Sulfamethazine
drugOn this page
Also known as BN-2409NSC-67457NSC-683529Smz-med 454SulfadimerazineSulfadimidinaSulfadimidineSulfadimidinumSulfamethazine component of lantrisulSulfamethazine component of neotrizineSulfamethazine component of sulfaloidSulfamethazine component of sulfoseSulfamethazine component of terfonylSulfamezathineSulfamezathine ('s-mez')SulfamidineSulphadimidineSID17389727SID7969855
Summary
Sulfamethazine (CHEMBL446) is an approved small-molecule antiinfective agent (ATC J01EB03); indicated across 1 condition including bacterial infectious disease.
At a glance
- Status: Approved (max clinical phase 4)
- Modality: Small molecule
- ATC class: J01EB03
- Indications: 1 condition
- Chemistry: 278.33 Da · C12H14N4O2S
Identifiers
Drug identity and classification
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL446 |
| Name | Sulfamethazine |
| Type | Small molecule |
| Max phase | 4 |
| FDA approved | yes |
| PubChem CID | 5327 |
| ChEBI | CHEBI:102265 |
| ATC | J01EB03 |
| Molecular formula | C12H14N4O2S |
| Molecular weight | 278.33 |
| InChIKey | ASWVTGNCAZCNNR-UHFFFAOYSA-N |
SMILES: CC1=CC(=NC(=N1)NS(=O)(=O)C2=CC=C(C=C2)N)C
IUPAC name: 4-amino-N-(4,6-dimethylpyrimidin-2-yl)benzenesulfonamide
ChEBI definition: A sulfonamide consisting of pyrimidine with methyl substituents at the 4- and 6-positions and a 4-aminobenzenesulfonamido group at the 2-position.
Pharmacological roles (ChEBI): antiinfective agent, carcinogenic agent, ligand, antibacterial drug, antimicrobial agent, EC 2.5.1.15 (dihydropteroate synthase) inhibitor, drug allergen.
Other ChEBI roles (chemical / environmental): environmental contaminant, xenobiotic.
Also known as: BN-2409, NSC-67457, NSC-683529, Smz-med 454, Sulfadimerazine, Sulfadimidina, Sulfadimidine, Sulfadimidinum, Sulfamethazine, Sulfamethazine component of lantrisul, Sulfamethazine component of neotrizine, Sulfamethazine component of sulfaloid
Parent form; salt/anhydrous children: CHEMBL1563050
Patent coverage: 4,477 distinct patent families (10,768 SureChEMBL compound mentions), from 1 matched compound structure(s). Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.
Targets
Targets
Broader ChEMBL bioactivity targets: 4 (assay-derived). Sample: Tyrosyl-DNA phosphodiesterase 1, Survival motor neuron protein, Cytochrome P450 3A4, Aldehyde dehydrogenase 1A1.
Bioactivity
ChEMBL activities: 1 potent at pChembl ≥ 5 of 5 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):
| Target | pChembl | Type | Value | Unit | Activity ID |
|---|---|---|---|---|---|
| SMN1 | 6 | Potency | 1000 | nM | CHEMBL_ACT_3862808 |
Target pathways
No target-pathway data for this drug (no mapped target genes).
Indications & clinical
Indications
1 indication (1 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).
| Indication | Trial phase | MONDO | EFO |
|---|---|---|---|
| bacterial infectious disease | 4 | MONDO:0005113 | EFO:0000771 |
Clinical trials
Total trials: 0.
Clinical evidence (CIViC)
No CIViC predictive evidence (expected for non-precision-medicine drugs).
Pharmacology
Pharmacogenomics
PharmGKB dosing guidelines (1) — CPIC / DPWG genotype-guided dosing for this drug (drug × pharmacogene):
| Guideline | Source | Gene(s) | Dosing | Recommendation |
|---|---|---|---|---|
| Annotation of CPIC Guideline for aminosalicylic acid, chloramphenicol, | CPIC | G6PD |
PharmGKB also curates 0 clinical and 18 variant annotation(s) for this drug (gene-keyed; see PharmGKB).
Related molecules
Related molecules
No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).
Related Atlas pages
- Diseases: bacterial infectious disease