General
Preferred name
SULFADIAZINE
Synonyms
Silver sulfadiazine ()
SULFAMERAZINE ()
Sulphadiazine ()
SULFADIAZINE, SILVER ()
Sulfapyrimidine ()
Sulfacombin ()
Sulfadiazine (Trisulfapyrimidines) ()
Adiazine ()
SSD ()
Diazyl ()
Silvadene ()
Sulfolex ()
NSC-35600 ()
Sildaflo ()
Thermazene ()
Coco-diazine ()
Silver Sulfadiazine ()
Sulfadiazine silver salt ()
Altreet-ag ()
Silver sulphadiazine ()
Ssd Af ()
Dermazin ()
Sulfadiazine Silver ()
Flammacerium ()
Flamazine ()
Sulfadiazinum argentum ()
Silvazine ()
Sulfadiazine-d4 ()
P&D ID
PD001750
CAS
68-35-9
141582-64-1
22199-08-2
1020719-78-1
Tags
natural product
drug
available
Approved by
FDA
First approval
1941
1973
Drug Status
investigational
approved
vet_approved
Drug indication
Anti-Infective, Topical,Antibacterial
Anti-Infective, Topical
Bacterial infection
Rheumatic fever
Max Phase
Phase 4
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
TOXICITY
Acute oral toxicity (LD50) in rat is 10001 mg/kg.;
DESCRIPTION
Sulfadiazine is a sulfonamide with broad-spectrum antimicrobial activity . It is used in the treatment of toxoplasmosis, an infection with the protozoan parasite Toxoplasma gondi that can cause serious complications during pregnancy and in patients with weakened immune systems. Dermatological formulations containing silver sulfadiazine (PubChem CID 441244) are used to prevent and treat wound infections.
(GtoPdb)
MOA
Studies utilizing radioactive micronized silver sulfadiazine, electron microscopy, and biochemical techniques have revealed that the mechanism of action of silver sulfadiazine on bacteria differs from silver nitrate and sodium sulfadiazine. Silver sulfadiazine acts only on the cell membrane and cell wall to produce its bactericidal effect. A specific mechanism of action has not been determined, but silver sulfadiazine's effectiveness may possibly be from a synergistic interaction, or the action of each component. Silver is a biocide, which binds to a broad range of targets. Silver ions bind to nucleophilic amino acids, as well as sulfhydryl, amino, imidazole, phosphate, and carboxyl groups in proteins, causing protein denaturation and enzyme inhibition. ; Silver binds to surface membranes and proteins, causing proton leaks in the membrane, leading to cell death. ; Sulfadiazine is a competitive inhibitor of bacterial para-aminobenzoic acid (PABA), a substrate of the enzyme dihydropteroate synthetase. The inhibited reaction is necessary in these organisms for the synthesis of folic acid.
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Cell lines
1
Organisms
5
Compound Sets
22
ChEMBL Approved Drugs
ChEMBL Drugs
Drug Repurposing Hub
DrugCentral
DrugCentral Approved Drugs
DrugMatrix
Enamine BioReference Compounds
Guide to Pharmacology
MedChem Express Bioactive Compound Library
NCATS Inxight Approved Drugs
NPC Screening Collection
Other bioactive compounds
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
The Spectrum Collection
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
92
Molecular Weight
250.05
Hydrogen Bond Acceptors
5
Hydrogen Bond Donors
2
Rotatable Bonds
3
Ring Count
2
Aromatic Ring Count
2
cLogP
0.86
TPSA
97.97
Fraction CSP3
0.0
Chiral centers
0.0
Largest ring
6.0
QED
0.79
QED
0.79
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Pathway
Autophagy
Anti-infection
Target
DHPS
antibiotic
Bacterial
Parasite
Antibiotics
Indication
malaria, meningitis, urinary tract infections, conjunctivitis, trachoma, chancroid
Disease Area
infectious disease, ophthalmology
MOA
bacterial antifolate
Therapeutic Class
Antiinfective Agents
Source data
