Toloxaton

Toloxatone

HCID 34521CAS 29218-27-7

Grundinformationen

Standard-SMILES
Cc1cccc(N2CC(CO)OC2=O)c1
InChIKey
MXUNKHLAEDCYJL-UHFFFAOYSA-N
Summenformel
C11H13NO3
Durchschnittliche Molmasse
207,23 g/mol
Monoisotopische Masse
207,08954328

Überblick

5-(hydroxymethyl)-3-(3-methylphenyl)-1,3-oxazolidin-2-one is a member of the class of oxazolidinones that is 5-(hydroxymethyl)-1,3-oxazolidin-2-one substituted by a 3-methylphenyl group at position 3. It is a primary alcohol, a member of toluenes and an oxazolidinone.

Namen und Bezeichner

Bevorzugter Name
Toloxatone
IUPAC
5-(hydroxymethyl)-3-(3-methylphenyl)-1,3-oxazolidin-2-one
Lokaler Name
Toloxaton
Englischer Name
Toloxatone
Summenformel
C11H13NO3
Molmasse
207.23

Namen und Synonyme

Toloxatone29218-27-7HumorylPerenumToloxatona5-(Hydroxymethyl)-3-(3-methylphenyl)-2-oxazolidinoneToloxatonumTaloxotoneDelalande 692765-Hydroxymethyl-3-(m-tolyl)-2-oxazolidinoneDTXSID408654785T206015T5
Weitere Namen anzeigen
69276MDToloxatone USP/EP/BPToloxatone - MD 69276Toloxatone, 10 mM in DMSO
MD-69276(3-methyl)-3-phenyl-5-hydroxymethyl-2-oxazolidinoneRefChem:898548DTXCID10813880N06AG03CHEBI:134870249-522-25-(Hydroxymethyl)-3-(m-tolyl)oxazolidin-2-one

Datenbank-Bezeichner

CAS
29218-27-7
PubChem CID
34521
DTXSID
DTXSID40865478
ChEMBL
CHEMBL18116
ChEBI
CHEBI:156575
UNII
5T206015T5
EC Number
249-522-2
Nikkaji
J21.701H

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,2
Polarare Oberfläche (TPSA)
49,8 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
2
Schwere Atome
15

Physikochemische Eigenschaften

Schmelzpunkt
76 ° · 76°
Siedepunkt
358.9 · 358.9±21.0 °C(Predicted)
Dichte
1.245 · 1.245±0.06 g/cm3(Predicted)
storage temp.
2 · Inert atmosphere,2-8°C
Löslichkeit
10 mg/mL · DMSO: >10mg/mL
Aggregatzustand
solid

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Sicherheitsdaten

wgk
3
ridadr
3249
RTECS-Nr.
RQ2867500
risk_code
22
Toxizität
LD50 orally in mice (mg/kg): 1850 (Fauran); also reported as 1500 (Raynaud)
hazard_code
Xn

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

N - Nervous system

QN - Nervous system

PharmacodynamicsThis drug has been shown to help manage the symptoms of depression by maintaining neuro-synaptic levels of serotonin and catecholamines while regulating their metabolism, which leads to relief of depressive symptoms.
Mechanism of Action · 1 Eintrag

This medication is a reversible inhibitor of monoamine oxidase type-A (also known as RIMA). MAO-A can be found in norepinephrinergic and serotonergic neurons and regulates the metabolism of serotonin and catecholamines, allowing for increased circulation in the synaptic cleft. Traditional monoamine oxidase inhibitors irreversibly inhibit monoamine oxidase and therefore, side effects, drug interactions, and food interactions persist as long as 2-3 weeks after discontinuing toloxatone. The elevation of serotonin and norepinephrine levels occurs rapidly after medication administration. However, the therapeutic relief of depressive symptoms requires weeks of daily treatment to observe results. Selective and reversible MAO-A inhibitors are more effective in treating major depression without several of the drug and food interactions associated with traditional monoamine oxidase inhibitors.

Biological Half-Life1-3 h
MeSH Pharmacological Classification · 2 Einträge

Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems.

A chemically heterogeneous group of drugs that have in common the ability to block oxidative deamination of naturally occurring monoamines. (From Gilman, et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p414)

Absorption, Distribution and Excretion · 2 Einträge

Mainly hepatic 1% of drug is excreted unchanged in the urine

High hepatic excretion rate

Anwendungen · 2 Einträge

BeschreibungToloxatone is a selective, reversible and competitive inhibitor of type A monoamine oxidase (MAO-A) which shows clinical utility as an antidepressant. It is reportedly free of the "cheese effect" in man, possibly due to the reversible nature of its inhibitory effect on intestinal MAO-A in the presence of high concentrations of tyramine.

VerwendenToloxatone is a monoamine oxidase-A (MAO-A) inhibitor.

Vor- und nachgelagerte Produkte

Anbieter35 Anbieter

成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
安耐吉化学&3A(安徽泽升科技有限公司)021-58432009 400-005-6266 · [email protected]

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