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S6377

Sigma-Aldrich

Sulfisoxazole

≥99.0%

Synonym(s):

4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulfonamide, N1-(3,4-Dimethyl-5-isoxazolyl)sulfanilamide, Sulfafurazole

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About This Item

Empirical Formula (Hill Notation):
C11H13N3O3S
CAS Number:
Molecular Weight:
267.30
Beilstein:
6737262
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

Assay

≥99.0%

solubility

acetone: complete 50 mg/ml
10% HCl: complete 33 mg/mL, clear, colorless to faintly yellow
alcohol: slightly soluble
chloroform: insoluble

originator

Roche

storage temp.

2-8°C

SMILES string

Cc1noc(NS(=O)(=O)c2ccc(N)cc2)c1C

InChI

1S/C11H13N3O3S/c1-7-8(2)13-17-11(7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6,14H,12H2,1-2H3

InChI key

NHUHCSRWZMLRLA-UHFFFAOYSA-N

Gene Information

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Application

Sulfisoxazole was one of the antibiotics tested on bacterial reporter panel that gave information on pollution load on the environment.11

Biochem/physiol Actions

Sulfisoxazole, a sulfonamide, is an antibacterial agent that acts by inhibiting the folic acid metabolism.1 It is also a non-selective endothelin antagonist. It is effective in the treatment of recurrent acute otitis media and also in rendering protection to retina against ischemic-like insults.2,3

Features and Benefits

This compound was developed by Roche. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Sahar Melamed et al.
Microbial biotechnology, 5(4), 536-548 (2012-03-06)
The ever-growing use of pharmaceutical compounds, including antibacterial substances, poses a substantial pollution load on the environment. Such compounds can compromise water quality, contaminate soils, livestock and crops, enhance resistance of microorganisms to antibiotic substances, and hamper human health. We
I Varsano et al.
American journal of diseases of children (1960), 139(6), 632-635 (1985-06-01)
The efficacy of sulfisoxazole prophylaxis was evaluated in 32 otitis-prone children in a double-blind cross-over clinical trial. During the sulfisoxazole therapy, seven patients (22%) had nine episodes of acute otitis media (AOM) while 20 patients (63%) receiving placebo had 36
B Ward et al.
Epidemiology and infection, 129(2), 287-293 (2002-10-31)
We investigated an outbreak of 54 cases of Salmonella Typhimurium phage type 9 (STM9) with a specific antibiotic resistance pattern. We used sequential analytic studies: two retrospective cohort studies, a case-control study, and a modified case-control study. An outbreak of
Hanne T Soligard et al.
Pediatric research, 67(6), 614-618 (2010-03-11)
Ibuprofen binds to plasma albumin and could interfere with the binding of bilirubin in jaundiced newborn infants. Most clinical studies have not shown increased concentrations of unbound bilirubin (UB) in plasma from infants treated with ibuprofen for a patent ductus
Katrijn Cobbaut et al.
Foodborne pathogens and disease, 8(6), 719-724 (2011-03-09)
During a Escherichia coli O157 prevalence study on cattle farms, 324 E. coli O157 isolates were collected from 68 out of 180 cattle farms. All isolates harbored the eaeA gene and the enterohemolysin (ehxA) gene. The majority of the strains

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