SulfamethoxazoleCAS# 723-46-6 |
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Quality Control & MSDS
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Chemical structure
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| Cas No. | 723-46-6 | SDF | Download SDF |
| PubChem ID | 5329 | Appearance | Powder |
| Formula | C10H11N3O3S | M.Wt | 253.28 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Synonyms | Ro 4-2130; STX 608 | ||
| Solubility | DMSO : ≥ 100 mg/mL (394.82 mM) H2O : < 0.1 mg/mL (insoluble) *"≥" means soluble, but saturation unknown. | ||
| Chemical Name | 4-amino-N-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide | ||
| SMILES | CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)N | ||
| Standard InChIKey | JLKIGFTWXXRPMT-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C10H11N3O3S/c1-7-6-10(12-16-7)13-17(14,15)9-4-2-8(11)3-5-9/h2-6H,11H2,1H3,(H,12,13) | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Sulfamethoxazole is a sulfonamide bacteriostatic antibiotic.
Target: Antibacterial
Sulfonamides are structural analogs and competitive antagonists of para-aminobenzoic acid (PABA). They inhibit normal bacterial utilization of PABA for the synthesis of folic acid, an important metabolite in DNA synthesis. The effects seen are usually bacteriostatic in nature. Folic acid is not synthesized in humans, but is instead a dietary requirement. This allows for the selective toxicity to bacterial cells (or any cell dependent on synthesizing folic acid) over human cells. Bacterial resistance to sulfamethoxazole is caused by mutations in the enzymes involved in folic acid synthesis that prevent the drug from binding to it. References: | |||||
Sulfamethoxazole Dilution Calculator
Sulfamethoxazole Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.9482 mL | 19.741 mL | 39.482 mL | 78.964 mL | 98.705 mL |
| 5 mM | 0.7896 mL | 3.9482 mL | 7.8964 mL | 15.7928 mL | 19.741 mL |
| 10 mM | 0.3948 mL | 1.9741 mL | 3.9482 mL | 7.8964 mL | 9.8705 mL |
| 50 mM | 0.079 mL | 0.3948 mL | 0.7896 mL | 1.5793 mL | 1.9741 mL |
| 100 mM | 0.0395 mL | 0.1974 mL | 0.3948 mL | 0.7896 mL | 0.987 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Effect of sulfamethoxazole on aerobic denitrification by strain Pseudomonas stutzeri PCN-1.[Pubmed:28376383]
Bioresour Technol. 2017 Jul;235:325-331.
Sulfamethoxazole (SMX), as a common sulfonamide antibiotic, was reported to affect conventional anaerobic denitrification. This study presented effects of SMX on aerobic denitrification by an aerobic denitrifier strain Pseudomonas stutzeri PCN-1. Results demonstrated serious inhibition of N2O reduction as SMX reached 4mug/L, leading to higher N2O emission ratio (251-fold). Increase of SMX ( approximately 8mug/L) would induce highest nitrite accumulation (95.3mg/L) without reduction, and severe inhibition of nitrate reduction resulted in lower nitrate removal rate (0.15mg/L/h) as SMX reached 20mug/L. Furthermore, corresponding inhibition of SMX on denitrifying genes expression (nosZ>nirS>cnorB>napA) was found with a time-lapse expression between nosZ and cnorB. Meanwhile, the decline in electron transport activity and active microbial biomass of strain PCN-1 was revealed. The insight into mechanism of SMX influence on aerobic denitrifier is of particular significance to upgrade nitrogen removal process in antibiotics-containing wastewater treatment plant.
Removal of sulfamethoxazole by electrochemically activated sulfate: Implications of chloride addition.[Pubmed:28363145]
J Hazard Mater. 2017 Jul 5;333:242-249.
Electrochemical oxidation is considered to be an attractive alternative to chemical oxidation for the treatment of polluted water. Given the of ability of boron-doped diamond (BDD) electrodes to generate hydroxyl radicals (OH), they are often selected for the degradation of persistent organic contaminants. Recently, BDD anodes have been demonstrated to form strong oxidants, sulfate radicals (SO4(-)), directly from sulfate ions. In this study, electrochemical activation of sulfate to SO4(-) at BDD anodes enhanced the removal of an antibiotic Sulfamethoxazole (SMX). The rate of SMX oxidation was 6 times higher in sulfate anolyte compared to inert nitrate anolyte. Addition of chloride accelerated the disappearance of SMX in both anolytes due to electrochlorination. Yet, mineralization efficiency was decreased, particularly in Na2SO4 anolyte due to the scavenging of SO4(-) by Cl(-). Electrogenerated SO4(-) yielded nitroso- and nitro-derivatives, which were not observed in the absence of sulfate. The peak intensities of chlorinated TPs were three orders of magnitude lower in Na2SO4 than in NaNO3 anolyte, suggesting that addition of sulfate may lower the formation of chlorinated organics. However, attention should be paid to the formation of inorganic byproducts, as the formation rates of toxic chlorate and in particular perchlorate were higher in Na2SO4 anolyte.
Novel Sulfamethoxazole Ureas and Oxalamide as Potential Antimycobacterial Agents.[Pubmed:28350331]
Molecules. 2017 Mar 28;22(4). pii: molecules22040535.
Infections caused by Mycobacterium tuberculosis (Mtb.) and nontuberculous mycobacteria (NTM) are considered to be a global health problem; current therapeutic options are limited. Sulfonamides have exhibited a wide range of biological activities including those against mycobacteria. Based on the activity of 4-(3-heptylureido)-N-(5-methylisoxazol-3-yl)benzenesulfonamide against NTM, we designed a series of homologous Sulfamethoxazole-based n-alkyl ureas (C(1)-C12), as well as several related ureas and an oxalamide. Fifteen ureas and one oxalamide were synthesized by five synthetic procedures and characterized. They were screened for their activity against Mtb. and three NTM strains (M. avium, M. kansasii). All of them share antimycobacterial properties with minimum inhibitory concentration (MIC) values starting from 2 microM. The highest activity showed 4,4'-[carbonylbis(azanediyl)]bis[N-(5-methylisoxazol-3-yl)benzenesulfonamide] with MIC of 2-62.5 microM (i.e., 1.07-33.28 microg/mL). Among n-alkyl ureas, methyl group is optimal for the inhibition of both Mtb. and NTM. Generally, longer alkyls led to increased MIC values, heptyl being an exception for NTM. Some of the novel derivatives are superior to parent Sulfamethoxazole. Several urea and oxalamide derivatives are promising antimycobacterial agents with low micromolar MIC values.
Removal of sulfamethoxazole (SMX) and sulfapyridine (SPY) from aqueous solutions by biochars derived from anaerobically digested bagasse.[Pubmed:28353104]
Environ Sci Pollut Res Int. 2018 Sep;25(26):25659-25667.
This study explored the sorption of Sulfamethoxazole (SMX) and sulfapyridine (SPY) onto biochars produced from raw and anaerobically digested bagasse. Initial evaluation of six bagasse biochars showed that digested bagasse biochar prepared at 600 degrees C (DBG600) was the best adsorbent to remove SMX and SPY. Further laboratory batch sorption experiments showed that DBG600 adsorbed SMX and SPY from aqueous solution with maximum adsorption capacity of 54.38 and 8.60 mg g(-1), respectively. Solution pH showed strong effect on the sorption ability of DBG600 to the two antibiotics, and the sorption decreased with increasing of solution pH. Experimental and model results suggested that adsorption of SMX and SPY onto DBG600 might be controlled by the pi-pi interaction.
