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S0758

Sulfaphenazole

Name: Sulfaphenazole
Brand: SIGMA

≥98%, CYP2C9 inhibitor, powder

Synonym(s):

4-Amino-N-(1-phenyl-1H-pyrazol-5-yl)benzenesulfonamide

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About This Item

Empirical Formula (Hill Notation):

C₁₅H₁₄N₄O₂S

CAS Number:

526-08-9

Molecular Weight:

314.36

NACRES:

NA.77

PubChem Substance ID:

24278198

UNSPSC Code:

12352204

EC Number:

208-384-3

MDL number:

MFCD00057226

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Properties

Product Name

Sulfaphenazole, ≥98%

Quality Level

100

assay

≥98%

form

powder

solubility

ethanol: 25 mg/mL, clear, colorless to yellow

storage temp.

2-8°C

SMILES string

Nc1ccc(cc1)S(=O)(=O)Nc2ccnn2-c3ccccc3

InChI

1S/C15H14N4O2S/c16-12-6-8-14(9-7-12)22(20,21)18-15-10-11-17-19(15)13-4-2-1-3-5-13/h1-11,18H,16H2

InChI key

QWCJHSGMANYXCW-UHFFFAOYSA-N

Gene Information

human ... CYP2C18(1562), CYP2C19(1557), CYP2C9(1559)

Description

Application

Sulfaphenazole has been used as a positive control to inhibit cytochrome P450 2C9 (cyp2c9) to quantify Rhodiola rosea inhibition. It has also been used as cytochrome P450 2C9 (cyp2c9) inhibitor in endothelial cells and microsomal preparations.

Biochem/physiol Actions

Antibacterial. Specific inhibitor of CYP2C9. Blocks pro-inflammatory and atherogenic effects of linoleic acid (increase in oxidative stress and activation of AP-1) mediated by CYP2C9. Specific inhibitor of CYP2C9. Blocks pro-inflammatory and atherogenic effects of linoleic acid (increase in oxidative stress and activation of AP-1) mediated by CYP2C9. Inhibits bradykinin-induced tPA release.

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Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Noncompetitive inhibition of human CYP 2C9 in vitro by a commercial Rhodiola rosea product

Thu OKF, et al.

Pharmacology Research & Perspectives, 5(4), e00324-e00324 (2017)

Accelerating Drug Discovery Efforts for Trypanosomatidic Infections Using an Integrated Transnational Academic Drug Discovery Platform

Moraes CB, et al.

SLAS discovery, 24(3), 346-361 (2019)

In vivo active aldosterone synthase inhibitors with improved selectivity: lead optimization providing a series of pyridine substituted 3,4-dihydro-1H-quinolin-2-one derivatives.

Simon Lucas et al.

Journal of medicinal chemistry, 51(24), 8077-8087 (2008-12-04)

Pyridine substituted naphthalenes (e.g., I-III) constitute a class of potent inhibitors of aldosterone synthase (CYP11B2). To overcome the unwanted inhibition of the hepatic enzyme CYP1A2, we aimed at reducing the number of aromatic carbons of these molecules because aromaticity has

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Global Trade Item Number

SKU	GTIN
S0758-500G	04061834743132
S0758-5X1G	04061833343364
S0758-100G	04061834743118
S0758-1G	04061836830731
S0758-25G	04061834743125