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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:
127-69-5
Molecular Weight:
267.30
Beilstein:
6737262
EC Number:
204-858-9
MDL number:
MFCD00003150
UNSPSC Code:
12352200
PubChem Substance ID:
24899697

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

rat ... Ednra(24326)

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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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Charles E Ahlfors et al.
Clinica chimica acta; international journal of clinical chemistry, 365(1-2), 78-85 (2005-09-20)
Measuring plasma unbound bilirubin concentration by the peroxidase test is useful in the management of jaundiced newborns. However, the commercially available peroxidase technology is manual, and the unbound bilirubin may be seriously underestimated at the 42-fold sample dilution and single
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
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
Melina Mondelli et al.
Journal of inorganic biochemistry, 102(2), 285-292 (2007-11-03)
The synthesis, structural characterization, voltammetric experiments and antibacterial activity of [Ni(sulfisoxazole)(2)(H(2)O)(4)].2H(2)O and [Ni(sulfapyridine)(2)] were studied and compared with similar previously reported copper complexes. [Ni(sulfisoxazole)(2)(H(2)O)(4)].2H(2)O crystallized in a monoclinic system, space group C2/c where the nickel ion was in a slightly
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
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