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Sulfamethoxazole EP Impurity B

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Sulfamethoxazole EP Impurity B
Category Bioactive by-products
Catalog number BBF-04318
CAS 135529-16-7
Molecular Weight 408.45
Molecular Formula C16H16N4O5S2
Purity ≥90%

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Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

An impurity of Sulfamethoxazole. Sulfamethoxazole is a broad-spectrum antimicrobial drug commonly used to treat various bacterial infections. It is often combined with trimethoprim to form the compound preparation co-trimoxazole, which enhances its antibacterial efficacy.

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Synonyms N-(4-Aminobenzenesulfonyl) Sulfamethoxazole; Sulfamethoxazole Impurity B; Sulfamethoxazole Related Compound B; 4-Amino-N-[4-[[(5-methyl-3-isoxazolyl)amino]sulfonyl]phenyl]benzenesulfonamide; 4-[[(4-Aminophenyl)sulfonyl]amino]-N-(5-methylisoxazol-3-yl)benzenesulfonamide; USP Sulfamethoxazole Related Compound B; 4-Amino-N-{4-[N-(5-methylisoxazol-3-yl)sulfamoyl]phenyl}benzenesulfonamide
Storage Store at 2-8 °C
IUPAC Name 4-amino-N-[4-[(5-methyl-1,2-oxazol-3-yl)sulfamoyl]phenyl]benzenesulfonamide
Canonical SMILES CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)NS(=O)(=O)C3=CC=C(C=C3)N
InChI InChI=1S/C16H16N4O5S2/c1-11-10-16(18-25-11)20-27(23,24)15-8-4-13(5-9-15)19-26(21,22)14-6-2-12(17)3-7-14/h2-10,19H,17H2,1H3,(H,18,20)
InChI Key ULRBBWWPWOJYFE-UHFFFAOYSA-N
Appearance White to Off-white Solid
Antibiotic Activity Spectrum Bacteria
Boiling Point 659.4±65.0 °C at 760 mmHg
Melting Point >228 °C (dec.)
Density 1.557±0.06 g/cm3 (Predicted)
Solubility Soluble in DMSO (Slightly), Methanol (Slightly)
1. Heterogeneous Fenton system driven by iron-loaded sludge biochar for sulfamethoxazole-containing wastewater treatment
Liheng Liu, Ronghao Yu, Shixiong Zhao, Xingfeng Cao, Xuehong Zhang, Shaoyuan Bai J Environ Manage. 2023 Feb 25;335:117576. doi: 10.1016/j.jenvman.2023.117576. Online ahead of print.
In this study, the treatment performance of a heterogeneous Fenton system (Fe-BC + H2O2) driven by iron-loaded sludge biochar (Fe-BC) on wastewater containing sulfamethoxazole (SMX) was investigated using the CODcr removal efficiency (φ) as an indicator. The batch experimental results showed that the optimal operating conditions were as follow: initial pH 3, H2O2 concentration 20 mmol L-1, Fe-BC dose 1.2 g L-1, temperature 298 K. The corresponding φ was as high as 83.43%. The removal of CODcr was better described by BMG model and revised BMG (BMGL) model. According to the BMGL model, the φmax could be 98.37% (298 K). Moreover, the removal of CODcr was a diffusion-controlled process, while liquid film diffusion and intraparticle diffusion together determined its removal rate. The removal of CODcr should be a synergistic effect of adsorption and Fenton oxidation (real heterogeneous Fenton and homogeneous Fenton) and other pathways. Their contributions were 42.79%, 54.01% and 3.20%, respectively. For homogeneous Fenton, there seemed to be two simultaneous SMX degradation pathways: SMX→4-(pyrrolidine-11-sulfonyl)-aniline→N-(4-aminobenzenesulfonyl) acetamide/4-amino-N-ethyl benzene sulfonamides→4-amino-N-hydroxy benzene sulfonamides; SMX→N-ethyl-3-amino benzene sulfonamides→4-methanesulfonylaniline. In summary, Fe-BC had potential for practical application as a heterogeneous Fenton catalyst.

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