Sulfameter

CAS# 651-06-9

Sulfameter

2D Structure

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Sulfameter

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Chemical Properties of Sulfameter

Cas No. 651-06-9 SDF Download SDF
PubChem ID 5326 Appearance Powder
Formula C11H12N4O3S M.Wt 280.3
Type of Compound N/A Storage Desiccate at -20°C
Synonyms Sulfametoxydiazine; 5-Methoxysulfadiazine
Solubility DMSO : ≥ 100 mg/mL (356.76 mM)
H2O : < 0.1 mg/mL (insoluble)
*"≥" means soluble, but saturation unknown.
Chemical Name 4-amino-N-(5-methoxypyrimidin-2-yl)benzenesulfonamide
SMILES COC1=CN=C(N=C1)NS(=O)(=O)C2=CC=C(C=C2)N
Standard InChIKey GPTONYMQFTZPKC-UHFFFAOYSA-N
Standard InChI InChI=1S/C11H12N4O3S/c1-18-9-6-13-11(14-7-9)15-19(16,17)10-4-2-8(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15)
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.
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.
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.

Biological Activity of Sulfameter

DescriptionSulfameter(Bayrena) is a long-acting sulfonamide antibacterial. Target: Antibacterial Sulfameter(Bayrena) is a long-acting sulfonamide antibacterial. It is used as a leprostatic agent in the treatment of urinary tract infections. Six physically healthy patients each were given 2 g of sulfameter simultaneously with a high lipid, high protein and high carbohydrate test meal. This experiment was designed as a threefold crossover study, and there was a randomized assignment of patients to the different conditions. The results show that sulfameter is significantly better absorbed when administered with a high lipid meal than when given with a high protein or high carbohydrate meal, demonstrated by the areas under the serum concentration curves (AUC), by the peak serum concentration and by the cumulative renal excretion.

References:
[1]. Kaumeier S. The effect of the composition of food on the absorption of sulfameter. Int J Clin Pharmacol Biopharm. 1979 Jun;17(6):260-3. [2]. Robins AH. Sulfameter (Sulla). Clin Pharmacol Ther. 1969 Jul-Aug;10(4):591-4.

Sulfameter Dilution Calculator

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Preparing Stock Solutions of Sulfameter

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.5676 mL 17.838 mL 35.6761 mL 71.3521 mL 89.1902 mL
5 mM 0.7135 mL 3.5676 mL 7.1352 mL 14.2704 mL 17.838 mL
10 mM 0.3568 mL 1.7838 mL 3.5676 mL 7.1352 mL 8.919 mL
50 mM 0.0714 mL 0.3568 mL 0.7135 mL 1.427 mL 1.7838 mL
100 mM 0.0357 mL 0.1784 mL 0.3568 mL 0.7135 mL 0.8919 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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Background on Sulfameter

Sulfameter(Bayrena) is a long-acting sulfonamide antibacterial.

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References on Sulfameter

Desolvation kinetics of sulfameter solvates.[Pubmed:17975809]

J Pharm Sci. 2008 Jun;97(6):2160-75.

Solvates are often encountered in pharmaceutical solids and knowledge of their physical stability is necessary for their effective formulation. This work investigates the solid-state stability of five structurally related solvates of Sulfameter (5-methoxysulfadiazine) by studying the kinetics of their desolvation reaction with thermogravimetric analysis, both isothermally and nonisothermally. Desolvation kinetic analysis was done isothermally by conventional model-fitting and nonisothermally by the complementary method. Calculated kinetic parameters (model, A and E(a)) were compared and related to the crystal structure of these solvates. A relationship was established between desolvation activation energy from isothermal results and solvent size; the larger the solvent molecule, the higher its solvate's desolvation activation energy. The best fitting solid-state reaction model correlated to single crystal structural features of Sulfameter-solvates where solvent molecules occupied cavities in the unit cell. Finally, it was found that kinetic parameters obtained isothermally and nonisothermally were at variance. Therefore, kinetic results obtained from one method may not be extended to results form the other.

