Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C9H8N3O2S2.Na.H2O |
| Molecular Weight | 295.314 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O.[Na+].NC1=CC=C(C=C1)S(=O)(=O)[N-]C2=NC=CS2
InChI
InChIKey=PEVALAQKCXISJZ-UHFFFAOYSA-N
InChI=1S/C9H8N3O2S2.Na.H2O/c10-7-1-3-8(4-2-7)16(13,14)12-9-11-5-6-15-9;;/h1-6H,10H2;;1H2/q-1;+1;
| Molecular Formula | C9H9N3O2S2 |
| Molecular Weight | 255.317 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | Na |
| Molecular Weight | 22.98976928 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | HO |
| Molecular Weight | 17.0073 |
| Charge | -1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionCurator's Comment: Description was created based on several sources, including http://www.mims.com/india/drug/info/sulfathiazole?type=full&mtype=generic#Indications
Curator's Comment: Description was created based on several sources, including http://www.mims.com/india/drug/info/sulfathiazole?type=full&mtype=generic#Indications
Sulfathiazole is a short-acting sulfonamide with properties similar to those of sulfamethoxazole. It is now rarely used systemically due to its toxicity. Sulfathiazole is used with other sulfonamides, usually sulfabenzamide and sulfacetamide, in preparations for the topical treatment of vaginal infections and is also used with other drugs in the treatment of skin infections. Sulfathiazole sodium has been applied topically with other drugs in the treatment of eye infections. Sulfathiazole interferes with nucleic acid synthesis in microorganisms by blocking the conversion of p-aminobenzoic acid to the coenzyme dihydrofolic acid.It has properties similar to sulfamethoxazole.
Approval Year
Doses
| Dose | Population | Adverse events |
|---|---|---|
1 g 6 times / day multiple, oral Recommended Dose: 1 g, 6 times / day Route: oral Route: multiple Dose: 1 g, 6 times / day Sources: |
unhealthy |
Disc. AE: Dermatitis, Nausea and vomiting... Other AEs: Nitrogen retention, Hematuria... AEs leading to discontinuation/dose reduction: Dermatitis (9%) Other AEs:Nausea and vomiting (6%) Nitrogen retention (1%) Sources: Hematuria (1%) Drug fever (2%) Burning eyes (2%) Conjunctival injection (1%) Anemia (1%) |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| Anemia | 1% | 1 g 6 times / day multiple, oral Recommended Dose: 1 g, 6 times / day Route: oral Route: multiple Dose: 1 g, 6 times / day Sources: |
unhealthy |
| Conjunctival injection | 1% | 1 g 6 times / day multiple, oral Recommended Dose: 1 g, 6 times / day Route: oral Route: multiple Dose: 1 g, 6 times / day Sources: |
unhealthy |
| Hematuria | 1% | 1 g 6 times / day multiple, oral Recommended Dose: 1 g, 6 times / day Route: oral Route: multiple Dose: 1 g, 6 times / day Sources: |
unhealthy |
| Nitrogen retention | 1% | 1 g 6 times / day multiple, oral Recommended Dose: 1 g, 6 times / day Route: oral Route: multiple Dose: 1 g, 6 times / day Sources: |
unhealthy |
| Burning eyes | 2% | 1 g 6 times / day multiple, oral Recommended Dose: 1 g, 6 times / day Route: oral Route: multiple Dose: 1 g, 6 times / day Sources: |
unhealthy |
| Drug fever | 2% | 1 g 6 times / day multiple, oral Recommended Dose: 1 g, 6 times / day Route: oral Route: multiple Dose: 1 g, 6 times / day Sources: |
unhealthy |
| Nausea and vomiting | 6% Disc. AE |
1 g 6 times / day multiple, oral Recommended Dose: 1 g, 6 times / day Route: oral Route: multiple Dose: 1 g, 6 times / day Sources: |
unhealthy |
| Dermatitis | 9% Disc. AE |
1 g 6 times / day multiple, oral Recommended Dose: 1 g, 6 times / day Route: oral Route: multiple Dose: 1 g, 6 times / day Sources: |
unhealthy |
Overview
| CYP3A4 | CYP2C9 | CYP2D6 | hERG |
|---|---|---|---|
OverviewOther
| Other Inhibitor | Other Substrate | Other Inducer |
|---|---|---|
Drug as perpetrator
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| no [IC50 >10 uM] | ||||
| no [IC50 >10 uM] | ||||
| no [IC50 >10 uM] | ||||
| no [IC50 >10 uM] | ||||
| no [IC50 >10 uM] | ||||
| no [IC50 >10 uM] | ||||
| no [IC50 >10 uM] | ||||
| yes [Inhibition 10 uM] | ||||
| yes [Inhibition 10 uM] |
Drug as victim
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
| no |
Tox targets
| Target | Modality | Activity | Metabolite | Clinical evidence |
