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Purity: ≥98%
Sulfamethoxazole (also known as RP 2145; trade names: Rufol; Salimol ), a sulfonamide bacteriostatic antibiotic, is widely used for bacterial infections such as urinary tract infections, bronchitis, and prostatitis and is effective against both gram negative and positive bacteria such as Listeria monocytogenes and E. coli. Common side effects include nausea, vomiting, loss of appetite, and a rash. It is a sulfonamide and bacteriostatic.
Targets |
Antibacterial
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ln Vitro |
Para-aminobenzoic acid (PABA) has structural analogs and competitive antagonists in the form of sulfonamides. They prevent bacteria from using PABA normally to synthesis folic acid, a crucial metabolite for DNA synthesis. ? Most of the time, the effects are bacteriostatic. Humans cannot synthesize folic acid; instead, they must consume it through diet. This enables the selective toxicity against human cells to bacterial cells, or any other cell that depends on folic acid synthesis. Mutations in the enzymes responsible for folic acid synthesis lead to bacterial resistance to sulfamethoxazole by preventing the drug from binding to it.
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References |
Molecular Formula |
C10H11N3O3S
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Molecular Weight |
253.2776
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Exact Mass |
253.05
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Elemental Analysis |
C, 47.42; H, 4.38; N, 16.59; O, 18.95; S, 12.66
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CAS # |
723-46-6
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Related CAS # |
Sulfamethoxazole-d4;1020719-86-1;Sulfamethoxazole-13C6;1196157-90-0;Sulfamethoxazole sodium;4563-84-2
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Appearance |
Solid powder
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SMILES |
CC1=CC(NS(=O)(C2=CC=C(N)C=C2)=O)=NO1
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InChi Key |
JLKIGFTWXXRPMT-UHFFFAOYSA-N
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InChi Code |
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)
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Chemical Name |
4-amino-N-(5-methylisoxazol-3-yl)benzenesulfonamide
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Synonyms |
RP-2145; RP2145; RP 2145; trade names: Rufol; Salimol
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HS Tariff Code |
2934.99.4400
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Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
DMSO : 51~100 mg/mL ( 201.35~394.82 mM )
Ethanol : ~23 mg/mL H2O: ~0.1 mg/mL (~0.39 mM) |
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Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.87 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (9.87 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: 10% DMSO+40% PEG300+5% Tween-80+45% Saline: ≥ 2.5 mg/mL (9.87 mM) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 3.9482 mL | 19.7410 mL | 39.4820 mL | |
5 mM | 0.7896 mL | 3.9482 mL | 7.8964 mL | |
10 mM | 0.3948 mL | 1.9741 mL | 3.9482 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
NCT Number | Recruitment | interventions | Conditions | Sponsor/Collaborators | Start Date | Phases |
NCT02640443 | UNKNOWN STATUS | Drug: Sulfamethoxazole | Hypotonia Cystinuria Syndrome Isolated PREPL Deficiency |
Universitair Ziekenhuis Brussel | 2015-10 | Phase 2 |
NCT01469637 | COMPLETEDWITH RESULTS | Drug: sulfamethoxazole + MMX placebo Drug: Sulfamethoxazole + MMX Mesalazine/mesalamine |
Healthy | Shire | 2011-11-07 | Phase 1 |
NCT04851015 | NOT YET RECRUITING | Drug: trimethoprim-sulfamethoxazole Drug: trimethoprim-sulfamethoxazole |
Pneumocystis Pneumocystis Carinii Infection Pneumocystis Carinii; Infection, Resulting From HIV Disease Pneumocystis Infections |
McGill University Health Centre/ Research Institute of th e McGill University Health Centre |
2022-06 | Phase 3 |
NCT01449877 | COMPLETED | Drug: Trimethoprim-Sulfamethoxazole | Ocular Toxoplasmosis | University of Campinas, Brazil | 2011-10 | Phase 3 |
NCT01167452 | COMPLETEDWITH RESULTS | Texas Tech University Health Sciences Center | MRSA Obesity PCP Pharmacokinetics Tuberculosis |
Drug: Sulfamethoxazole/trimethoprim | 2010-07 | Phase 4/td> |