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Merck
CN

T3452

Toloxatone

≥98% (HPLC), solid

别名:

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

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关于此项目

经验公式(希尔记法):
C11H13NO3
化学文摘社编号:
分子量:
207.23
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12161501
EC Number:
249-522-2
MDL number:
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产品名称

Toloxatone, ≥98% (HPLC), solid

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

InChI key

MXUNKHLAEDCYJL-UHFFFAOYSA-N

SMILES string

Cc1cccc(c1)N2CC(CO)OC2=O

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

Quality Level

Biochem/physiol Actions

Toloxatone is a reversible monoamine oxidase A inhibitor (MAOI) and antidepressant.
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.

Preparation Note

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

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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分析证书(COA)

Lot/Batch Number

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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
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
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
Seung Cheol Baek et al.
Bioorganic chemistry, 83, 317-325 (2018-11-06)
Three flavanones and two flavones were isolated from the leaves of Prunus padus var. seoulensis by the activity-guided screening for new monoamine oxidase (MAO) inhibitors. Among the compounds isolated, rhamnocitrin (5) was found to potently and selectively inhibit human MAO-A

商品

Serotonin is stored in cells and metabolized by MAO, influencing CNS, GI, and platelet functions.

血清素(5-羟色胺)主要存在于三种主要细胞类型中:i)中杻神经系统(CNS)和肠肌间神经丛中的血清素能神经元,ii)胃肠道粘膜中的肠嗜铬细胞,和iii)血小板。血清素的代谢主要通过外部线粒体膜酶单胺氧化酶(MAO)进行,它以两种分子亚型存在,分别称为MAO-A和MAO-B。

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