|---|---|---|---|---|
PubMed
| Title | Date | PubMed |
|---|---|---|
| Concomitant polymorphism in confined environment. | 2008-04 |
|
| Immunochemical assays for direct sulfonamide antibiotic detection in milk and hair samples using antibody derivatized magnetic nanoparticles. | 2008-02-13 |
|
| Influence of ethanolic extract of Jasminum grandflorum linn flower on wound healing activity in rats. | 2008-01-08 |
|
| The use of sulfathiazole in the treatment of subacute and chronic osteomyelitis : Frank D. Dickson MD (1882-1964), Rex L. Diveley MD, Richard Kiene MD. The 4th president of the AAOS 1935 (FDD). | 2008-01 |
|
| Environmental levels of ultraviolet light potentiate the toxicity of sulfonamide antibiotics in Daphnia magna. | 2008-01 |
|
| Performance of blue-yellow screening test for antimicrobial detection in ovine milk. | 2007-12 |
|
| Simultaneous determination of different classes of antibiotics in fish and livestock by CE-MS. | 2007-11 |
|
| Determination of sulphonamides in animal tissues by high performance liquid chromatography with pre-column derivatization of 9-fluorenylmethyl chloroformate. | 2007-11 |
|
| Crystal polymorphism of pharmaceuticals: probing crystal nucleation at the molecular level. | 2007-10 |
|
| Rapid simultaneous determination of 14 sulfonamides in wastewater by liquid chromatography tandem mass spectrometry. | 2007-10 |
|
| Flow-through optosensor combined with photochemically induced fluorescence for simultaneous determination of binary mixtures of sulfonamides in pharmaceuticals, milk and urine. | 2007-09-26 |
|
| [Simultaneous determination of nine sulfonamide residues in milk using solid phase extraction and high performance liquid chromatography]. | 2007-09 |
|
| Pressurized liquid extraction combined with capillary electrophoresis-mass spectrometry as an improved methodology for the determination of sulfonamide residues in meat. | 2007-08-03 |
|
| Evaluation of the compaction of sulfathiazole polymorphs. | 2007-08 |
|
| Structural analysis of photo-degradation in thiazole-containing compounds by LC-MS/MS and NMR. | 2007-07-27 |
|
| Time and pH-dependent sorption of the veterinary antimicrobial sulfathiazole to clay minerals and ferrihydrite. | 2007-07 |
|
| Evaluation of carbon nanotubes as a solid-phase extraction adsorbent for the extraction of cephalosporins antibiotics, sulfonamides and phenolic compounds from aqueous solution. | 2007-06-26 |
|
| Determination of sulfonamides in milk after precolumn derivatisation by micellar liquid chromatography. | 2007-06-19 |
|
| Determination of 10 sulfonamide residues in meat samples by liquid chromatography with ultraviolet detection. | 2007-05-04 |
|
| Aquatic toxicity of acetaminophen, carbamazepine, cimetidine, diltiazem and six major sulfonamides, and their potential ecological risks in Korea. | 2007-04 |
|
| Simultaneous determination of 17 sulfonamides and the potentiators ormetoprim and trimethoprim in salmon muscle by liquid chromatography with tandem mass spectrometry detection. | 2007-03-22 |
|
| Development of an enzyme-linked immunosorbent assay for seven sulfonamide residues and investigation of matrix effects from different food samples. | 2007-03-21 |
|
| Depth distribution of sulfonamide antibiotics in pore water of an undisturbed loamy grassland soil. | 2007-03-03 |
|
| [Determination of 12 sulfonamides in cosmetics by ultra performance liquid chromatography]. | 2007-03 |
|
| Effects of sorbate speciation on sorption of selected sulfonamides in three loamy soils. | 2007-02-21 |
|
| Solubility measurement of polymorphic compounds via the pH-metric titration technique. | 2007-02-07 |
|
| A longitudinal study of Salmonella shedding and antimicrobial resistance patterns in North Dakota feedlot cattle. | 2007-02 |
|
| Determination of sulfonamide compounds in sewage and river by mixed hemimicelles solid-phase extraction prior to liquid chromatography-spectrophotometry. | 2007-01-19 |
|
| Sorption of the veterinary antimicrobial sulfathiazole to organic materials of different origin. | 2007-01-01 |
|
| Assessment of biofilm cell removal and killing and biocide efficacy using the microtiter plate test. | 2007 |
