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Sulfamethoxazole

Alias: RP-2145; RP2145; RP 2145; trade names: Rufol; Salimol
Cat No.:V5306 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.
Sulfamethoxazole
Sulfamethoxazole Chemical Structure CAS No.: 723-46-6
Product category: Bacterial
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1g
2g
5g
10g
25g
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Other Forms of Sulfamethoxazole:

  • Sulfamethoxazole D4
  • Sulfamethoxazole-13C6
  • Sulfamethoxazole sodium
Official Supplier of:
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Top Publications Citing lnvivochem Products
Purity & Quality Control Documentation

Purity: ≥98%

Product Description

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.

Biological Activity I Assay Protocols (From Reference)
Targets
Antibacterial
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.
References

[1]. Aquatic environmental risk assessment for human use of the old antibiotic sulfamethoxazole in Europe. Environ Toxicol Chem. 2016 Apr;35(4):767-79.

[2]. Transcriptional profile of the human pathogenic fungus Paracoccidioides lutzii in response to sulfamethoxazole. Med Mycol. 2015;53(5):477-492.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H11N3O3S
Molecular Weight
253.2776
Exact Mass
253.05
Elemental Analysis
C, 47.42; H, 4.38; N, 16.59; O, 18.95; S, 12.66
CAS #
723-46-6
Related CAS #
Sulfamethoxazole-d4;1020719-86-1;Sulfamethoxazole-13C6;1196157-90-0;Sulfamethoxazole sodium;4563-84-2
Appearance
Solid powder
SMILES
CC1=CC(NS(=O)(C2=CC=C(N)C=C2)=O)=NO1
InChi Key
JLKIGFTWXXRPMT-UHFFFAOYSA-N
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)
Chemical Name
4-amino-N-(5-methylisoxazol-3-yl)benzenesulfonamide
Synonyms
RP-2145; RP2145; RP 2145; trade names: Rufol; Salimol
HS Tariff Code
2934.99.4400
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)
Solubility Data
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)
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.

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Solubility in Formulation 3: 10% DMSO+40% PEG300+5% Tween-80+45% Saline: ≥ 2.5 mg/mL (9.87 mM)


 (Please use freshly prepared in vivo formulations for optimal results.)
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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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.

Clinical Trial Information
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>
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