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 | Na |
| Molecular Weight | 22.9898 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| 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 | 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 n = 100 Health Status: unhealthy Condition: infection Population Size: 100 Sources: |
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 n = 100 Health Status: unhealthy Condition: infection Population Size: 100 Sources: |
| 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 n = 100 Health Status: unhealthy Condition: infection Population Size: 100 Sources: |
| 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 n = 100 Health Status: unhealthy Condition: infection Population Size: 100 Sources: |
| 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 n = 100 Health Status: unhealthy Condition: infection Population Size: 100 Sources: |
| 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 n = 100 Health Status: unhealthy Condition: infection Population Size: 100 Sources: |
| 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 n = 100 Health Status: unhealthy Condition: infection Population Size: 100 Sources: |
| 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 n = 100 Health Status: unhealthy Condition: infection Population Size: 100 Sources: |
| 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 n = 100 Health Status: unhealthy Condition: infection Population Size: 100 Sources: |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Flow-through sensor with Fourier transform Raman detection for determination of sulfonamides. | 2005 Dec |
|
| Evaluating the biodegradability of sulfamethazine, sulfamethoxazole, sulfathiazole, and trimethoprim at different stages of sewage treatment. | 2005 Jun |
|
| [Nuclease biosynthesis and growth of Serratia marcescens in the presence of 2-(p-aminobenzenesulfonamide)-thiazole]. | 2005 May-Jun |
|
| Controlled release from triple layer, donut-shaped tablets with enteric polymers. | 2005 Oct 22 |
|
| Simultaneous determination of 16 sulfonamides in honey by liquid chromatography/tandem mass spectrometry. | 2005 Sep-Oct |
|
| Synthesis, characterization, and biotoxicity of N N donor sulphonamide imine silicon(IV) complexes. | 2006 |
|
| Evaluation of changes in antimicrobial susceptibility patterns of Pasteurella multocida subsp multocida isolates from pigs in Spain in 1987-1988 and 2003-2004. | 2006 Apr |
|
| Evaluation of wound healing activity of Allamanda cathartica. L. and Laurus nobilis. L. extracts on rats. | 2006 Apr 5 |
|
| Multiresidue determination of sulfonamides in edible catfish, shrimp and salmon tissues by high-performance liquid chromatography with postcolumn derivatization and fluorescence detection. | 2006 Aug 18 |
|
| Antibacterial, antifungal and cytotoxic properties of novel N-substituted sulfonamides from 4-hydroxycoumarin. | 2006 Dec |
|
| Variations in gene organization and DNA uptake signal sequence in the folP region between commensal and pathogenic Neisseria species. | 2006 Feb 17 |
|
| A comparison of morphology and surface energy characteristics of sulfathiazole polymorphs based upon single particle studies. | 2006 Jul |
|
| Changes in antibacterial activity of triclosan and sulfa drugs due to photochemical transformations. | 2006 Jun |
|
| Influence of endotoxin induced fever on the pharmacokinetics of intramuscularly administered cefepime in rabbits. | 2006 Jun |
|
| Hapten synthesis and development of polyclonal antibody-based multi-sulfonamide immunoassays. | 2006 Jun 28 |
|
| Dissecting the behavior of a promiscuous solvate former. | 2006 Mar 20 |
|
| Polymorph farming of acetaminophen and sulfathiazole on a chip. | 2006 Nov |
|
| Characterization of temperature-induced phase transitions in five polymorphic forms of sulfathiazole by terahertz pulsed spectroscopy and differential scanning calorimetry. | 2006 Nov |
|
| Toxicity and biodegradability of sulfonamides and products of their photocatalytic degradation in aqueous solutions. | 2006 Nov |
|
| Antibiotic Transport via Runoff and Soil Loss. | 2006 Nov-Dec |
|
| Determination of antimicrobials in sludge from infiltration basins at two artificial recharge plants by pressurized liquid extraction-liquid chromatography-tandem mass spectrometry. | 2006 Oct 13 |
|
| 14N nuclear quadrupole resonance of some sulfa drugs. | 2006 Sep |
|
| 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 Sep 15 |