|
| Antibacterial, antifungal and cytotoxic properties of novel N-substituted sulfonamides from 4-hydroxycoumarin. | 2006-12 |
|
| Polymorph farming of acetaminophen and sulfathiazole on a chip. | 2006-11 |
|
| Characterization of temperature-induced phase transitions in five polymorphic forms of sulfathiazole by terahertz pulsed spectroscopy and differential scanning calorimetry. | 2006-11 |
|
| Toxicity and biodegradability of sulfonamides and products of their photocatalytic degradation in aqueous solutions. | 2006-11 |
|
| Antibiotic Transport via Runoff and Soil Loss. | 2006-10-31 |
|
| Determination of antimicrobials in sludge from infiltration basins at two artificial recharge plants by pressurized liquid extraction-liquid chromatography-tandem mass spectrometry. | 2006-10-13 |
|
| Exhaustive extraction of sulfonamide antibiotics from aged agricultural soils using pressurized liquid extraction. | 2006-09-22 |
|
| Multiwalled carbon nanotubes as sorbent for on-line coupling of solid-phase extraction to high-performance liquid chromatography for simultaneous determination of 10 sulfonamides in eggs and pork. | 2006-09-15 |
|
| 14N nuclear quadrupole resonance of some sulfa drugs. | 2006-09 |
|
| Multiresidue determination of sulfonamides in edible catfish, shrimp and salmon tissues by high-performance liquid chromatography with postcolumn derivatization and fluorescence detection. | 2006-08-18 |
|
| A comparison of morphology and surface energy characteristics of sulfathiazole polymorphs based upon single particle studies. | 2006-07 |
|
| Hapten synthesis and development of polyclonal antibody-based multi-sulfonamide immunoassays. | 2006-06-28 |
|
| Changes in antibacterial activity of triclosan and sulfa drugs due to photochemical transformations. | 2006-06 |
|
| Influence of endotoxin induced fever on the pharmacokinetics of intramuscularly administered cefepime in rabbits. | 2006-06 |
|
| Evaluation of wound healing activity of Allamanda cathartica. L. and Laurus nobilis. L. extracts on rats. | 2006-04-05 |
|
| Evaluation of changes in antimicrobial susceptibility patterns of Pasteurella multocida subsp multocida isolates from pigs in Spain in 1987-1988 and 2003-2004. | 2006-04 |
|
| Dissecting the behavior of a promiscuous solvate former. | 2006-03-20 |
|
| Variations in gene organization and DNA uptake signal sequence in the folP region between commensal and pathogenic Neisseria species. | 2006-02-17 |
|
| Simultaneous determination of 16 sulfonamides in honey by liquid chromatography/tandem mass spectrometry. | 2006-01-03 |
|
| Synthesis, characterization, and biotoxicity of N N donor sulphonamide imine silicon(IV) complexes. | 2006 |
Patents
Sample Use Guides
Adult: Cream (Sulphathiazole 34.2 mg/g, sulphacetamide 28.6 mg/g, sulphabenzamide 37 mg/g and urea 6.4 mg/g): 5g is applied intra-vaginally bid for 4 to 6 days. Thereafter the dosage may be reduced to one-half or one-quarter.
Route of Administration:
Topical
| Substance Class |
Chemical
Created
by
admin
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Edited
Mon Mar 31 18:45:54 GMT 2025
by
admin
on
Mon Mar 31 18:45:54 GMT 2025
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| Record UNII |
W6NDW4K12P
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
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Common Name | English | ||
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Preferred Name | English | ||
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Systematic Name | English | ||
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| Code System | Code | Type | Description | ||
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10135-89-4
Created by
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23675776
Created by
admin on Mon Mar 31 18:45:54 GMT 2025 , Edited by admin on Mon Mar 31 18:45:54 GMT 2025
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PRIMARY | |||
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W6NDW4K12P
Created by
admin on Mon Mar 31 18:45:54 GMT 2025 , Edited by admin on Mon Mar 31 18:45:54 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
PARENT -> SALT/SOLVATE | |||
|
ANHYDROUS->SOLVATE |
