Chemical Property of Sulfamethoxazole
Chemical Property:
- Appearance/Colour:Crystals or white powder
- Melting Point:166 °C
- Refractive Index:1.6630 (estimate)
- Boiling Point:482.1 °C at 760 mmHg
- PKA:pKa 5.60±0.05 (Uncertain)
- Flash Point:245.4 °C
- PSA：106.60000
- Density:1.462 g/cm3
- LogP:3.10100
- Storage Temp.:0-6°C
- Sensitive.:Light Sensitive
- Solubility.:Practically insoluble in water, freely soluble in acetone, sparingly soluble in ethanol (96 per cent). It dissolves in dilute solutions of sodium hydroxide and in dilute acids.
- Water Solubility.:Soluble in ethanol or acetone. Very slightly soluble in water
- XLogP3:0.9
- Hydrogen Bond Donor Count:2
- Hydrogen Bond Acceptor Count:6
- Rotatable Bond Count:3
- Exact Mass:253.05211239
- Heavy Atom Count:17
- Complexity:346
- Purity/Quality:
-
99.7% *data from raw suppliers
Sulfamethoxazole *data from reagent suppliers
Safty Information:
- Pictogram(s):
Xn, 
Xi
- Hazard Codes:Xi,Xn
- Statements:
36/37/38-43-22
- Safety Statements:
26-36-36/37/39-22
- MSDS Files:
-
SDS file from LookChem
Total 1 MSDS from other Authors
Useful:
- Canonical SMILES:CC1=CC(=NO1)NS(=O)(=O)C2=CC=C(C=C2)N
- Recent ClinicalTrials:Collaborative Urological Prosthetics Investigation Directive Research Group
- Recent EU Clinical Trials:A Multicenter, Open-Label, Evaluator-Blinded, Randomized Study to Evaluate the Safety and Tolerability of Single-Dose IV Oritavancin Versus Standard of Care for the Treatment of Pediatric Subjects with Acute Bacterial Skin And Skin Structure Infections
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Uses
As an antimicrobial agent, it is particularly effective in treating Staphylococcus aureus and E. coli. It is mainly used for the treatment of fowl cholera.
It can be used as anti-infective drug and can be used for the treatment and prevention of acute and chronic urinary tract infections, respiratory infections, intestinal infections, Salmonella infections, children acute otitis media, and meningitis. An antibacterial drug. Sulfonamide antibiotic that blocks the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. antibacterial, antipneumocystis An antibacterial drug. Sulfonamide antibiotic that blocks the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase.Sulfamethoxazole is a contaminant of emerging concern (CECs).
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Production method
It can be produced from 5-methyl-isobutyl-3-carboxamide via degradation, condensation and hydrolysis successively.
Use 5-methyl-isobutyl-3-carboxamide as raw materials, it is degraded into 5-methyl-isoxazol-3 amine under the action of sodium hypochlorite solution, then condense with para-acetamidophenoxymethyl chloride to generate 3-(p-acetamide benzenesulfonamido)-5-methylisoxazole with further hydrolysis under alkaline conditions to give 3-(p-amino benzenesulfonamido)-5-methylisoxazole.
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Description
Like sulfisoxazole, this drug is effective in treating infections caused by streptococci,
gonococci, pneumococci, staphylococci as well as colon bacillus. Unlike sulfisoxazole,
only about 70% of it binds with proteins in the plasma after oral administration, and it
diffuses mostly to tissues and tissue fluids. However, since it is removed much slower
than sulfisoxazole, it does not require frequent administration and is also the drug of
choice for many systemic infections. Moreover, it is an ingredient of a combined drug
named bactrim, biseptol, and so on (which will be examined later on), which has a fixed
correlation with trimethoprim. Synonyms of this drug are gantanol, sinomin, sulfisomezole,
and others.
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Clinical Use
Sulfamethoxazole is used only in combination with the
diaminopyrimidine trimethoprim.
