sulfadiazine indications/contra

Stem definitionDrug idCAS RN
anti-infectives, sulfonamides 2500 68-35-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • sulfadiazine sodium
  • sulfadiazine
  • sulfadiazin
  • sulfapyrimidine
  • sulfazine
  • sulphadiazine
One of the short-acting SULFONAMIDES used in combination with PYRIMETHAMINE to treat toxoplasmosis in patients with acquired immunodeficiency syndrome and in newborns with congenital infections.
  • Molecular weight: 250.28
  • Formula: C10H10N4O2S
  • CLOGP: 0.10
  • LIPINSKI: 0
  • HAC: 6
  • HDO: 2
  • TPSA: 97.97
  • ALOGS: -2.62
  • ROTB: 2

Drug dosage:

DoseUnitRoute
0.60 g O

Approvals:

DateAgencyCompanyOrphan
Aug. 11, 1941 FDA LEDERLE

FDA Adverse Event Reporting System

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MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Drug hypersensitivity 66.71 38.40 20 159 35660 3350020
Toxic epidermal necrolysis 58.22 38.40 12 167 4533 3381147
Blood magnesium decreased 50.03 38.40 9 170 1655 3384025
Stevens-Johnson syndrome 48.01 38.40 11 168 6761 3378919
Drug reaction with eosinophilia and systemic symptoms 46.33 38.40 11 168 7884 3377796
Torsade de pointes 44.65 38.40 9 170 3020 3382660
Ventricular extrasystoles 43.38 38.40 9 170 3478 3382202
Ataxia 41.86 38.40 9 170 4123 3381557
Ventricular arrhythmia 40.14 38.40 7 172 1072 3384608

Pharmacologic Action:

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SourceCodeDescription
ATC J01EC02 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
SULFONAMIDES AND TRIMETHOPRIM
Intermediate-acting sulfonamides
ATC J01EE02 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
SULFONAMIDES AND TRIMETHOPRIM
Combinations of sulfonamides and trimethoprim, incl. derivatives
ATC J01EE06 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
SULFONAMIDES AND TRIMETHOPRIM
Combinations of sulfonamides and trimethoprim, incl. derivatives
FDA EPC N0000175503 Sulfonamide Antibacterial
FDA Chemical/Ingredient N0000008048 Sulfonamides
CHEBI has role CHEBI:35818 coccidiostat
CHEBI has role CHEBI:35441 antiinfective agent
CHEBI has role CHEBI:35820 antiprotozoal drug
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000977 Antiparasitic Agents
MeSH PA D000981 Antiprotozoal Agents
MeSH PA D003049 Coccidiostats

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Chorioretinitis indication 46627006 DOID:12574
Skin ulcer indication 46742003
Ulcerative colitis indication 64766004 DOID:8577
Congenital toxoplasmosis indication 73893000 DOID:13336
Toxoplasmosis indication 187192000 DOID:9965
Toxoplasmosis associated with acquired immunodeficiency syndrome indication 421666009
Encephalitis due to Toxoplasmosis indication
Minor Bacterial Skin Infections indication
Rheumatic Fever Prevention indication
Burn Wound Infections indication
Urinary tract obstruction contraindication 7163005 DOID:5200
Third trimester pregnancy contraindication 41587001
Leukopenia contraindication 84828003 DOID:615
Megaloblastic anemia due to folate deficiency contraindication 85649008 DOID:14026
Kidney disease contraindication 90708001 DOID:2527
Anemia due to enzyme deficiency contraindication 111577008
Deficiency of glucose-6-phosphate dehydrogenase contraindication 124134002 DOID:2862
Gastrointestinal obstruction contraindication 126765001
Disease of blood AND/OR blood-forming organ contraindication 191124002 DOID:74
Superimposed infection contraindication 193198003
Asthma contraindication 195967001 DOID:2841
Disease of liver contraindication 235856003 DOID:409
Anemia contraindication 271737000 DOID:2355
Pregnancy, function contraindication 289908002
Thrombocytopenic disorder contraindication 302215000 DOID:1588
Neutropenic disorder contraindication 303011007 DOID:1227
Aplastic anemia contraindication 306058006 DOID:12449
Breastfeeding (mother) contraindication 413712001
Porphyria contraindication 418470004 DOID:13268
Slow acetylator due to N-acetyltransferase enzyme variant contraindication 425079005
Collagenous colitis off-label use 19311003 DOID:0060183
Psoriasis with arthropathy off-label use 33339001 DOID:9008
Crohn's disease off-label use 34000006
Rheumatoid arthritis off-label use 69896004 DOID:7148
Systemic sclerosis off-label use 89155008 DOID:419
Juvenile rheumatoid arthritis off-label use 410795001
Toxoplasmosis Prevention off-label use

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 6.6 acidic
pKa2 2.03 Basic
pKa3 1.41 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Aurora kinase A Kinase IC50 4.68 CHEMBL
5-hydroxytryptamine receptor 2A GPCR IC50 6.03 WOMBAT-PK
5-hydroxytryptamine receptor 2B GPCR IC50 4.96 WOMBAT-PK
High affinity choline transporter 1 Transporter IC50 4.24 WOMBAT-PK
Dihydropteroate synthase Enzyme INHIBITOR CHEMBL CHEMBL
Dihydroorotate dehydrogenase (quinone), mitochondrial Enzyme WOMBAT-PK

External reference:

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IDSource
DB00359 DRUGBANK_ID
C0723509 UMLSCUI
D00587 KEGG_DRUG
CHEMBL439 ChEMBL_ID
0N7609K889 UNII
421 INN_ID
5215 PUBCHEM_CID
4017497 VANDF
2022 MMSL
N0000006868 NDFRT
N0000145882 NDFRT
10171 RXNORM
74523009 SNOMEDCT_US
5523 MMSL
d00118 MMSL
371400009 SNOMEDCT_US
002814 NDDF
547-32-0 SECONDARY_CAS_RN
CHEBI:9328 CHEBI
CHEMBL1200351 ChEMBL_ID
D013411 MESH_DESCRIPTOR_UI

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
Sulfadiazine HUMAN PRESCRIPTION DRUG LABEL 1 0185-0757 TABLET 500 mg ORAL ANDA 11 sections