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

Stem definitionDrug idCAS RN
anti-infectives, sulfonamides 2503 2447-57-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • fanasil
  • sulfadoxine
  • orthosulfin
  • sulfadoxin
  • sulformethoxine
  • sulformetoxin
  • sulformetoxine
  • sulforthodimethoxine
  • sulforthomidine
A long acting sulfonamide that is used, usually in combination with other drugs, for respiratory, urinary tract, and malarial infections.
  • Molecular weight: 310.33
  • Formula: C12H14N4O4S
  • CLOGP: 1.23
  • LIPINSKI: 0
  • HAC: 8
  • HDO: 2
  • TPSA: 116.43
  • ALOGS: -3.02
  • ROTB: 4

  • Status: OFM

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

Drug dosage:

None

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 80.56 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

Approvals:

DateAgencyCompanyOrphan
Oct. 28, 1981 FDA ROCHE

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
FDA CS M0020790 Sulfonamides
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000892 Anti-Infective Agents, Urinary
MeSH PA D000962 Antimalarials
MeSH PA D000977 Antiparasitic Agents
MeSH PA D000981 Antiprotozoal Agents
CHEBI has role CHEBI:36047 antibacterial drugs
CHEBI has role CHEBI:38068 antimalarials
FDA EPC N0000175880 Sulfonamide

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Chloroquine Resistant Plasmodium Falciparum Malaria indication
Chloroquine-Resistant Plasmodium Falciparum Malaria Prevention indication
Third trimester pregnancy contraindication 41587001
Acute nephropathy contraindication 58574008
Epilepsy contraindication 84757009 DOID:1826
Megaloblastic anemia due to folate deficiency contraindication 85649008 DOID:14026
Kidney disease contraindication 90708001 DOID:557
Anemia due to enzyme deficiency contraindication 111577008
Deficiency of glucose-6-phosphate dehydrogenase contraindication 124134002 DOID:2862
Folic acid deficiency contraindication 190633005
Disease of liver contraindication 235856003 DOID:409
Anemia contraindication 271737000 DOID:2355
Thrombocytopenic disorder contraindication 302215000 DOID:1588
Neutropenic disorder contraindication 303011007 DOID:1227
Bone marrow depression contraindication 307762000
Porphyria contraindication 418470004

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 6.16 acidic
pKa2 2.46 Basic
pKa3 1.85 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
7,8-dihydro-6-hydroxymethylpterin pyrophosphokinase-dihydropteroate synthase; Dihydropteroate synthetase Kinase INHIBITOR CHEMBL CHEMBL

External reference:

IDSource
4017803 VUID
N0000146164 NUI
D00580 KEGG_DRUG
4017803 VANDF
C0729134 UMLSCUI
CHEBI:9329 CHEBI
CHEMBL1539 ChEMBL_ID
D013413 MESH_DESCRIPTOR_UI
2061 INN_ID
DB01299 DRUGBANK_ID
88463U4SM5 UNII
17134 PUBCHEM_CID
10173 IUPHAR_LIGAND_ID
10173 RXNORM
5524 MMSL
d03742 MMSL
002835 NDDF
371431002 SNOMEDCT_US
70570002 SNOMEDCT_US

Pharmaceutical products:

None