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T3452

Sigma-Aldrich

Toloxatone

≥98% (HPLC), solid

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C11H13NO3
Numero CAS:
Peso molecolare:
207.23
Numero CE:
Numero MDL:
Codice UNSPSC:
12161501
ID PubChem:
NACRES:
NA.77

Saggio

≥98% (HPLC)

Forma fisica

solid

Condizioni di stoccaggio

desiccated

Solubilità

DMSO: >10 mg/mL

Temperatura di conservazione

2-8°C

Stringa SMILE

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
MXUNKHLAEDCYJL-UHFFFAOYSA-N

Azioni biochim/fisiol

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.

Nota sulla preparazione

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

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


Certificati d'analisi (COA)

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M L Kaltenbach et al.
Alcoholism, clinical and experimental research, 23(5), 885-890 (1999-06-17)
The pharmacokinetics of toloxatone and ethanol were determined in plasma and cerebrospinal fluid of conscious rabbits. According to a cross-over design, rabbits (n = 5) randomly received on three separate occasions either toloxatone (5 mg/kg), ethanol (1 g/kg), or toloxatone
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
P Lemoine et al.
Psychopharmacology, 106 Suppl, S118-S119 (1992-01-01)
A double-blind comparison of moclobemide and toloxatone was performed in adult out-patients diagnosed as suffering from a major depressive disorder. Parallel groups of patients received moclobemide, 450 mg/day (n = 135) or toloxatone, 1000 mg/day (n = 133) for 28
Geum Seok Jeong et al.
Molecules (Basel, Switzerland), 25(17) (2020-08-30)
Eight compounds were isolated from the roots of Glycyrrhiza uralensis and tested for cholinesterase (ChE) and monoamine oxidase (MAO) inhibitory activities. The coumarin glycyrol (GC) effectively inhibited butyrylcholinesterase (BChE) and acetylcholinesterase (AChE) with IC50 values of 7.22 and 14.77 µM
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

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