Density functional theory study of direct and indirect photodegradation mechanisms of sulfameter.[Pubmed:27424205]

Environ Sci Pollut Res Int. 2016 Oct;23(19):19921-30.

Sulfonamide antibiotics (SAs) have been observed to undergo direct and indirect photodegradation in natural water environments. In this study, the density functional theory (DFT) method was employed for the study of direct and indirect photodegradation mechanisms of Sulfameter (SME) with excited triplet states of dissolved organic matter ((3)DOM(*)) and metal ions. SME was adopted as a representative of SAs, and SO2 extrusion product was obtained with different energy paths in the triplet-sensitized photodegradation of the neutral (SME(0)) and the anionic (SME(-)) form of SME. The selected divalent metal ions (Ca(2+), Mg(2+), and Zn(2+)) promoted the triplet-sensitized photodegradation of SME(0) but showed an inhibitory effect in triplet-sensitized photodegradation of SME(-). The triplet-sensitized indirect photodegradation mechanism of SME was investigated with the three DOM analogues, i.e., 2-acetonaphthone (2-AN), fluorenone (FN), and thioxanthone (TN). Results indicated that the selected DOM analogues are highly responsible for the photodegradation via attacking on amine moiety of SME. According to the natural bond orbital (NBO) analysis, the triplet-sensitized photodegradation mechanism of SME(0) with 2-AN, FN, and TN was H-transfer, and the SME(-) was proton plus electron transfer with these DOM analogues.

Hirshfeld surface analysis of sulfameter (polymorph III), sulfameter dioxane monosolvate and sulfameter tetrahydrofuran monosolvate, all at 296 K.[Pubmed:26524165]

Acta Crystallogr C Struct Chem. 2015 Nov;71(Pt 11):944-53.

The ability of the antibacterial agent Sulfameter (SMT) to form solvates is investigated. The X-ray crystal structures of Sulfameter solvates have been determined to be conformational polymorphs. Both 1,4-dioxane and tetrahydrofuran form solvates with Sulfameter in a 1:1 molar ratio. 4-Amino-N-(5-methoxypyrimidin-2-yl)benzenesulfonamide (polymorph III), C11H12N4O3S, (1), has two molecules of Sulfameter in the asymmetric unit cell. 4-Amino-N-(5-methoxypyrimidin-2-yl)benzenesulfonamide 1,4-dioxane monosolvate, C11H12N4O3S.C4H8O2, (2), and 4-amino-N-(5-methoxypyrimidin-2-yl)benzenesulfonamide tetrahydrofuran monosolvate, C11H12N4O3S.C4H8O, (3), crystallize in the imide form. Hirshfeld surface analyses and fingerprint analyses were performed to study the nature of the interactions and their quantitative contributions towards the crystal packing. Finally, Hirshfeld surfaces, fingerprint plots and structural overlays were employed for a comparison of the two independent molecules in the asymmetric unit of (1), and also for a comparison of (2) and (3) in the monoclinic crystal system. A three-dimensional hydrogen-bonding network exists in all three structures, involving one of the sulfone O atoms and the aniline N atom. All three structures are stabilized by strong intermolecular N-H...N interactions. The tetrahydrofuran solvent molecule also takes part in forming significant intermolecular C-H...O interactions in the crystal structure of (3), contributing to the stability of the crystal packing.

The effect of the composition of food on the absorption of sulfameter.[Pubmed:468450]

Int J Clin Pharmacol Biopharm. 1979 Jun;17(6):260-3.

The present investigation is concerned with the influence of the composition of food on the absorption of Sulfameter. Six physically healthy patients each were given 2 g of Sulfameter simultaneously with a high lipid, high protein and high carbohydrate test meal. This experiment was designed as a threefold crossover study, and there was a randomized assignment of patients to the different conditions. The results show that Sulfameter is significantly better absorbed when administered with a high lipid meal than when given with a high protein or high carbohydrate meal, demonstrated by the areas under the serum concentration curves (AUC), by the peak serum concentration and by the cumulative renal excretion.

Description

Sulfameter(Bayrena) is a long-acting sulfonamide antibacterial.

Keywords:

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