sulfathiazole Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
anti-infectives, sulfonamides 2527 72-14-0

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • sulfathiazole
  • norsulfasol
  • norsulfazol
  • norsulfazole
  • sulfanilamidothiazole
  • sulfathiazol
  • sulphathiazole
  • thiozamide
  • thiazamide
A sulfathiazole compound that is used as a short-acting anti-infective agent. It is no longer commonly used systemically due to its toxicity, but may still be applied topically in combination with other drugs for the treatment of vaginal and skin infections, and is still used in veterinary medicine.
  • Molecular weight: 255.31
  • Formula: C9H9N3O2S2
  • CLOGP: 0.73
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 2
  • TPSA: 85.08
  • ALOGS: -2.44
  • ROTB: 2

  • Status: OFM

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

None

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
Sept. 12, 1945 FDA ORTHO MCNEIL PHARM

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC D06BA02 DERMATOLOGICALS
ANTIBIOTICS AND CHEMOTHERAPEUTICS FOR DERMATOLOGICAL USE
CHEMOTHERAPEUTICS FOR TOPICAL USE
Sulfonamides
ATC J01EB07 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
SULFONAMIDES AND TRIMETHOPRIM
Short-acting sulfonamides
MeSH PA D000890 Anti-Infective Agents
CHEBI has role CHEBI:35441 anti-infective drugs
CHEBI has role CHEBI:35703 Xenobiotic
CHEBI has role CHEBI:50502 dihydropteroate synthase inhibitor
CHEBI has role CHEBI:78298 environmental contaminants
CHEBI has role CHEBI:88188 allergenic drug

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Vulvovaginitis indication 53277000 DOID:2273
Gardnerella Vaginalis Bacterial Vaginosis indication
Kidney disease contraindication 90708001 DOID:557
Anemia due to enzyme deficiency contraindication 111577008
Deficiency of glucose-6-phosphate dehydrogenase contraindication 124134002 DOID:2862
Disease of blood AND/OR blood-forming organ contraindication 191124002 DOID:74
Disease of liver contraindication 235856003 DOID:409
Breastfeeding (mother) contraindication 413712001
Porphyria contraindication 418470004

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 7.16 acidic
pKa2 2.48 Basic
pKa3 1.61 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Endothelin-1 receptor GPCR IC50 4.16 WOMBAT-PK
Dihydropteroate synthase Enzyme INHIBITOR IC50 5.60 CHEMBL CHEMBL
Endothelin-1 receptor GPCR IC50 4.16 CHEMBL
Transcriptional activator protein LasR Unclassified IC50 5.05 CHEMBL

External reference:

IDSource
4018558 VUID
N0000178992 NUI
D01047 KEGG_DRUG
4018558 VANDF
C0038722 UMLSCUI
CHEBI:9337 CHEBI
YTZ PDB_CHEM_ID
CHEMBL437 ChEMBL_ID
DB06147 DRUGBANK_ID
D000077589 MESH_DESCRIPTOR_UI
428 INN_ID
5340 PUBCHEM_CID
Y7FKS2XWQH UNII
10193 RXNORM
5529 MMSL
002815 NDDF
16867004 SNOMEDCT_US
387093005 SNOMEDCT_US

Pharmaceutical products:

None