N-Acetyl Sulfamethoxazole - ≥98% , CAS No.21312-10-7

CAS: 21312-10-7 Cat. No.: N140734 Molecular Weight: 295.314 EC Number: 244-330-5

GRADE & PURITY ≥98%

Synonyms

N4-Acetylsulfamethoxazole, analytical standard | SULFAMETHOXAZOLE IMPURITY A [EP IMPURITY] | N-(4-(((5-Methylisoxazol-3-yl)amino)sulphonyl)phenyl)acetamide | Sulfamethoxazole impurity A, European Pharmacopoeia (EP) Reference Standard | N(4)-Acetylsulfulfa

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

N-Acetyl Sulfamethoxazole is a sulfamethoxazole metabolite.
A sulfamethoxazole metabolite.

Specifications

Synonyms

N4-Acetylsulfamethoxazole, analytical standard | SULFAMETHOXAZOLE IMPURITY A [EP IMPURITY] | N-(4-(((5-Methylisoxazol-3-yl)amino)sulphonyl)phenyl)acetamide | Sulfamethoxazole impurity A, European Pharmacopoeia (EP) Reference Standard | N(4)-Acetylsulfulfa

Specifications & Purity

≥98%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)NC(=O)C
• IUPAC Name: N-[4-[(5-methyl-1,2-oxazol-3-yl)sulfamoyl]phenyl]acetamide
• InChIKey: GXPIUNZCALHVBA-UHFFFAOYSA-N
• 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)
• Isomeric SMILES: CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)NC(=O)C
• Molecular Weight: 295.314
• Reaxy-Rn: 285801
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=285801&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzenesulfonamides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzenesulfonamides
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzenesulfonamides
• Alternative Parents: Benzenesulfonyl compounds Organosulfonamides Imidolactams Isoxazoles Heteroaromatic compounds Aminosulfonyl compounds Propargyl-type 1,3-dipolar organic compounds Oxacyclic compounds Carboximidic acids Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Benzenesulfonamide - Benzenesulfonyl group - Organosulfonic acid amide - Imidolactam - Azole - Isoxazole - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Heteroaromatic compound - Sulfonyl - Aminosulfonyl compound - Carboximidic acid - Carboximidic acid derivative - Oxacycle - Azacycle - Organoheterocyclic compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organosulfur compound - Organooxygen compound - Organic oxide - Hydrocarbon derivative - Organic oxygen compound - Organic nitrogen compound - Organopnictogen compound - Organonitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.
• External Descriptors: sulfonamide - isoxazoles

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in methanol. Insoluble in water.
• Molecular Weight: 295.320 g/mol
• XLogP3: 0.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 295.063 Da
• Monoisotopic Mass: 295.063 Da
• Topological Polar Surface Area: 110.000 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 440.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yufang Chen, Zhenhua Yan, Yan Zhang, Peiyuan Zhu, Runren Jiang, Min Wang, Yonghua Wang, Guanghua Lu.  (2023)  Co-exposure of microplastics and sulfamethoxazole propagated antibiotic resistance genes in sediments by regulating the microbial carbon metabolism.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:37951174] [10.1016/j.jhazmat.2023.132951]

2. Tong He, Peng Lei Cui, Shuai Zhang, Yu Hang Fan, Qiu Shi Jin, Jian Ping Wang.  (2023)  Development of a receptor based signal amplified fluorescence polarization assay for multi-detection of 35 sulfonamides in pork.  Food Chemistry-X,      [PMID:37780256] [10.1016/j.fochx.2023.100867]

3. Su Han Wang, Jian Ping Wang, Ning Peng Wu.  (2022)  Determination of 35 sulfonamides in pork by magnetic molecularly imprinted polymer-based dispersive solid-phase extraction and ultra-performance liquid chromatography photodiode array method.  JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE,  103  (4): (1954-1963).  [PMID:36347630] [10.1002/jsfa.12324]

4. Tong He, Jing Liu, Jian Ping Wang.  (2022)  Evolution of a natural dihydropteroate synthase and development of a signal amplified fluorescence method for detection of 44 sulfonamides in milk.  ANALYTICA CHIMICA ACTA,      [PMID:36328719] [10.1016/j.aca.2022.340481]

5. Tong He, Peng Lei Cui, Jing Liu, Cheng Feng, Jian Ping Wang.  (2022)  Production of a Natural Dihydropteroate Synthase and Development of a Signal-Amplified Pseudo-Immunoassay for the Determination of Sulfonamides in Pork.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:35225617] [10.1021/acs.jafc.2c00337]

6. Yuan Zhang, Félix Manuel Rosado-García, Yamila Puig Peña, Panagiotis Karanis, Xin Yu, Mingbao Feng, Chengsong Ye.  (2025)  Sulfonamide metabolites enhance resistance transmission via conjugative transfer pathways.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:40117768] [10.1016/j.jhazmat.2025.137932]