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    N4-Acetylsulfamethoxazole

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      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

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

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

      Properties

      Solvents
      chloroform

      Documentation

      Safety Data Sheet (SDS)
      CDX A0291 MSDS.pdf
      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
      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.
      Smiles
      CC(=O)NC1=CC=C(C=C1)S(=O)(=O)NC1=NOC(C)=C1
      InChi Key
      GXPIUNZCALHVBA-UHFFFAOYSA-N
      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)

      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

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