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Documenti fondamentali

UC160

Sigma-Aldrich

4-Hydroxytolbutamide

≥98% (HPLC)

Sinonimo/i:

N-(Butylaminocarbonyl)-4-hydroxymethylbenzenesulfonamide

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About This Item

Formula empirica (notazione di Hill):
C12H18N2O4S
Numero CAS:
Peso molecolare:
286.35
Numero MDL:
Codice UNSPSC:
12161501
ID PubChem:
NACRES:
NA.77

Saggio

≥98% (HPLC)

Stato

solid

Colore

white

Punto di fusione

100-102 °C

Solubilità

ethanol: soluble 12 mg/mL
0.1 M NaOH: soluble 4 mg/mL
H2O: insoluble

Temperatura di conservazione

2-8°C

Stringa SMILE

CCCCNC(=O)NS(=O)(=O)c1ccc(CO)cc1

InChI

1S/C12H18N2O4S/c1-2-3-8-13-12(16)14-19(17,18)11-6-4-10(9-15)5-7-11/h4-7,15H,2-3,8-9H2,1H3,(H2,13,14,16)
SJRHYONYKZIRPM-UHFFFAOYSA-N

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Applicazioni

4-Hydroxytolbutamide has been used as a standard to assay the fungal biotransformation of tolbutamide to 4′-hydroxytolbutamide.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Altre note

Metabolite of tolbutamide; formed by the cytochrome CYP2CIIC8 and IIC9 subfamily of P450 enzymes.

Nota sulla preparazione

4-Hydroxytolbutamide is soluble in ethanol at 12 mg/mL and is also soluble in 0.1 M NaOH at 4 mg/ml. It is insoluble in water.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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Certificati d'analisi (COA)

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Sigma-Aldrich

77440

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Acetaminofene analytical standard

Sigma-Aldrich

A3035

Acetaminofene

Haihua Huang et al.
Applied microbiology and biotechnology, 72(3), 486-491 (2006-02-24)
The hypoglycemic drug tolbutamide is commonly used as a probe drug to evaluate CYP2C9 enzyme activity in terms of production of 4'-hydroxytolbutamide. In the present study, an initial screening of seven filamentous fungi was carried out to identify which was
D J Back et al.
British journal of pharmacology, 85(1), 121-126 (1985-05-01)
Tolbutamide has been used as a model drug for an examination of the effects of eleven substituted imidazole compounds on hepatic metabolism in vivo. The 1-substituted compounds 1-methylimidazole, miconazole, clotrimazole and ketoconazole produced marked alterations in tolbutamide kinetics (increased half-life
Use of tolbutamide as a substrate probe for human hepatic cytochrome P450 2C9.
J O Miners et al.
Methods in enzymology, 272, 139-145 (1996-01-01)
D J Back et al.
British journal of pharmacology, 81(3), 557-562 (1984-03-01)
The effects of various drugs on the pharmacokinetics of tolbutamide have been examined in the rat. Phenobarbitone pretreatment caused a significant decrease in half life and area under the curve (AUC) and a significant increase in clearance and volume of
A Rieutord et al.
Xenobiotica; the fate of foreign compounds in biological systems, 25(12), 1345-1354 (1995-12-01)
1. The metabolism of gliclazide to hydroxygliclazide has been investigated in Sprague-Dawley rat liver microsomes. 2. The kinetics of hydroxygliclazide formation are consistent with Michaelis-Menten kinetics (mean (+/- SD, n = 3) apparent K(m) and Vmax = 256 +/- 27

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