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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:
723-46-6
Molecular Weight:
253.28
Beilstein:
6732984
MDL number:
MFCD00010546
UNSPSC Code:
41116107
PubChem Substance ID:
329751182
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

sulfamethoxazole

manufacturer/tradename

USP

application(s)

pharmaceutical (small molecule)

format

neat

SMILES string

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

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)

InChI key

JLKIGFTWXXRPMT-UHFFFAOYSA-N

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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.

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

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.  ​

Other Notes

Sales restrictions may apply.

related product

Product No.
Description
Pricing

1631500

Sulfamethoxazole N4-glucoside, United States Pharmacopeia (USP) Reference Standard

Y0000412

Sulfamethoxazole impurity A, European Pharmacopoeia (EP) Reference Standard

Y0000413

Sulfamethoxazole impurity F, European Pharmacopoeia (EP) Reference Standard

S2100000

Sulfamethoxazole, European Pharmacopoeia (EP) Reference Standard

1631533

Sulfamethoxazole Related Compound C, United States Pharmacopeia (USP) Reference Standard

1631511

Sulfamethoxazole Related Compound A, United States Pharmacopeia (USP) Reference Standard

1631566

Sulfamethoxazole Related Compound F, United States Pharmacopeia (USP) Reference Standard

1631522

Sulfamethoxazole Related Compound B, United States Pharmacopeia (USP) Reference Standard

BP314

Sulfamethoxazole, British Pharmacopoeia (BP) Reference Standard

PHR2577

Sulfamethoxazole Related Compound C, Pharmaceutical Secondary Standard; Certified Reference Material

PHR2578

Sulfamethoxazole Impurity A

Pictograms

Health hazardEnvironment
GHS08,GHS09

Signal Word

Warning

Hazard Statements

H361fd,H411

Hazard Classifications

Aquatic Chronic 2 - Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

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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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)
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
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
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
Simone Larcher et al.
Applied microbiology and biotechnology, 96(2), 309-318 (2012-08-18)
Antibiotic compounds, like sulfamethoxazole (SMX), have become a concern in the aquatic environment due to the potential development of antibacterial resistances. Due to extensive consumption, excretion and disposal, SMX has been frequently detected in wastewaters and surface waters. This has
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