UC160
4-Hydroxytolbutamide
≥98% (HPLC)
Synonym(s):
N-(Butylaminocarbonyl)-4-hydroxymethylbenzenesulfonamide
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About This Item
Empirical Formula (Hill Notation):
C12H18N2O4S
CAS Number:
Molecular Weight:
286.35
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12161501
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
assay
≥98% (HPLC)
form
solid
color
white
mp
100-102 °C
solubility
ethanol: soluble 12 mg/mL, 0.1 M NaOH: soluble 4 mg/mL, H2O: insoluble
storage temp.
2-8°C
SMILES string
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)
InChI key
SJRHYONYKZIRPM-UHFFFAOYSA-N
Application
4-Hydroxytolbutamide has been used as a standard to assay the fungal biotransformation of tolbutamide to 4′-hydroxytolbutamide.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Preparation Note
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.
Other Notes
Metabolite of tolbutamide; formed by the cytochrome CYP2CIIC8 and IIC9 subfamily of P450 enzymes.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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)
Alexander Jetter et al.
European journal of clinical pharmacology, 60(3), 165-171 (2004-03-27)
The hypoglycaemic drug tolbutamide is used for assessment of CYP2C9 activity in vivo. However, therapeutically active doses of 500 mg bear the risk of hypoglycaemia, and a tolbutamide-derived parameter based on a single plasma or urine concentration reflecting CYP2C9 activity
Biotransformation of tolbutamide to 4'-hydroxytolbutamide by the fungus Cunninghamella blakesleeana.
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
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
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
Related Content
Global Trade Item Number
| SKU | GTIN |
|---|---|
| UC160-10MG | 04061837410161 |
| UC160-5MG | 04061837410178 |
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