General
Preferred name
Silver sulfadiazine
Synonyms
SULFADIAZINE, SILVER ()
Silver Sulfadiazine ()
Sulfadiazine silver salt ()
Thermazene ()
Altreet-ag ()
Silver sulphadiazine ()
Ssd Af ()
Dermazin ()
Silvadene ()
Sulfadiazine Silver ()
Flammacerium ()
Flamazine ()
Sulfadiazinum argentum ()
Sildaflo ()
Silvazine ()
P&D ID
PD009335
CAS
22199-08-2
Tags
natural product
drug
available
Drug Status
approved
vet_approved
Drug indication
Anti-Infective, Topical
Bacterial infection
Max Phase
Phase 4
First approval
1973
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)
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.
TOXICITY
Acute oral toxicity (LD50) in rat is 10001 mg/kg.;
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Compound Sets
10
ChEMBL Approved Drugs
ChEMBL Drugs
Drug Repurposing Hub
DrugBank
DrugBank Approved Drugs
DrugMAP
DrugMAP Approved Drugs
NCATS Inxight Approved Drugs
NPC Screening Collection
ReFrame library
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
31
Molecular Weight
355.95
Hydrogen Bond Acceptors
5
Hydrogen Bond Donors
1
Rotatable Bonds
3
Ring Count
2
Aromatic Ring Count
2
cLogP
1.45
TPSA
100.04
Fraction CSP3
0.0
Chiral centers
0.0
Largest ring
6.0
QED
0.66
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Indication
sepsis
MOA
PABA antagonist
Therapeutic Class
Antiinfective Agents
Source data
