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Merck

1631001

USP

Sulfamethoxazole

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

4-Amino-N-(5-methyl-3-isoxazolyl)benzenesulfonamide, N1-(5-Methylisoxazol-3-yl)sulfanilamide

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About This Item

Empirical Formula (Hill Notation):
C10H11N3O3S
CAS Number:
Molecular Weight:
253.28
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
6732984

Product Name

Sulfamethoxazole, United States Pharmacopeia (USP) Reference Standard

InChI key

JLKIGFTWXXRPMT-UHFFFAOYSA-N

InChI

1S/C10H11N3O3S/c1-7-6-10(12-16-7)13-17(14,15)9-4-2-8(11)3-5-9/h2-6H,11H2,1H3,(H,12,13)

SMILES string

Cc1cc(NS(=O)(=O)c2ccc(N)cc2)no1

grade

pharmaceutical primary standard

API family

sulfamethoxazole

manufacturer/tradename

USP

application(s)

pharmaceutical (small molecule)

format

neat

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Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Application

Sulfamethoxazole USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:
  • Sulfamethoxazole Oral Suspension
  • Sulfamethoxazole and Trimethoprim Tablets
  • Sulfamethoxazole and Trimethoprim Injection
  • Sulfamethoxazole and Trimethoprim Oral Suspension

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Other Notes

Sales restrictions may apply.

pictograms

Health hazardEnvironment

signalword

Warning

Hazard Classifications

Aquatic Chronic 2 - Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 2


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Co-trimoxazole (trimethoprim-sulfamethoxazole): an updated review of its antibacterial activity and clinical efficacy.
G P Wormser et al.
Drugs, 24(6), 459-518 (1982-12-01)
D H Lawson et al.
Reviews of infectious diseases, 4(2), 429-433 (1982-03-01)
A comprehensive review is presented of the world literature on adverse reactions to trimethoprim-sulfamethoxazole (TMP-SMZ) since its first use in 1968, when concern was expressed about possible hematologic toxicity. Serious toxicity is a rare event, but when it occurs severe
Jih-Tay Hsu et al.
Journal of hazardous materials, 277, 34-43 (2014-03-19)
Antibiotics are commonly used in swine feed to treat and prevent disease, as well as to promote growth. Antibiotics released into the environment via wastewater could accelerate the emergence of antibiotic-resistant bacteria and resistance genes in the surrounding environment. In
Alejandro Hoberman et al.
The New England journal of medicine, 370(25), 2367-2376 (2014-05-06)
Children with febrile urinary tract infection commonly have vesicoureteral reflux. Because trial results have been limited and inconsistent, the use of antimicrobial prophylaxis to prevent recurrences in children with reflux remains controversial. In this 2-year, multisite, randomized, placebo-controlled trial involving
Trimethoprim-sulfamethoxazole-associated aseptic meningitis: case reports and review of the literature.
A M Joffe et al.
The American journal of medicine, 87(3), 332-338 (1989-09-01)

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