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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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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
Charles E Ahlfors
The Journal of pediatrics, 144(3), 386-388 (2004-03-06)
Ibuprofen is used for closing the ductus arteriosus in premature newborn infants. Ibuprofen interferes with bilirubin-albumin binding and increases the unbound bilirubin in pooled newborn plasma to levels similar to those produced by sulfisoxazole, a drug that causes kernicterus in
Reply to 'Sulfisoxazole does not inhibit the secretion of small extracellular vesicles'.
Chan-Hyeong Lee et al.
Nature communications, 12(1), 976-976 (2021-02-14)
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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