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Sulfisoxazole Acetyl

CAS# 80-74-0

Sulfisoxazole Acetyl

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Chemical structure

Sulfisoxazole Acetyl

3D structure

Chemical Properties of Sulfisoxazole Acetyl

Cas No. 80-74-0 SDF Download SDF
PubChem ID 6662 Appearance Powder
Formula C13H15N3O4S M.Wt 309.34
Type of Compound N/A Storage Desiccate at -20°C
Solubility >14.2mg/mL in DMSO
Chemical Name N-(4-aminophenyl)sulfonyl-N-(3,4-dimethyl-1,2-oxazol-5-yl)acetamide
SMILES CC1=C(ON=C1C)N(C(=O)C)S(=O)(=O)C2=CC=C(C=C2)N
Standard InChIKey JFNWFXVFBDDWCX-UHFFFAOYSA-N
Standard InChI InChI=1S/C13H15N3O4S/c1-8-9(2)15-20-13(8)16(10(3)17)21(18,19)12-6-4-11(14)5-7-12/h4-7H,14H2,1-3H3
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.

Sulfisoxazole Acetyl Dilution Calculator

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Sulfisoxazole Acetyl Molarity Calculator

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Preparing Stock Solutions of Sulfisoxazole Acetyl

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.2327 mL 16.1634 mL 32.3269 mL 64.6538 mL 80.8172 mL
5 mM 0.6465 mL 3.2327 mL 6.4654 mL 12.9308 mL 16.1634 mL
10 mM 0.3233 mL 1.6163 mL 3.2327 mL 6.4654 mL 8.0817 mL
50 mM 0.0647 mL 0.3233 mL 0.6465 mL 1.2931 mL 1.6163 mL
100 mM 0.0323 mL 0.1616 mL 0.3233 mL 0.6465 mL 0.8082 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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References on Sulfisoxazole Acetyl

Influence of protein binding and metabolic interconversion on the disposition of sulfisoxazole and its N4-acetyl metabolite by the isolated perfused rat kidney.[Pubmed:6149912]

Drug Metab Dispos. 1984 Sep-Oct;12(5):607-13.

The renal clearances of sulfisoxazole (SX) and N4-acetylsulfisoxazole (NSX) were studied in the isolated perfused rat kidney (IPK). Studies were conducted with conventional bovine serum albumin perfusates as well as with dextran perfusates to assess the influence of perfusate protein binding on the disposition of these compounds by the IPK. The results presented herein indicate that the disposition of sulfisoxazole by the IPK involves both metabolism and excretion. The metabolism of SX to NSX is reversible and is influenced by protein binding since metabolism increased with increased free fraction (Ff). The excretion of SX and NSX reflects a complex interaction of filtration, secretion, and reabsorption. A comparison of clearance values between kidneys perfused with bovine serum albumin perfusate (Ff 0.1) and dextran perfusate (Ff 1.0) suggests that tubular secretion of SX is a function of total (unbound plus bound) rather than free (unbound) drug in the perfusate.

Simultaneous determination of N(1)-acetyl sulfisoxazole and its metabolites, and relative bioavailability compare to sulfisoxazole in rats.[Pubmed:27423008]

J Pharm Biomed Anal. 2016 Sep 10;129:117-120.

N(1)-acetyl sulfisoxazole (N1AS), a dihydropteroate synthase inhibitor is known to be biotransformed primarily to sulfisoxazole, partly to N(4)-acetyl sulfisoxazole (N4AS), and likely also to diacetyl sulfisoxazole (DAS) and other compounds. Although its clinical use has been limited due to urolithiasis, some countries still use the drug in combination with trimethoprim in cattle. A liquid chromatographic method using ultraviolet detection was developed for the simultaneous determination of four substances for the first time. Four analytes and sulfamethoxazole (IS) were separated on a reversed-phase column with gradient elution of a mobile phase. Because DAS and N1AS in plasma were changed very quickly into N4AS and sulfisoxazole, respectively, and esterase inhibitors (sodium fluoride and eserine) could not prevent the transformation, sulfisoxazole and N4AS were monitored in rat plasma following a single oral administration of N1AS and sulfisoxazole in five rats. The relative bioavailability of N1AS to sulfisoxazole was about two, indicating that a half-dose of N1AS would be equivalent to a dose of sulfisoxazole to achieve the same systemic exposure to sulfisoxazole.

Saturable first-pass metabolism of sulfisoxazole N1-acetyl in rats.[Pubmed:1263077]

J Pharm Sci. 1976 Mar;65(3):334-8.

Saturable metabolism of sulfisoxazole N1-acetyl in the rat during the initial pass of the drug from the intestinal lumen through the liver following oral administration of the drug (saturable first-pass metabolism) was investigated. The fraction of the total amount of drug recovered from the urine as the N4-conjugate fraction was apparent following the intravenous administration of Sulfisoxazole Acetyl or the oral administration of sulfisoxazole at the same dose levels.

Effects of lipids on bioavailability of sulfisoxazole acetyl, dicumarol, and griseofulvin in rats.[Pubmed:57233]

J Pharm Sci. 1976 Mar;65(3):328-34.

The effects of hexadecane, oleyl alcohol, polysorbate 80, trioctanoin, and triolein on the bioavailability of sulfisoxazole N1-acetyl, dicumarol, and griseofulvin were investigated. Compared to administration of the drugs in water, the rate of absorption of the drugs was either decreased or not changed by the lipids. The extent of absorption of Sulfisoxazole Acetyl and dicumarol was significantly increased by polysorbate 80 and triolein and not affected by hexadecane or oleyl alcohol. Tricotanoin increased the extent of abosrption of Sulfisoxazole Acetyl but had no effect on the absorption of dicumarol. Compared to the aqueous vehicle, the extent of absorption of greiseofulvin was decreased by hexadecane, oleyl alcohol, and triolein, increased by polysorbate 80, and not affected by trioctanoin. The extent of absorption of Sulfisoxazole Acetyl was not affected by the amount of triolein in which it was administered nor by emulsification of triolein prior to administration.

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