H2,1H3;/q-1;+1
InChI Key BSFJGCCAXDCMOX-UHFFFAOYSA-N

Properties

Appearance White to Light Yellow Crystalline Powder
Boiling Point 519.1°C at 760 mmHg
Melting Point 216-219°C

Reference Reading

1.[Effect of increased diuresis on the renal excretion of sulfamerazine].
Bräunlich H. Acta Biol Med Ger. 1975;34(6):1083-5.
The excretion velocity of sulfamerazine is very slow, caused by a high reabsortion rate in renal tubuli. An increased diuresis by i.p. administration of saline or p.o. load with water has no effect on the sulfamerazine excretion velocity. The enhanced diuresis is accompanied by a decrease of the urine pH-value and consequently by a decreased dissociation rate of sulfamerazine.
2.Stabilization of sulfamerazine suspensions by xanthan gum.
Zatz JL1, Yarus C. Pharm Res. 1986 Apr;3(2):118-21. doi: 10.1023/A:1016301721900.
Suspensions of sulfamerazine (10%) containing 0.2% docusate sodium were deflocculated because of repulsion between the negatively charged particles. Flocculation was induced by salts or by xanthan gum, which is anionic, in the presence of salts at concentrations below those at which salt flocculation resulted. The amount of gum necessary to produce a flocculated system was lower the higher the concentration of salt present. Calcium chloride and magnesium chloride were considerably more effective in this regard than sodium chloride. Gum flocculation produced aggregates with fewer particles and weaker bonding forces than did salt flocculation. The sedimentation rate of the suspensions decreased 5 to 10 times for each 0.1% increase in the gum concentration.
3.New antimicrobial chitosan derivatives for wound dressing applications.
Dragostin OM1, Samal SK2, Dash M3, Lupascu F1, Pânzariu A1, Tuchilus C4, Ghetu N5, Danciu M6, Dubruel P3, Pieptu D5, Vasile C7, Tatia R8, Profire L9. Carbohydr Polym. 2016 May 5;141:28-40. doi: 10.1016/j.carbpol.2015.12.078. Epub 2016 Jan 4.
Chitosan is a non-toxic, biocompatible, biodegradable natural cationic polymer known for its low imunogenicity, antimicrobial, antioxidant effects and wound-healing activity. To improve its therapeutic potential, new chitosan-sulfonamide derivatives have been designed to develop new wound dressing biomaterials. The structural, morphological and physico-chemical properties of synthesized chitosan derivatives were analyzed by FT-IR, (1)H NMR spectroscopy, scanning electron microscopy, swelling ability and porosity. Antimicrobial, in vivo testing and biodegradation behavior have been also performed. The chitosan derivative membranes showed improved swelling and biodegradation rate, which are important characteristics required for the wound healing process. The antimicrobial assay evidenced that chitosan-based sulfadiazine, sulfadimethoxine and sulfamethoxazole derivatives were the most active. The MTT assay showed that some of chitosan derivatives are nontoxic.
4.[Renal excretion of long term sulfonamides under fluid administration and modification of the urinary pH value].
Bräunlich H, Splinter FK. Acta Biol Med Ger. 1976;35(6):793-8.
The renal excretion of sulfaclomide, sulfamerazine and sulfamethoxypyridazine is delayed by increased fluid application in rats. The simultaneous administration of sulfonamides and ammonium chloride or sodium hydrogen carbonate causes, respectively, retardation and acceleration of renal sulfonamide excretion which is consistent with the change in urinary pH value. The retarded renal sulfonamide excretion with increasing diuresis is explained by the ensuing change in the urinary pH value. For clinical uses, a speedy renal excretion of long-time sulfonamides by increased diuresis can be expected only if alkalization of the urine is achieved at the same time.

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