Toloxatone

Names

[ Name ]:
Toloxatone

[Synonym ]:
5-(hydroxymethyl)-3-(3-methylphenyl)-2-oxazolidinone Humoryl
Toloxatone
5-(Hydroxymethyl)-3-(m-tolyl)oxazolidin-2-one
5-hydroxymethyl-3-(3-methylphenyl)-2-oxazolidinone
ToloxatonetoloxatonetoloxatoneToloxatone
Perenum
EINECS 249-522-2
MFCD00865391
Humoryl
5-(hydroxymethyl)-3-m-tolyl-2-oxazolidinone
5-Hydroxymethyl-3-(3-methylphenyl)oxazolidin-2-one

Biological Activity

[Description]:

Toloxatone (MD 69276) is a reversible monoamine oxidase A (MAOA) inhibitor[1]. Antidepressant[1].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> Monoamine Oxidase

Research Areas >> Neurological Disease

[Target]

MAOA[1]

[References]

[1]. FMoureau, et al. A reversible monoamine oxidase inhibitor, toloxatone: spectrophotometric and molecular orbital studies of the interaction with flavin adenine dinucleotide (FAD). European Journal of Medicinal Chemistry. 1994, 29(4):269-277.

Chemical & Physical Properties

[ Density]:
1.245g/cm3

[ Boiling Point ]:
358.9ºC at 760mmHg

[ Melting Point ]:
76°

[ Molecular Formula ]:
C₁₁H₁₃NO₃

[ Molecular Weight ]:
207.23

[ Flash Point ]:
170.9ºC

[ Exact Mass ]:
207.09000

[ PSA ]:
49.77000

[ LogP ]:
1.37750

[ Vapour Pressure ]:
8.9E-06mmHg at 25°C

[ Index of Refraction ]:
1.57

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
DMSO: >10mg/mL

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: RQ2867500

CHEMICAL NAME :: 2-Oxazolidinone, 5-hydroxymethyl-3-(m-tolyl)-

CAS REGISTRY NUMBER :: 29218-27-7

LAST UPDATED :: 199612

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C11-H13-N-O3

MOLECULAR WEIGHT :: 207.25

WISWESSER LINE NOTATION :: T5NVOTJ AR C1& D1Q

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1225 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Behavioral - coma Lungs, Thorax, or Respiration - other changes

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 1,569,1976

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1300 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Behavioral - coma Lungs, Thorax, or Respiration - other changes

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 1,569,1976

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 650 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Behavioral - coma Lungs, Thorax, or Respiration - other changes

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 1,569,1976

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
22

[ RIDADR ]:
UN 3249

[ RTECS ]:
RQ2867500

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
2934999090

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

5-(2-Aminopropyl)indole (5-IT): a psychoactive substance used for recreational purposes is an inhibitor of human monoamine oxidase (MAO).

Drug Test. Anal. 6(7-8) , 607-13, (2014)

5-(2-Aminopropyl)indole (5-IT) is a psychoactive compound that has recently been associated with several fatal and non-fatal intoxications in a number of European countries. There are indications that...

Comparison of Monoamine Oxidase Inhibitors in Decreasing Production of the Autotoxic Dopamine Metabolite 3,4-Dihydroxyphenylacetaldehyde in PC12 Cells.

J. Pharmacol. Exp. Ther. 356 , 483-92, (2016)

According to the catecholaldehyde hypothesis, the toxic dopamine metabolite 3,4-dihydroxyphenylacetaldehyde (DOPAL) contributes to the loss of nigrostriatal dopaminergic neurons in Parkinson's disease...

A double-blind comparison of moclobemide and toloxatone in out-patients presenting a major depressive disorder.

Psychopharmacology 106 Suppl , S118-9, (1992)

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, 4...

Related Compounds

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