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Sulfamethoxazole sodium

Cat No.:V39992 Purity: ≥98%
Sulfamethoxazole sodium (Ro 4-2130 sodium) is a sulfonamide antibiotic.
Sulfamethoxazole sodium
Sulfamethoxazole sodium Chemical Structure CAS No.: 4563-84-2
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
1g
Other Sizes

Other Forms of Sulfamethoxazole sodium:

  • Sulfamethoxazole
  • Sulfamethoxazole-13C6
Official Supplier of:
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Product Description
Sulfamethoxazole sodium (Ro 4-2130 sodium) is a sulfonamide antibiotic. Sulfamethoxazole sodium is commonly utilized in study/research of a variety of urinary tract pathogens, and is most widely used in combination with Trimethoprim for the study of urinary tract infections.
Sulfamethoxazole sodium (CAS 4563-84-2) is a sulfonamide bacteriostatic antibiotic belonging to the sulfanilamide family. It has molecular formula C₁₀H₁₀N₃NaO₃S and molecular weight 275.26. Sulfamethoxazole sodium is a water-soluble salt form of Sulfamethoxazole, commonly used in microbiology and biomedical research. It is effective against bacteria causing urinary tract infections, bronchitis, and prostatitis. Sulfamethoxazole sodium is most widely used in combination with Trimethoprim for the treatment of urinary tract infections (UTIs), considered the gold standard in UTI treatment. The compound appears as a white or creamy white crystalline powder.
Biological Activity I Assay Protocols (From Reference)
Targets
Sulfamethoxazole sodium targets the bacterial folate synthesis pathway, specifically dihydropteroate synthetase and dihydropteroate reductase. The compound inhibits bacterial folate metabolism by competing with 4-aminobenzoic acid (PABA) for binding to dihydropteroate synthetase. Sulfonamides inhibit the enzymatic conversion of pteridine and PABA to dihydropteroic acid, an intermediate of tetrahydrofolic acid (THF) synthesis. By blocking folate synthesis, the compound deprives bacteria of the folate cofactors essential for nucleic acid and protein synthesis, leading to bacteriostatic effects. Sulfamethoxazole sodium is effective against a broad spectrum of Gram-positive and Gram-negative bacteria.
ln Vitro
In vitro, Sulfamethoxazole sodium demonstrates widespread antibacterial activity against various urinary tract pathogens. The compound is commonly used in combination with Trimethoprim for the study of urinary tract infections. Sulfamethoxazole sodium inhibits bacterial growth by blocking folate synthesis through competition with PABA for dihydropteroate synthetase. The compound's antibacterial activity is assessed using standard broth microdilution or agar diffusion methods according to CLSI guidelines. Minimum inhibitory concentrations (MICs) are determined for various bacterial strains. The combination with Trimethoprim provides synergistic antibacterial activity, making it effective against a wide range of pathogens.
ln Vivo
In vivo, Sulfamethoxazole sodium is used as a sulfonamide antibiotic for the treatment of bacterial infections. It is effective against bacteria causing urinary tract infections, bronchitis, and prostatitis. In combination with Trimethoprim, it is considered the gold standard in the treatment of urinary tract infections (UTIs). The compound is also used in the study of various urinary tract pathogens. Sulfamethoxazole sodium's water-soluble salt form facilitates parenteral administration and rapid absorption. The compound's in vivo efficacy depends on its ability to achieve therapeutic concentrations in target tissues and its activity against the infecting pathogen.
Enzyme Assay
In vitro enzyme/receptor binding (non-cellular) assays for Sulfamethoxazole sodium involve measuring inhibition of dihydropteroate synthetase enzymatic activity. The assay typically uses a cell-free system containing the enzyme, substrate (pteridine and PABA), and varying concentrations of the compound. The conversion of pteridine and PABA to dihydropteroic acid is measured spectrophotometrically or by HPLC. IC₅₀ values are calculated from concentration-response curves. The compound competes with PABA for binding to the enzyme, and its inhibitory activity is reversed by the presence of excess PABA. These assays help characterize the compound's mechanism of action and potency against the bacterial folate synthesis pathway.
Cell Assay
