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Merck

T0891

Tolbutamide

analytical standard

Synonym(s):

1-Butyl-3-(4-methylphenylsulfonyl)urea, N-[(Butylamino)carbonyl]-4-methylbenzenesulfonamide

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About This Item

Empirical Formula (Hill Notation):
C12H18N2O3S
CAS Number:
64-77-7
Molecular Weight:
270.35
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329826629
EC Number:
200-594-3
Beilstein/REAXYS Number:
1984428
MDL number:
MFCD00027169

Product Name

Tolbutamide, analytical standard

InChI key

JLRGJRBPOGGCBT-UHFFFAOYSA-N

InChI

1S/C12H18N2O3S/c1-3-4-9-13-12(15)14-18(16,17)11-7-5-10(2)6-8-11/h5-8H,3-4,9H2,1-2H3,(H2,13,14,15)

SMILES string

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

biological source

synthetic (organic)

grade

analytical standard

assay

97.0-103.0%

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

solubility

ethanol: 50 mg/mL, clear, colorless

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

Quality Level

200

Gene Information

human ... ABCC8(6833), ALB(213), CYP1A2(1544), CYP2C9(1559), EPHX2(2053), KCNJ1(3758), KCNJ11(3767)
mouse ... Ephx2(13850)

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Anti-diabetic agent. Metabolized by CYP2C9 (tolbutamide hydroxylase).

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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Certificates of Analysis (COA)

Lot/Batch Number
0000519521
0000519521
0000495888
0000495890
0000495890

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Kevin S C Hamming et al.
Diabetes, 59(7), 1686-1693 (2010-04-24)
The sodium-calcium exchanger isoform 1 (NCX1) regulates cytoplasmic calcium (Ca(2+)(c)) required for insulin secretion in beta-cells. NCX1 is alternatively spliced, resulting in the expression of splice variants in different tissues such as NCX1.3 and -1.7 in beta-cells. As pharmacological inhibitors
Ruurdtje Hoekstra et al.
Drug metabolism and disposition: the biological fate of chemicals, 41(3), 562-567 (2012-12-15)
The human liver cell line HepaRG has been recognized as a promising source for in vitro testing of metabolism and toxicity of compounds. However, currently the hepatic differentiation of these cells relies on exposure to dimethylsulfoxide (DMSO), which, as a
Ioannis Eleftherianos et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(29), 12024-12029 (2011-07-02)
The effects of the cellular environment on innate immunity remain poorly characterized. Here, we show that in Drosophila ATP-sensitive potassium channels (K(ATP)) mediate resistance to a cardiotropic RNA virus, Flock House virus (FHV). FHV viral load in the heart rapidly
Jingwen Gao et al.
Journal of ethnopharmacology, 145(2), 566-572 (2012-12-05)
Cooked rhubarb and wine processed rhubarb are the processed rhubarbs of raw rhizomes from Rheum palmatum L., Rheum tanguticum Maxim. ex Balf. or Rheum officinale Baill. They are clinically used in traditional Chinese medicine to compose anti-diabetic formulas and remove
Jean-Claude Henquin et al.
Diabetes, 62(5), 1689-1696 (2013-01-01)
Congenital hyperinsulinism causes persistent hypoglycemia in neonates and infants. Most often, uncontrolled insulin secretion (IS) results from a lack of functional K(ATP) channels in all β-cells or only in β-cells within a resectable focal lesion. In more rare cases, without
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Product Information Sheet - T0891

Product Information Sheet

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