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Sigma-Aldrich

Carboxytolbutamide

Synonym(e):

N-Butyl-N´-(4-carboxyphenylsulfonyl)urea

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About This Item

Empirische Formel (Hill-System):
C12H16N2O5S
CAS-Nummer:
2224-10-4
Molekulargewicht:
300.33
MDL-Nummer:
MFCD00272697
UNSPSC-Code:
12161501
PubChem Substanz-ID:
329827662
NACRES:
NA.77

Form

solid

Farbe

white

mp (Schmelzpunkt)

210-212 °C

Löslichkeit

methanol: soluble

Lagertemp.

2-8°C

SMILES String

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

InChI

1S/C12H16N2O5S/c1-2-3-8-13-12(17)14-20(18,19)10-6-4-9(5-7-10)11(15)16/h4-7H,2-3,8H2,1H3,(H,15,16)(H2,13,14,17)

InChIKey

GCMVATDSSHTCOS-UHFFFAOYSA-N

Anwendung

Carboxytolbutamide has been used as a standard to determine tolbutamide metabolites in urine samples.

Biochem./physiol. Wirkung

In vivo tolbutamide metabolite. Major urinary metabolite of tolbutamide.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Angaben zur Herstellung

Carboxytolbutamide is soluble in methanol.

Piktogramme

Corrosion
GHS05

Signalwort

Danger

H-Sätze

H318

Gefahreneinstufungen

Eye Dam. 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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E W Cate et al.
Journal of clinical pharmacology, 26(5), 372-377 (1986-05-01)
This study was designed to compare the effects of equivalent therapeutic doses of two H2 antagonists, cimetidine and ranitidine, on tolbutamide pharmacokinetics. Twelve healthy men were given a 1-g oral dose of tolbutamide on three occasions. Subjects were randomly assigned
T Y Nelson et al.
The Journal of biological chemistry, 262(6), 2608-2612 (1987-02-25)
The mechanisms by which glyburide and tolbutamide signal insulin secretion were examined using a beta cell line (Hamster insulin-secreting tumor (HIT) cells). Insulin secretion was measured in static incubations, free cytosolic Ca2+ concentration ([Ca2+]i) was monitored in quin 2-loaded cells
M A Bruce et al.
Drug metabolism and disposition: the biological fate of chemicals, 29(7), 1023-1028 (2001-06-16)
The in vivo effects of oral clarithromycin administration on the in vivo activity of cytochrome P450 1A2, 2C9, and 2D6 were determined. The cytochrome P450 probes caffeine (CYP1A2), tolbutamide (CYP2C9), and dextromethorphan (CYP2D6) were administered as an oral cocktail prior
G A Cook
The Journal of biological chemistry, 262(11), 4968-4972 (1987-04-15)
The hypoglycemic sulfonylureas glyburide and tolbutamide were found to be excellent inhibitors of the rat liver, heart, and skeletal muscle carnitine palmitoyltransferases, but glyburide was by far the most potent inhibitor. Carboxytolbutamide, a sulfonylurea that has no hypoglycemic effect, produced
Joanne C Krupa et al.
The Biochemical journal, 361(Pt 3), 613-619 (2002-01-23)
The ability of the lysosomal cysteine protease cathepsin B to function as a peptidyldipeptidase (removing C-terminal dipeptides) has been attributed to the presence of two histidine residues (His(110) and His(111)) present in the occluding loop, an extra peptide segment located
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