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Sulfamonomethoxine sodium

Cat No.:V53484 Purity: ≥98%
Sulfamonomethoxine sodium may be utilized in hemodynamic studies as a competitive inhibitor of dihydrofolate synthesis, thereby blocking folic acid synthesis.
Sulfamonomethoxine sodium
Sulfamonomethoxine sodium Chemical Structure CAS No.: 38006-08-5
Product category: Bacterial
This product is for research use only, not for human use. We do not sell to patients.
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Other Forms of Sulfamonomethoxine sodium:

  • Sulfamonomethoxine-d3 (sulfamonomethoxine sodium d3)
  • Sulfamonomethoxine-OVA
  • Sulfamonomethoxine-BSA
  • Sulfamonomethoxine-13C6
  • Sulfamonomethoxine-d3-1
  • Sulfamonomethoxine
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Product Description
Sulfamonomethoxine sodium may be utilized in hemodynamic studies as a competitive inhibitor of dihydrofolate synthesis, thereby blocking folic acid synthesis.
Sulfamonomethoxine sodium is a long-acting sulfonamide antibacterial agent utilized in blood kinetic studies. It functions as a competitive inhibitor of dihydropteroate synthetase, thereby blocking folic acid synthesis in susceptible bacteria. The compound is used as a reference standard in analytical research and quality control applications. Sulfamonomethoxine sodium is effective against a range of gram-positive and gram-negative bacteria, including Escherichia coli and Acinetobacter baumannii. It is intended for research and analytical purposes only and is not for human therapeutic use.
Biological Activity I Assay Protocols (From Reference)
Targets
IC50: antibacterial[1]
The primary target of sulfamonomethoxine sodium is dihydropteroate synthetase, an enzyme involved in the bacterial folate synthesis pathway. By inhibiting this enzyme, the compound blocks the synthesis of folic acid, which is essential for bacterial growth and replication. The compound acts as a competitive inhibitor of dihydrofolate synthesis, effectively disrupting the production of tetrahydrofolic acid. Its antibacterial activity is directed against both gram-positive and gram-negative bacteria, including Escherichia coli and Acinetobacter baumannii.
ln Vitro
Sulfamonomethoxine sodium exhibits potent antibacterial activity in vitro against a variety of gram-positive and gram-negative bacteria. It is a long-acting sulfonamide that effectively inhibits bacterial growth by blocking folic acid synthesis. The compound's mechanism of action involves competitive inhibition of dihydropteroate synthetase, preventing the formation of dihydrofolate and subsequently tetrahydrofolate. It has been used in blood kinetic studies to evaluate its antibacterial efficacy and pharmacokinetic properties.
ln Vivo
In vivo activity of sulfamonomethoxine sodium has been evaluated in blood kinetic studies, where it is used as a competitive inhibitor of dihydrofolate synthesis. The compound demonstrates antibacterial efficacy in animal models of infection, although specific in vivo data are limited in the available literature. Its long-acting nature makes it suitable for studies requiring sustained antibacterial activity. Further in vivo investigations would be needed to fully characterize its efficacy against specific pathogens and its therapeutic potential.
Enzyme Assay
In vitro enzyme/receptor binding assays for sulfamonomethoxine sodium typically involve measuring its inhibition of dihydropteroate synthetase activity. The assay uses bacterial cell extracts or recombinant enzyme to assess the compound's ability to compete with para-aminobenzoic acid (PABA) for binding to the enzyme's active site. Inhibition of enzyme activity is measured by quantifying the production of dihydrofolate or downstream products. The compound's IC50 value can be determined from dose-response curves generated in these enzymatic assays.
Cell Assay
In vitro cellular assays for sulfamonomethoxine sodium involve culturing susceptible bacterial strains (e.g., Escherichia coli or Staphylococcus aureus) in the presence of varying concentrations of the compound. Bacterial growth inhibition is assessed by measuring optical density at 600 nm (OD600) or by colony counting after overnight incubation. The minimum inhibitory concentration (MIC) is determined as the lowest concentration that completely inhibits visible bacterial growth. These assays demonstrate the compound's broad-spectrum antibacterial activity against both gram-positive and gram-negative bacteria.
Animal Protocol
In vivo animal experiments for sulfamonomethoxine sodium typically involve administering the compound to infected animal models (e.g., mice or rats) via oral or intravenous routes. Blood samples are collected at various time points to measure drug concentrations and assess antibacterial efficacy. The compound's ability to inhibit bacterial growth in vivo is evaluated by measuring bacterial load in tissues or blood. These studies are used to determine the compound's pharmacokinetic properties and therapeutic potential.
ADME/Pharmacokinetics
Sulfamonomethoxine sodium exhibits pharmacokinetic properties typical of long-acting sulfonamides. The compound is administered orally and is absorbed from the gastrointestinal tract, achieving sustained plasma concentrations due to its long half-life. It is distributed throughout the body and is primarily eliminated via renal excretion. Blood kinetic studies are utilized to characterize its absorption, distribution, metabolism, and excretion profile. The compound's long-acting nature makes it suitable for sustained antibacterial therapy in research settings.
Toxicity/Toxicokinetics
Toxicological data for sulfamonomethoxine sodium are limited, as the compound is primarily intended for research and analytical applications. As a sulfonamide antibiotic, it may exhibit toxicity profiles similar to other members of this class, including potential for hypersensitivity reactions, renal toxicity, and hematological effects. Standard laboratory safety precautions should be followed when handling this compound. It is not intended for human therapeutic use.
References

[1]. Ryuji Ueno. Pharmacokinetics and Bioavailability of Sulfamonomethoxine in Cultured Eel. Fish Pathology,33(4),297-301,1998.10.

Additional Infomation
Sulfamonomethoxine sodium (CAS#: 38006-08-5) is a sulfonamide antibacterial agent with the molecular formula C11H11N4NaO3S and molecular weight 302.29. It functions as a competitive inhibitor of dihydropteroate synthetase, blocking folic acid synthesis in bacteria. The compound is used as a reference standard in analytical research, quality control, and biochemical studies. It is effective against gram-positive and gram-negative bacteria and is intended for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H11N4NAO3S
Molecular Weight
302.28
Exact Mass
302.044
CAS #
38006-08-5
Related CAS #
Sulfamonomethoxine;1220-83-3
PubChem CID
656643
Appearance
White to off-white solid powder
Boiling Point
513.2ºC at 760 mmHg
Flash Point
264.2ºC
LogP
2.389
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
4
Heavy Atom Count
20
Complexity
382
Defined Atom Stereocenter Count
0
InChi Key
IZJAOWYNDLDRKM-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H11N4O3S.Na/c1-18-11-6-10(13-7-14-11)15-19(16,17)9-4-2-8(12)3-5-9;/h2-7H,12H2,1H3;/q-1;+1
Chemical Name
sodium;(4-aminophenyl)sulfonyl-(6-methoxypyrimidin-4-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

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
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 3.3082 mL 16.5410 mL 33.0819 mL
5 mM 0.6616 mL 3.3082 mL 6.6164 mL
10 mM 0.3308 mL 1.6541 mL 3.3082 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.

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