General
Preferred name
SULFAMETHIZOLE
Synonyms
Sulfamethizol ()
Proklar ()
Methazol ()
Sulphamethylthiadiazole ()
Tetracid ()
Thiosulfil ()
Microsul ()
Sulfametizol ()
Urolucosil ()
NSC-757327 ()
Sulfamethizole-d4 ()
P&D ID
PD001747
CAS
144-82-1
2470130-12-0
Tags
available
drug
Approved by
FDA
First approval
1953
Drug indication
Urinary tract infection
osteomyelitis
Drug Status
vet_approved
approved
withdrawn
investigational
Max Phase
4.0
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION Sulfamethizole is an orally available sulfonamide antibacterial compound. (GtoPdb)
DESCRIPTION Sulfamethizole is a sulfathiazole antibacterial agent.;Target: Antibacterial;Sulfamethizole is a sulfathiazole antibacterial agent. Sulfamethizole 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. Sulfamethizole, an inhibitor of dihydropteroate synthetase and the formation of folic acid, inhibited bioluminescence more than growth [1]. Treatment with sulfamethizole resulted in a significant reduction in bacterial counts in all samples from a susceptible strain (MIC, 128 micro g/ml) and a resistant strain (MIC, 512 micro g/ml). Infection with a sulII gene-positive strain (MIC, >2,048 micro g/ml) could not be treated with sulfamethizole, as no effect could be demonstrated in the urine, bladder, or kidneys [2].
PRICE 29
DESCRIPTION Sulfamethizole is a broad spectrum sulfonamide antibiotic. It inhibits dihydropteroate synthase, an enzyme involved in folate biosynthesis. Sulfamethizole have previously been used to treat urinary tract infections. (Enamine Bioactive Compounds)
DESCRIPTION Sulfamethizole (Sulfamethizol) is a sulfathiazole antibacterial reagent. (TargetMol Bioactive Compound Library)
Compound Sets
22
Cayman Chemical Bioactives
23355
26789
ChEMBL Approved Drugs
CHEMBL1191
ChEMBL Drugs
CHEMBL1191
Drug Repurposing Hub
DrugBank
DB00576
DrugBank Approved Drugs
DB00576
DrugCentral
2512
DrugCentral Approved Drugs
2512
DrugMAP
DMGCHDS
DrugMAP Approved Drugs
DMGCHDS
DrugMatrix
Enamine Bioactive Compounds
EBC-03707
Enamine BioReference Compounds
Guide to Pharmacology
12683
MedChem Express Bioactive Compound Library
HY-B0333
NPC Screening Collection
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
Sulfamethizole(Proklar)
TargetMol Bioactive Compound Library
T0754
The Spectrum Collection
Withdrawn 2.0
w142
External IDs
43
Properties
(calculated by RDKit )
Molecular Weight
270.02
Hydrogen Bond Acceptors
6
Hydrogen Bond Donors
2
Rotatable Bonds
3
Ring Count
2
Aromatic Ring Count
2
cLogP
1.23
TPSA
97.97
Fraction CSP3
0.11
Chiral centers
0.0
Largest ring
6.0
QED
0.82
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Target
PD-1/PD-L1
antibiotic
Bacterial
DHPS
Pathway
Immunology/Inflammation
Autophagy
Microbiology/virology
Anti-infection
Indication
urinary tract infections
MOA
bacterial antifolate
ATC
B05CA04
D06BA04
J01EB02
S01AB01
Therapeutic Class
Antiinfective Agents
Source data