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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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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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
B Mallesham et al.
Organic letters, 5(7), 963-965 (2003-03-28)
[reaction: see text] Coupling of a variety of substituted aryl bromides with oxazolidinones has been achieved using the Buchwald protocol for the amidation of aryl halides. This procedure is exemplified by the synthesis of two medicinally important molecules, linezolid and
Roberto Di Santo et al.
Journal of medicinal chemistry, 48(13), 4220-4223 (2005-06-25)
Pyrrolylethanoneamines 1-12, 18-23 and related amino alcohols 13-15, 24-27 were synthesized and tested against monoamine oxidases A and B (MAO-A and MAO-B) enzymes. In general, aminoketones 1-12, 18-23 were found to be potent and selective MAO-A inhibitors. In particular, 18
D Pateron et al.
Gastroenterologie clinique et biologique, 14(5), 504-506 (1990-01-01)
We report two cases of fulminant hepatitis which might be due to toloxatone, a new type-A monoamine oxidase inhibitor. Hepatitis occurred 20 days after the beginning of toloxatone administration in the first case and 138 days after the reintroduction of

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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