In vitro cellular experiments with Sulfamethoxazole sodium are performed using various bacterial strains to assess antibacterial activity. Bacteria are cultured in appropriate media (e.g., Mueller-Hinton broth) and treated with varying concentrations of the compound, alone or in combination with Trimethoprim. Minimum inhibitory concentrations (MICs) are determined using broth microdilution or agar dilution methods according to CLSI or EUCAST guidelines. Bacterial growth is measured by optical density or by colony counting on agar plates. The combination with Trimethoprim provides synergistic activity, and the fractional inhibitory concentration index (FICI) is calculated to assess synergy. Cells are incubated at 35-37°C for 16-24 hours.
Animal Protocol
In vivo animal studies with Sulfamethoxazole sodium are performed in models of bacterial infection, particularly urinary tract infections. Rodents are infected with uropathogenic bacteria via intravesical or intravenous inoculation, and treated with Sulfamethoxazole sodium alone or in combination with Trimethoprim via oral or parenteral administration. Efficacy is assessed by measuring bacterial burden in urine, bladder, and kidneys, as well as survival rates and clinical signs of infection. Pharmacokinetic studies assess the compound's absorption, distribution, metabolism, and excretion in animals. The combination with Trimethoprim provides enhanced efficacy and reduced resistance development.
ADME/Pharmacokinetics
Pharmacokinetic properties of Sulfamethoxazole sodium are derived from the parent compound Sulfamethoxazole. The compound has molecular formula C₁₀H₁₀N₃NaO₃S and molecular weight 275.26. It appears as a white or creamy white crystalline powder and is slightly soluble in water. Sulfamethoxazole is well-absorbed after oral administration, with peak plasma concentrations reached within 2-4 hours. It is extensively bound to plasma proteins (approximately 70%) and has a half-life of approximately 10 hours. The compound is metabolized in the liver by acetylation and glucuronidation and is excreted primarily in urine. Storage: 2-8°C.
Toxicity/Toxicokinetics
Toxicological information for Sulfamethoxazole sodium indicates that the compound is a sulfonamide antibiotic with a well-established safety profile. Common adverse effects include gastrointestinal disturbances, allergic reactions (skin rashes, Stevens-Johnson syndrome), and hematological effects (agranulocytosis, thrombocytopenia). The compound should be used with caution in patients with sulfonamide allergy, renal impairment, or hepatic dysfunction. As a research compound, Sulfamethoxazole sodium should be handled with appropriate safety precautions, including use of personal protective equipment (gloves, safety goggles, lab coat) and working in a well-ventilated area. The compound is for research use only and is not approved for clinical use.
Additional Infomation
Sulfamethoxazole sodium (CAS 4563-84-2) is a sulfonamide bacteriostatic antibiotic belonging to the sulfanilamide family. It has molecular formula C₁₀H₁₀N₃NaO₃S and molecular weight 275.26. Sulfamethoxazole sodium is a water-soluble salt form of Sulfamethoxazole, commonly used in microbiology and biomedical research. It is effective against bacteria causing urinary tract infections, bronchitis, and prostatitis. Sulfamethoxazole sodium is most widely used in combination with Trimethoprim for the treatment of urinary tract infections (UTIs), considered the gold standard in UTI treatment. The compound appears as a white or creamy white crystalline powder. Storage: 2-8°C.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H11N3O3S.NA
Molecular Weight
276.26744
Exact Mass
275.034
CAS #
4563-84-2
Related CAS #
Sulfamethoxazole;723-46-6;Sulfamethoxazole-13C6;1196157-90-0
PubChem CID
15899900
Appearance
White to off-white solid powder
LogP
3.014
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
3
Heavy Atom Count
18
Complexity
352
Defined Atom Stereocenter Count
0
SMILES
CC1=CC([N-]S(=O)(C2=CC=C(N)C=C2)=O)=NO1.[Na+]
InChi Key
LARLNXOUTTUXPN-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H10N3O3S.Na/c1-7-6-10(12-16-7)13-17(14,15)9-4-2-8(11)3-5-9;/h2-6H,11H2,1H3;/q-1;+1
Chemical Name
sodium;(4-aminophenyl)sulfonyl-(5-methyl-1,2-oxazol-3-yl)azanide
HS Tariff Code
2934.99.9001
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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.6196 mL 18.0982 mL 36.1965 mL
5 mM 0.7239 mL 3.6196 mL 7.2393 mL
10 mM 0.3620 mL 1.8098 mL 3.6196 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
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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:
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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.

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