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Cat. No.: HY-135082

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N-Hydroxy sulfamethoxazole

Name: N-Hydroxy sulfamethoxazole
Brand: MedChemExpress
SKU: HY-135082
Price: 680.00 USD
Availability: InStock
Rating: 5 (1 reviews)

(Synonyms: Sulfamethoxazole hydroxylamine)

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N-Hydroxy sulfamethoxazole (Sulfamethoxazole hydroxylamine) is a Sulfamethoxazole (HY-B0322) metabolite formed by CYP2C9 oxidation that oxidizes hemoglobin to methemoglobin. N-Hydroxy sulfamethoxazole induces haptenation on the surface of viable leukocytes, neutrophil apoptosis, and inhibits neutrophil function. N-Hydroxy sulfamethoxazole is associated with hypersensitivity reactions and can be used in the study of hypersensitivity reactions.

For research use only. We do not sell to patients.

CAS No.: 114438-33-4
Formula: C₁₀H₁₁N₃O₄S
Molecular Weight:269.28

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Please store the product under the recommended conditions in the Certificate of Analysis.

N-Hydroxy sulfamethoxazole Chemical Structure

CAS No.: 114438-33-4

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Biological Activity

Description

In Vitro

ApoptosisInnate ImmunityOxidative StressOthers

Apoptosis

Innate Immunity

N-Hydroxy sulfamethoxazole (1-300 µM; 2-6 h) induces apoptosis in human neutrophils at 100-300 µM but not in lymphocytes^[1].

Innate Immunity

N-Hydroxy sulfamethoxazole (1-1000 µM; 1 h) haptenates viable human neutrophil and lymphocyte surfaces in a concentration-dependent manner, and this is reduced by glutathione^[1].
N-Hydroxy sulfamethoxazole (30 µM; 1 h) is reduced to SMX by human peripheral blood components, with red blood cells showing the highest reduction (12.1% at 30 µM after 1 h)^[1].

Innate Immunity

Oxidative Stress

N-Hydroxy sulfamethoxazole (1-300 µM) inhibits human neutrophil oxidative metabolism and Eugenol-induced glutathione depletion in a concentration-dependent manner^[1].
N-Hydroxy sulfamethoxazole (1-400 µM; 1 h) depletes glutathione in human lymphocytes and cysteine in plasma, while not depleting glutathione in intact neutrophils up to 400 µM^[1].

Others

N-Hydroxy sulfamethoxazole (1-1000 µM; 24 h) does not significantly bind unmodified human serum albumin but binds thiolated human serum albumin in a concentration-dependent manner^[1].
N-Hydroxy sulfamethoxazole (30-100 µM) induces concentration-dependent methaemoglobin formation in human red blood cells, reaching 26.1% at 100 µM^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

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Chemical Information

CAS No. 114438-33-4
Molecular Weight 269.28
Formula C₁₀H₁₁N₃O₄S
SMILES

O=S(=O)(NC1=NOC(=C1)C)C2=CC=C(C=C2)NO
Synonyms

Sulfamethoxazole hydroxylamine
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Room temperature in continental US; may vary elsewhere.
Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

References

[1]. Naisbitt DJ, et al. Cellular disposition of sulphamethoxazole and its metabolites: implications for hypersensitivity. British journal of pharmacology. 1999 Mar;126(6):1393-407.

[2]. Ott G, et al. Reduction of sulfamethoxazole hydroxylamine (SMX-HA) by the mitochondrial amidoxime reducing component (mARC). Chemical research in toxicology. 2014 Oct 20;27(10):1687-95.

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How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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N-Hydroxy sulfamethoxazole

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