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T3452

Sigma-Aldrich

Toloxatone

≥98% (HPLC), solid

Synonym(e):

5-(hydroxymethyl)-3-(3-methylphenyl)-2-oxazolidinone, Humoryl

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About This Item

Empirische Formel (Hill-System):
C11H13NO3
CAS-Nummer:
29218-27-7
Molekulargewicht:
207.23
EG-Nummer:
249-522-2
MDL-Nummer:
MFCD00865391
UNSPSC-Code:
12161501
PubChem Substanz-ID:
329826767
NACRES:
NA.77

Assay

≥98% (HPLC)

Form

solid

Lagerbedingungen

desiccated

Löslichkeit

DMSO: >10 mg/mL

Lagertemp.

2-8°C

SMILES String

Cc1cccc(c1)N2CC(CO)OC2=O

InChI

1S/C11H13NO3/c1-8-3-2-4-9(5-8)12-6-10(7-13)15-11(12)14/h2-5,10,13H,6-7H2,1H3

InChIKey

MXUNKHLAEDCYJL-UHFFFAOYSA-N

Biochem./physiol. Wirkung

Toloxatone is a reversible monoamine oxidase A inhibitor (MAOI) and antidepressant. Toloxatone belongs to the aryloxazolidinones, a relatively new class of reversible monoamine oxidase A inhibitors (MAOI). Studies show that derivatives such as 3-aryloxazolidin-2-one (oxazolidinones), which are regularly used to treat gram positive infections, represent a new class of reversible as well as irreversible inhibitors for MAO-A and MAO-B enzymes that are able to inhibit protein synthesis and also used for neurodegenerative-type pathologies.

Angaben zur Herstellung

Toloxatone is soluble in DMSO at a concentration that is greater than 10 mg/ml.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

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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S Vandel et al.
European journal of clinical pharmacology, 44(1), 97-99 (1993-01-01)
The possibility of a pharmacokinetic interaction between amitriptyline and toloxatone (a new MAOI-A) has been studied in 17 depressed in-patients. Amitriptyline and its demethylated and hydroxylated metabolites in blood and urine were measured at steady state after the administration of
R Vistelle et al.
Journal of chromatography, 490(2), 387-394 (1989-05-30)
A simplified, rapid high-performance liquid chromatographic procedure has been developed for the measurement of toloxatone in rabbit plasma and cerebrospinal fluid. The method involves a single-step extraction of the alkalinized sample with diethyl ether and analysis of the evaporated extract
Jeong Hyun Heo et al.
Scientific reports, 10(1), 21695-21695 (2020-12-12)
Cholinesterase (ChE) and monoamine oxidase (MAO) inhibitors have been attracted as candidate treatments for Alzheimer's disease (AD). Fifteen khellactone-type coumarins from the roots of Peucedanum japonicum Thunberg were tested for acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and MAO inhibitory activities. Compound 3'-angeloyl-4'-(2-methylbutyryl)khellactone
Robert Skibiński et al.
Saudi pharmaceutical journal : SPJ : the official publication of the Saudi Pharmaceutical Society, 26(4), 467-480 (2018-05-31)
Forced degradation of toloxatone in solutions under basic, acidic, neutral, photo UV-VIS, photo UVC and oxidative stress conditions was investigated and structural elucidation of its degradation products was performed with the use of UHPLC system coupled ESI-Q-TOF mass spectrometer. Eight
S Vajta et al.
Journal of chromatography, 311(2), 329-337 (1984-11-28)
A method for the analytical and micropreparative separation of toloxatone and its urinary metabolites in man is described. Toloxatone was given as an aqueous solution and was labelled with 14C. Following solvent extraction of urine, before and after enzymatic hydrolysis
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