|
| Exhaustive extraction of sulfonamide antibiotics from aged agricultural soils using pressurized liquid extraction. | 2006 Sep 22 |
|
| Assessment of biofilm cell removal and killing and biocide efficacy using the microtiter plate test. | 2007 |
|
| Aquatic toxicity of acetaminophen, carbamazepine, cimetidine, diltiazem and six major sulfonamides, and their potential ecological risks in Korea. | 2007 Apr |
|
| Evaluation of the compaction of sulfathiazole polymorphs. | 2007 Aug |
|
| Performance of blue-yellow screening test for antimicrobial detection in ovine milk. | 2007 Dec |
|
| A longitudinal study of Salmonella shedding and antimicrobial resistance patterns in North Dakota feedlot cattle. | 2007 Feb |
|
| Effects of sorbate speciation on sorption of selected sulfonamides in three loamy soils. | 2007 Feb 21 |
|
| Solubility measurement of polymorphic compounds via the pH-metric titration technique. | 2007 Feb 7 |
|
| Sorption of the veterinary antimicrobial sulfathiazole to organic materials of different origin. | 2007 Jan 1 |
|
| Determination of sulfonamide compounds in sewage and river by mixed hemimicelles solid-phase extraction prior to liquid chromatography-spectrophotometry. | 2007 Jan 19 |
|
| Simultaneous determination of 17 sulfonamides and the potentiators ormetoprim and trimethoprim in salmon muscle by liquid chromatography with tandem mass spectrometry detection. | 2007 Jan-Feb |
|
| Structural analysis of photo-degradation in thiazole-containing compounds by LC-MS/MS and NMR. | 2007 Jul 27 |
|
| Determination of sulfonamides in milk after precolumn derivatisation by micellar liquid chromatography. | 2007 Jun 19 |
|
| Evaluation of carbon nanotubes as a solid-phase extraction adsorbent for the extraction of cephalosporins antibiotics, sulfonamides and phenolic compounds from aqueous solution. | 2007 Jun 26 |
|
| [Determination of 12 sulfonamides in cosmetics by ultra performance liquid chromatography]. | 2007 Mar |
|
| Determination of 10 sulfonamide residues in meat samples by liquid chromatography with ultraviolet detection. | 2007 Mar-Apr |
|
| Depth distribution of sulfonamide antibiotics in pore water of an undisturbed loamy grassland soil. | 2007 Mar-Apr |
|
| Simultaneous determination of different classes of antibiotics in fish and livestock by CE-MS. | 2007 Nov |
|
| Determination of sulphonamides in animal tissues by high performance liquid chromatography with pre-column derivatization of 9-fluorenylmethyl chloroformate. | 2007 Nov |
|
| Crystal polymorphism of pharmaceuticals: probing crystal nucleation at the molecular level. | 2007 Oct |
|
| Rapid simultaneous determination of 14 sulfonamides in wastewater by liquid chromatography tandem mass spectrometry. | 2007 Oct |
|
| [Simultaneous determination of nine sulfonamide residues in milk using solid phase extraction and high performance liquid chromatography]. | 2007 Sep |
|
| Flow-through optosensor combined with photochemically induced fluorescence for simultaneous determination of binary mixtures of sulfonamides in pharmaceuticals, milk and urine. | 2007 Sep 26 |
|
| Concomitant polymorphism in confined environment. | 2008 Apr |
|
| Immunochemical assays for direct sulfonamide antibiotic detection in milk and hair samples using antibody derivatized magnetic nanoparticles. | 2008 Feb 13 |
|
| 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 Jan |
|
| Environmental levels of ultraviolet light potentiate the toxicity of sulfonamide antibiotics in Daphnia magna. | 2008 Jan |
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
on
Edited
Fri Dec 15 17:24:25 GMT 2023
by
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on
Fri Dec 15 17:24:25 GMT 2023
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| Record UNII |
W6NDW4K12P
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| Record Status |
Validated (UNII)
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| Record Version |
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10135-89-4
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23675776
Created by
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W6NDW4K12P
Created by
admin on Fri Dec 15 17:24:25 GMT 2023 , Edited by admin on Fri Dec 15 17:24:25 GMT 2023
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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PARENT -> SALT/SOLVATE | |||
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ANHYDROUS->SOLVATE |
