Preferred Name |
sulfacytine |
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Synonyms |
C12H14N4O3S 4-amino-N-(1-ethyl-2-oxo-1,2-dihydropyrimidin-4-yl)benzene-1-sulfonamide |
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ID |
http://purl.obolibrary.org/obo/dinto_DB01298 |
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CASRN |
17784-12-2 |
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DBBrand |
renoquid |
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DBSynonym |
1-ethyl n4-sulfanilylcytosin n-sulfanilyl-l-ethylcytosine sulfacitina [inn-spanish] sulfacitinum [inn-latin] 1-ethyl-n-sulfanilylcytosine |
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Definition |
Sulfacytine is a short-acting sulfonamide. The sulfonamides are synthetic bacteriostatic antibiotics with a wide spectrum against most gram-positive and many gram-negative organisms. However, many strains of an individual species may be resistant. Sulfonamides inhibit multiplication of bacteria by acting as competitive inhibitors of p-aminobenzoic acid in the folic acid metabolism cycle. Bacterial sensitivity is the same for the various sulfonamides, and resistance to one sulfonamide indicates resistance to all. Most sulfonamides are readily absorbed orally. However, parenteral administration is difficult, since the soluble sulfonamide salts are highly alkaline and irritating to the tissues. The sulfonamides are widely distributed throughout all tissues. High levels are achieved in pleural, peritoneal, synovial, and ocular fluids. Although these drugs are no longer used to treat meningitis, CSF levels are high in meningeal infections. Sulfacytine is a competitive inhibitor of the enzyme dihydropteroate synthetase. It inhibits bacterial synthesis of of dihydrofolic acid by preventing the condensation of the pteridine with para-aminobenzoic acid (PABA), a substrate of the enzyme dihydropteroate synthetase. The inhibited reaction is necessary in these organisms for the synthesis of folic acid. |
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has pharmacological target | ||
InChI |
InChI=1S/C12H14N4O3S/c1-2-16-8-7-11(14-12(16)17)15-20(18,19)10-5-3-9(13)4-6-10/h3-8H,2,13H2,1H3,(H,14,15,17) |
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InChIKey |
InChIKey=SIBQAECNSSQUOD-UHFFFAOYSA-N |
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inhibits | ||
label |
sulfacytine |
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may interact with | ||
prefixIRI |
obo2:dinto_DB01298 |
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prefLabel |
sulfacytine |
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SMILES |
CCN1C=CC(NS(=O)(=O)C2=CC=C(N)C=C2)=NC1=O |
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Synonym |
C12H14N4O3S 4-amino-N-(1-ethyl-2-oxo-1,2-dihydropyrimidin-4-yl)benzene-1-sulfonamide |
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xref |
PubChem Compound:5322 PubChem Substance:46505483 PharmGKB:PA164754808 ChemSpider:5131 |
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subClassOf |