Repositioning Candidate Details
| Candidate ID: | R0533 |
| Source ID: | DB01582 |
| Source Type: | approved; investigational; vet_approved |
| Compound Type: | small molecule |
| Compound Name: | Sulfamethazine |
| Synonyms: | 2-(4-Aminobenzenesulfonamido)-4,6-dimethylpyrimidine; 2-(p-Aminobenzenesulfonamido)-4,6-dimethylpyrimidine; 2-Sulfanilamido-4,6-dimethylpyrimidine; 4-Amino-N-(2,6-dimethyl-4-pyrimidinyl)benzenesulfonamide; 4-Amino-N-(4,6-dimethyl-pyrimidin-2-yl)-benzenesulfonamide; 4-amino-N-(4,6-dimethylpyrimidin-2-yl)benzenesulfonamide; 4,6-Dimethyl-2-sulfanilamidopyrimidine; 6-(4'-Aminobenzol-sulfonamido)-2,4-dimethylpyrimidin; N-(4,6-Dimethyl-2-pyrimidyl)sulfanilamide; N(1)-(4,6-Dimethyl-2-pyrimidinyl)sulfanilamide; N(1)-(4,6-Dimethyl-2-pyrimidyl)sulfanilamide; SMZ; Sulfadimethyldiazine; Sulfadimethylpyrimidine; Sulfadimidine; Sulfamethazine; Sulfamezathine; Sulphadimethylpyrimidine; Sulphamethazine |
| Molecular Formula: | C12H14N4O2S |
| SMILES: | CC1=CC(C)=NC(NS(=O)(=O)C2=CC=C(N)C=C2)=N1 |
| Structure: |
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| DrugBank Description: | A sulfanilamide anti-infective agent. It has a spectrum of antimicrobial action similar to other sulfonamides. |
| CAS Number: | 57-68-1 |
| Molecular Weight: | 278.33 |
| DrugBank Indication: | For the treatment bacterial infections causing bronchitis, prostatitis and urinary tract infections. |
| DrugBank Pharmacology: | Sulfamethazine 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). Sulfamethazine is bacteriostatic in nature. Inhibition of dihydrofolic acid synthesis decreases the synthesis of bacterial nucleotides and DNA. |
| DrugBank MoA: | Sulfonamides inhibit the enzymatic conversion of pteridine and p-aminobenzoic acid (PABA) to dihydropteroic acid by competing with PABA for binding to dihydrofolate synthetase, an intermediate of tetrahydrofolic acid (THF) synthesis. THF is required for the synthesis of purines and dTMP and inhibition of its synthesis inhibits bacterial growth. Pyrimethamine and trimethoprim inhibit dihydrofolate reductase, another step in THF synthesis, and therefore act synergistically with the sulfonamides. |
| Targets: | Dihydropteroate synthase inhibitor |
| Inclusion Criteria: | Indication associated |
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