N4-Acetylsulfamethoxazole

SKU: A0291

Category: Metabolites

Synonyms: N-{4-{[(5-Methyl-3-isoxazolyl)amino]sulfonyl}phenyl}acetamide , Sulfisomezole-N4-acetate , BRN 0285801 , STX 606; 21312-10-7
CAS-Number: C₁₂H₁₃N₃O₄S
Molecular Formula: 295.3
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥99% (HPLC)
Identity: 1H-NMR
Appearance: White powder or crystals

Properties

Solvents: chloroform

Short Term Storage: +4°C
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.
Handling Advice: Protect from light and moisture.
Long Term Storage: -20°C
Shipping: AMBIENT

Transportation: Not dangerous goods

Description: This is a metabolite of the sulfonamide bacteriostatic antibiotic sulfamethoxazole. Sulfamethoxazole is metabolized via acetylation, catalyzed by liver extramitochondrial N-acetyl transferases. Acetyl-Sulfamethoxazole is excreted in urine. Both compounds can be used as a probe for the molecular percentage enrichement of liver extramitochondrial acetyl-CoA. Acetyl-Sulfamethoxazole can also be used as a reference for sulfamethoxazole impurity and waste determination.
InChi: InChI=1S/C12H13N3O4S/c1-8-7-12(14-19-8)15-20(17,18)11-5-3-10(4-6-11)13-9(2)16/h3-7H,1-2H3,(H,13,16)(H,14,15)
References: (1) T.B. Vree, et al.: Clin. Pharmacokinet. 3, 319 (1978) , (2) R.M. Hutabarat, et al.: Clin. Pharmacol. Ther. 49, 402 (1991) , (3) T. Heberer, et al.: Toxicol. Lett. 131, 5 (2002) , (4) T.A. Larsen, et al.: J. Biotechnol. 113, 295 (2004) , (5) K. Stein, et al.: Environ. Sci. Technol. 42, 6415 (2008)
InChi Key: GXPIUNZCALHVBA-UHFFFAOYSA-N
Smiles: CC(=O)NC1=CC=C(C=C1)S(=O)(=O)NC1=NOC(C)=C1

This is a metabolite of the sulfonamide bacteriostatic antibiotic sulfamethoxazole. Sulfamethoxazole is metabolized via acetylation, catalyzed by liver extramitochondrial N-acetyl transferases. Acetyl-Sulfamethoxazole is excreted in urine. Both compounds can be used as a probe for the molecular percentage enrichement of liver extramitochondrial acetyl-CoA. Acetyl-Sulfamethoxazole can also be used as a reference for sulfamethoxazole impurity and waste determination.

SKU: A0291 Category: Metabolites

Additional information

Additional information

Synonyms	N-{4-{[(5-Methyl-3-isoxazolyl)amino]sulfonyl}phenyl}acetamide, Sulfisomezole-N4-acetate, BRN 0285801, STX 606
Purity	≥99% (HPLC)
Appearance	White powder or crystals
CAS-Number	21312-10-7
Molecular Formula	C12H13N3O4S
Molecular Weight	295.3
Identity	1H-NMR
Solvents	chloroform
Smiles	CC(=O)NC1=CC=C(C=C1)S(=O)(=O)NC1=NOC(C)=C1
InChi Key	GXPIUNZCALHVBA-UHFFFAOYSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Transportation	Not dangerous goods
References	(1) T.B. Vree, et al.: Clin. Pharmacokinet. 3, 319 (1978), (2) R.M. Hutabarat, et al.: Clin. Pharmacol. Ther. 49, 402 (1991), (3) T. Heberer, et al.: Toxicol. Lett. 131, 5 (2002), (4) T.A. Larsen, et al.: J. Biotechnol. 113, 295 (2004), (5) K. Stein, et al.: Environ. Sci. Technol. 42, 6415 (2008)
InChi	InChI=1S/C12H13N3O4S/c1-8-7-12(14-19-8)15-20(17,18)11-5-3-10(4-6-11)13-9(2)16/h3-7H,1-2H3,(H,13,16)(H,14,15)
Quantity	10 mg, 50 mg, Bulk