114438-33-4

Basic information

• Product Name: sulfamethoxazole hydroxylamine
• Synonyms: Sulphamethoxazole hydroxylamine 95%;3-(4-Hydroxylamino phenylsulfonamido)-5-methylisoxazole;Aids029420;Aids-029420;Benzenesulfonamide, 4-(hydroxyamino)-N-(5-methyl-3-isoxazolyl)-;Hydroxylamine of sulfamethoxazole;Nsc665547;N-Hydroxy Sulfamethoxazole
• CAS NO: 114438-33-4
• Molecular Formula: C₁₀H₁₁N₃O₄S
• Molecular Weight: 269.28
• Product Categories: Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Sulfur & Selenium Compounds;Heterocycles, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals, Sulfur & Selenium Compounds
• Mol File: 114438-33-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: >130°C (dec.)
• Boiling Point: 502.2°Cat760mmHg
• Flash Point: 257.5°C
• Appearance: /
• Density: 1.571g/cm³
• Vapor Pressure: 6.64E-11mmHg at 25°C
• Refractive Index: 1.67
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 6.00±0.50(Predicted)
• BRN: 6336217
• CAS DataBase Reference: sulfamethoxazole hydroxylamine(CAS DataBase Reference)
• NIST Chemistry Reference: sulfamethoxazole hydroxylamine(114438-33-4)
• EPA Substance Registry System: sulfamethoxazole hydroxylamine(114438-33-4)

Safety Data

• Statements: 36/37/38-43
• Safety Statements: 26-36/37
• WGK Germany: 3
• RTECS: DB2700000
• Hazardous Substances Data: 114438-33-4(Hazardous Substances Data)

Usage

Chemical Properties

Off-White to Pale Yellow Solid

Uses

Different sources of media describe the Uses of 114438-33-4 differently. You can refer to the following data:
1. A Sulfamethoxazole metabolite
2. A Sulfamethoxazole metabolite.

Definition

ChEBI: A sulfonamide compound having a 4-hydroxylaminophenyl group attached to the sulfur atom and a 1,2-oxazol-3-yl group attached to the nitrogen atom.

InChI:InChI=1/C10H11N3O4S/c1-7-6-10(12-17-7)13-18(15,16)9-4-2-8(11-14)3-5-9/h2-6,11,14H,1H3,(H,12,13)

Upstream product

• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 29699-89-6 N-(5-methyl-isoxazol-3-yl)-4-nitro-benzenesulfonamide 

Downstream Products

• 723-46-6 sulfamethoxazole 
• 131549-85-4 nitroso derivative of sulfamethoxazole 

Relevant articles and documents

Synthesis and reactions of nitroso sulphamethoxazole with biological nucleophiles: Implications for immune mediated toxicity

Sulphamethoxazole hydroxylamine (SMX-NHOH) and nitroso sulphamethoxazole (SMX-NO) were prepared by a modified literature procedure. SMX-NO produced a complex set of unstable intermediates with sulphur nucleophiles, but did not react with amino containing compounds. No reactions were observed between sulphamethoxazole (SMX) / SMX-NHOH and the nucleophiles used in this study. Thus antigens formed from N-oxidation of SMX are likely to be unstable in vivo.

Reactive oxygen species generation and its role in the differential cytotoxicity of the arylhydroxylamine metabolites of sulfamethoxazole and dapsone in normal human epidermal keratinocytes

Cutaneous drug reactions (CDR) are responsible for numerous minor to life-threatening complications. Though the exact mechanism for CDR is not completely understood, evidence suggests that bioactivation of drugs to reactive oxygen or nitrogen species is a