MedKoo Cat#: 598956 | Name: Sulfisoxazole acetyl

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Sulfisoxazole acetyl is an antibacterial agent.

Chemical Structure

Sulfisoxazole acetyl
Sulfisoxazole acetyl
CAS#80-74-0

Theoretical Analysis

MedKoo Cat#: 598956

Name: Sulfisoxazole acetyl

CAS#: 80-74-0

Chemical Formula: C13H15N3O4S

Exact Mass: 309.0783

Molecular Weight: 309.34

Elemental Analysis: C, 50.48; H, 4.89; N, 13.58; O, 20.69; S, 10.36

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Sulfisoxazole acetyl; Gantrisin; Gantrisin Pediatric; Lipo Gantrisin; Acetylsulfisoxazole;
IUPAC/Chemical Name
N-((4-aminophenyl)sulfonyl)-N-(3,4-dimethylisoxazol-5-yl)acetamide
InChi Key
JFNWFXVFBDDWCX-UHFFFAOYSA-N
InChi Code
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
SMILES Code
CC(N(S(=O)(C1=CC=C(N)C=C1)=O)C2=C(C)C(C)=NO2)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 309.34 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Kim E, Kang W. Simultaneous determination of N(1)-acetyl sulfisoxazole and its metabolites, and relative bioavailability compare to sulfisoxazole in rats. J Pharm Biomed Anal. 2016 Sep 10;129:117-120. doi: 10.1016/j.jpba.2016.06.055. Epub 2016 Jul 1. PubMed PMID: 27423008. 2: Oh K, Baek MC, Kang W. Quantitative determination of sulfisoxazole and its three N-acetylated metabolites using HPLC-MS/MS, and the saturable pharmacokinetics of sulfisoxazole in mice. J Pharm Biomed Anal. 2016 Sep 10;129:332-338. doi: 10.1016/j.jpba.2016.07.029. Epub 2016 Jul 18. PubMed PMID: 27454084. 3: LOUGHLIN EH, MULLIN WG. The relative absorption and elimination of sulfisoxazole and acetyl sulfisoxazole. Antibiot Chemother (Northfield). 1955 Nov;5(11):609-15. PubMed PMID: 24543797. 4: Bloedow DC, Hayton WL. Saturable first-pass metabolism of sulfisoxazole N1-acetyl in rats. J Pharm Sci. 1976 Mar;65(3):334-8. PubMed PMID: 1263077. 5: Bloedow DC, Hayton WL. Effects of lipids on bioavailability of sulfisoxazole acetyl, dicumarol, and griseofulvin in rats. J Pharm Sci. 1976 Mar;65(3):328-34. PubMed PMID: 57233. 6: Shermantine M, Gambertoglio J, Amend W, Vincenti F, Oie S. Pharmacokinetics of sulfisoxazole in renal transplant patients. Antimicrob Agents Chemother. 1985 Oct;28(4):535-9. PubMed PMID: 3907496; PubMed Central PMCID: PMC180300. 7: Oie S, Gambertoglio JG, Fleckenstein L. Comparison of the disposition of total and unbound sulfisoxazole after single and multiple dosing. J Pharmacokinet Biopharm. 1982 Apr;10(2):157-72. PubMed PMID: 7120046. 8: Jung D, Oie S. "High-pressure" liquid chromatography of sulfisoxazole and N4-acetylsulfisoxazole in body fluids. Clin Chem. 1980 Jan;26(1):51-4. PubMed PMID: 7356572. 9: RANDALL LO, ENGELBERG R, ILIEV V, ROE M, HAAR H, McGAVACK TH. Comparative studies on blood levels and urinary excretion of sulfisoxazole and acetyl sulfisoxazole. Antibiot Chemother (Northfield). 1954 Aug;4(8):877-85. PubMed PMID: 24543214. 10: Boisvert A, Barbeau G, Bélanger PM. Pharmacokinetics of sulfisoxazole in young and elderly subjects. Gerontology. 1984;30(2):125-31. PubMed PMID: 6706125. 11: MARKS RG, RAVICH L, WILHELM SF. Gantrisin acetyl (acetyl sulfisoxazole) in treatment of urinary tract infection. J Urol. 1955 Jan;73(1):179-81. PubMed PMID: 13222509. 12: LAPP C. [Kinetics, elimination and transport of acetyl-gantrisine (acetyl-sulfisoxazole). II]. Clin Chim Acta. 1957 Dec;2(6):548-59. French. PubMed PMID: 13500590. 13: FLAKE RE, GRIFFIN J, TOWNSEND E, YOW EM. Studies of the absorption, distribution, and excretion of acetyl sulfisoxazole, an insoluble sulfonamide appearing in sulfisoxazole in the blood. J Lab Clin Med. 1954 Oct;44(4):582-8. PubMed PMID: 13212230. 14: Bekersky I, Popick AC, Colburn WA. Influence of protein binding and metabolic interconversion on the disposition of sulfisoxazole and its N4-acetyl metabolite by the isolated perfused rat kidney. Drug Metab Dispos. 1984 Sep-Oct;12(5):607-13. PubMed PMID: 6149912. 15: SVENSON SE, DELORENZO WF, ENGELBERG R, SPOONER M, RANDALL LO. Absorption and chemotherapeutic activity of acetyl sulfisoxazole suspended in an oil in water emulsion. Antibiotic Med Clin Ther (New York). 1956 Mar;2(3):148-52. PubMed PMID: 13292900. 16: Rodriguez WJ, Schwartz RH, Sait T, Khan WN, Chhabra OP, Chang MJ, Reddy S, Marks LA, Gold AJ. Erythromycin-sulfisoxazole vs amoxicillin in the treatment of acute otitis media in children. A double-blind, multiple-dose comparative study. Am J Dis Child. 1985 Aug;139(8):766-70. PubMed PMID: 3895889. 17: Rodriguez WJ, Schwartz RH, Khan WN, Gold AJ. Erythromycin-sulfisoxazole for persistent acute otitis media due to ampicillin-resistant Haemophilus influenzae. Pediatr Infect Dis. 1983 Jan-Feb;2(1):27-9. PubMed PMID: 6601265. 18: Feldman JA, Patel VU. Colorimetric determination of acetyl sulfixoxazole in the presence of its hydrolysis products, sulfisoxazole and acetic acid. J Pharm Sci. 1971 Nov;60(11):1696-8. PubMed PMID: 5133922. 19: Hekster CA, Vree TB. Clinical pharmacokinetics of sulphonamides and their N4-acetyl derivatives. Antibiot Chemother (1971). 1982;31:22-118. Review. PubMed PMID: 7036849. 20: Bégué P, Broussin B, Quinet B, Garabedian N, Sounthavong JP, Rivière F. [Acute otitis media in children: a randomized and open clinical trial of the efficacy of 2 major antibiotics (erythromycin ethylsuccinate/acetyl sulfafurazole vs amoxicillin/clavulanic acid)]. Ann Pediatr (Paris). 1990 Feb;37(2):127-30. French. PubMed PMID: 2181915.