Sulfathiazole sodium

Sulfathiazole sodium

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Sulfathiazole sodium
Category Antibiotics
Catalog number BBF-03831
CAS 144-74-1
Molecular Weight 277.30
Molecular Formula C9H8N3NaO2S2
Purity >98%

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Description

Sulfathiazole is a short-acting sulfonamide antibiotic. Sulfathiazole is a short-acting sulfa drug. It was a common oral and topical antibiotic until less toxic alternatives were discovered. It is no longer used in humans. Sulfathiazole is added to the diet of laboratory animals to inhibit folate formation by gut bacteria. This ensures that the animal's only source of available folate is from their diet.

Specification

Related CAS 72-14-0 (free acid)
Synonyms Soluthiazomide; Sodium Norsulfazole; RPR 102341
Storage Store at -20°C
IUPAC Name sodium;(4-aminophenyl)sulfonyl-(1,3-thiazol-2-yl)azanide
Canonical SMILES C1=CC(=CC=C1N)S(=O)(=O)[N-]C2=NC=CS2.[Na+]
InChI InChI=1S/C9H8N3O2S2.Na/c10-7-1-3-8(4-2-7)16(13,14)12-9-11-5-6-15-9;/h1-6H,10H2;/q-1;+1
InChI Key GWIJGCIVKLITQK-UHFFFAOYSA-N

Properties

Appearance White or Yellowish Crystalline Powder
Application Anti-Infective Agents
Boiling Point 479.5°C at 760 mmHg
Solubility Soluble in DMSO

Reference Reading

1.Use of capillary electrophoresis with laser-induced fluorescence detection to screen and liquid chromatography-tandem mass spectrometry to confirm sulfonamide residues: validation according to European Union 2002/657/EC.
Hoff RB1, Barreto F, Kist TB. J Chromatogr A. 2009 Nov 13;1216(46):8254-61. doi: 10.1016/j.chroma.2009.07.074. Epub 2009 Aug 12.
A multiresidue method is described for determining six sulfonamides (SAs) (sulfadiazine, sulfathiazole, sulfamethazine, sulfamethoxazole, sulfaquinoxaline and sulfadimethoxine) in liver by a capillary electrophoresis screening method and a liquid chromatography coupled to tandem mass spectrometry confirmatory assay. Samples were prepared by homogenizing the tissue, with sodium hydroxide and acetonitrile. After evaporation, extracts were injected in the capillary electrophoresis system or mass spectrometry system for confirmatory analysis. The detection of analytes was achieved by laser-induced fluorescence in capillary electrophoresis. Procedures were validated according to the European Union regulation 2002/657/EC determining specificity, selectivity and detection capability for screening method and decision limit, detection capability, specificity, selectivity, trueness and precision for confirmation method. The results of validation process demonstrate that the method is suitable for application in Brazilian statutory veterinary drug residue surveillance programs.
2.Hollow-fiber liquid-phase microextraction combined with capillary electrophoresis for trace analysis of sulfonamide compounds.
Tong F1, Zhang Y, Chen F, Li Y, Ma G, Chen Y, Liu K, Dong J, Ye J, Chu Q. J Chromatogr B Analyt Technol Biomed Life Sci. 2013 Dec 30;942-943:134-40. doi: 10.1016/j.jchromb.2013.10.038. Epub 2013 Nov 4.
A hollow-fiber liquid-phase microextraction (HF-LPME) method has been developed for the preconcentration of trace sulfonamides in water samples. Six commonly used sulfonamides including sulfamethazine (SMZ), sulfamerazine (SMR), sulfadiazine (SDZ), sulfadimethoxine (SDM), sulfamethoxazole (SMX), and sulfathiazole (STZ) were determined by CE with electrochemical detection (CE-ED) after microextraction. Several factors that affect extraction efficiency, separation, and detection were investigated. Under the optimum conditions, above sulfonamide compounds could achieve baseline separation within 35min, exhibiting a linear calibration over three orders of magnitude (r(2)≥0.998); the obtained enrichment factors were between 121 (for SDZ) and 996 (for SDM), and the LODs were in the range of 0.033-0.44ng/mL. The proposed HF-LPME/CE-ED method has been applied for the sensitive analyses of the real-world water samples with recoveries in the range of 75.
3.To evaluate the change in release from solid dispersion using sodium lauryl sulfate and model drug sulfathiazole.
Dave RH1, Patel HH, Donahue E, Patel AD. Drug Dev Ind Pharm. 2013 Oct;39(10):1562-72. doi: 10.3109/03639045.2012.725731. Epub 2012 Oct 3.
The solubility of drugs remains one of the most challenging aspects of formulation development. There are numerous ways to improve the solubility of drugs amongst which the most promising strategy is solid dispersion. Different ratios of sulfathiazole: PVP-K29/32: sodium lauryl sulfate (SLS) were prepared (1:1:0.1, 1:1:0.5, 1:1:1) and various methods were employed to characterize the prepared solid dispersions, namely modulated differential scanning calorimeter, X-ray powder diffraction, Fourier Transformed Infrared Spectroscopy and dissolution studies. Lack of crystallinity was observed in internal and external systems suggesting a loss of crystallinity, whereas the physical mixtures showed a characteristic peak of sulfathiazole. In vitro dissolution results clearly showed that the incorporation of a relatively small amount of surfactants (5, 20 or 33% w/w) into a solid dispersion can improve its dissolution rates compared to binary solid dispersion (SD) alone and pure sulfathiazole.
4.Dispersive liquid-liquid microextraction combined with ultra-high performance liquid chromatography for the simultaneous determination of 25 sulfonamide and quinolone antibiotics in water samples.
Herrera-Herrera AV1, Hernández-Borges J, Borges-Miquel TM, Rodríguez-Delgado MÁ. J Pharm Biomed Anal. 2013 Mar 5;75:130-7. doi: 10.1016/j.jpba.2012.11.026. Epub 2012 Nov 23.
In this work, a dispersive liquid-liquid microextraction (DLLME) procedure combined with ultra-high performance liquid chromatography with diode-array detection was developed to determine 25 antibiotics in mineral and run-off waters. Optimum DLLME conditions (5 mL of water at pH=7.6, 20% (w/v) NaCl, 685 μL of CHCl₃ as extractant solvent, and 1250 μL of ACN as disperser solvent) allowed the repeatable, accurate and selective determination of 11 sulfonamides (sulfanilamide, sulfacetamide, sulfadiazine, sulfathiazole, sulfadimidin, sulfamethoxypyridazine, sulfadoxine, sulfamethoxazole, sulfisoxazole, sulfadimethoxine and sulfaquinoxaline) and 14 quinolones (pipemidic acid, marbofloxacin, fleroxacin, levofloxacin, pefloxacin, ciprofloxacin, lomefloxacin, danofloxacin, enrofloxacin, sarafloxacin, difloxacin, moxifloxacin, oxolinic acid and flumequine). The method was validated by means of the obtention of calibration curves of the whole method as well as a recovery study at two levels of concentration.

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