Sulfamethoxazole hydroxylamine

Base Information

• Chemical Name: Sulfamethoxazole hydroxylamine
• CAS No.: 114438-33-4
• Molecular Formula: C10H11 N3 O4 S
• Molecular Weight: 269.281
• European Community (EC) Number: 808-369-7
• NSC Number: 665547
• UNII: S4YF7G89MZ
• DSSTox Substance ID: DTXSID00150731
• Nikkaji Number: J370.404A
• Wikidata: Q27123888
• Metabolomics Workbench ID: 58509
• ChEMBL ID: CHEMBL1972802
• Mol file: 114438-33-4.mol

Synonyms:SMX-HA;sulfamethoxazole hydroxylamine;sulphamethoxazole hydroxylamine

Chemical Property of Sulfamethoxazole hydroxylamine

Chemical Property:

• Vapor Pressure: 6.64E-11mmHg at 25°C
• Melting Point: >130°C (dec.)
• Boiling Point: 502.2°Cat760mmHg
• PKA: 6.00±0.50(Predicted)
• Flash Point: 257.5°C
• PSA: 112.84000
• Density: 1.571g/cm³
• LogP: 2.81170
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 269.04702701
• Heavy Atom Count: 18
• Complexity: 362

Purity/Quality:

98%Min ^*data from raw suppliers

N-HydroxySulfamethoxazole ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38-43
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)NO
• Uses: A Sulfamethoxazole metabolite A Sulfamethoxazole metabolite.

Technology Process of Sulfamethoxazole hydroxylamine

There total 3 articles about Sulfamethoxazole hydroxylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

N-(5-methyl-isoxazol-3-yl)-4-nitro-benzenesulfonamide (29699-89-6) → sulphamethoxazole hydroxylamine (114438-33-4)

Guidance literature:

With triethyl phosphite; platinum(IV) oxide; for 4h;

DOI:10.1016/j.bcp.2005.04.023

Reference yield:

4-Nitrobenzenesulfonyl chloride (98-74-8) → sulphamethoxazole hydroxylamine (114438-33-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 24 h / 0 °C

2: sodium phosphinite / Pd/C / H₂O; tetrahydrofuran

With sodium hypophosphite; palladium on activated charcoal; In tetrahydrofuran; pyridine; water;

DOI:10.1016/S0960-894X(96)00260-0

Reference yield:

4-Nitrobenzenesulfonyl chloride (98-74-8) → sulphamethoxazole hydroxylamine (114438-33-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / triethyl phosphite / platinum oxide / 4 h

With triethyl phosphite; platinum(IV) oxide;

DOI:10.1016/j.bcp.2005.04.023

upstream raw materials:

N-(5-methyl-isoxazol-3-yl)-4-nitro-benzenesulfonamide

4-Nitrobenzenesulfonyl chloride

Downstream raw materials:

sulfamethoxazole

nitroso derivative of sulfamethoxazole

Refernces

• 1、 Castrejon, J. Luis,Lavergne, Sidonie N.,El-Sheikh, Ayman,Farrell, John,Maggs, James L.,Sabbani, Sunil,O'Neill, Paul M.,Kevin Park,Naisbitt, Dean J.. "Metabolic and chemical origins of cross-reactive immunological reactions to arylamine benzenesulfonamides: T-cell responses to hydroxylamine and nitroso derivatives". experimental part. p. 184 - 192. Retrieved 2011/02/16.