Toloksaton

Toloksaton
Nama sistematis (IUPAC)
	5-(hidroksimetil)-3-m-toliloksazolidin-2-ona
Data klinis
Kat. kehamilan	?
Status hukum	Tidak dikontrol
Rute	Oral
Pengenal
Nomor CAS	29218-27-7
Kode ATC	N06AG03
PubChem	CID 34521
ChemSpider	31769
UNII	5T206015T5
KEGG	D02559
ChEBI	CHEBI:134870
ChEMBL	CHEMBL18116
Data kimia
Rumus	C11H13NO3
SMILES	eMolecules & PubChem
	InChI 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 ; Key:MXUNKHLAEDCYJL-UHFFFAOYSA-N ;

Toloksaton adalah antidepresan yang diluncurkan pada tahun 1984 di Prancis oleh Sanofi Aventis untuk pengobatan depresi. Obat ini dihentikan produksinya pada tahun 2002.^[1] Obat ini bertindak sebagai penghambat MAO-A (RIMA) reversibel selektif.^[2]

Sintesis

Reaksi antara glisidol (1) dan m-toluidina (2) menghasilkan 3-m-toluidina-propana-1,2-diol (3). Perlakuan dengan dietil karbonat (4) dengan adanya natrium metoksida menyebabkan sikloadisi intermolekul menghasilkan tomoksaton.^[3]^[4]^[5]

Referensi

^ "Humoryl 200mg gelule 30".
^ Berlin I, Zimmer R, Thiede HM, et al. (December 1990). "Comparison of the monoamine oxidase inhibiting properties of two reversible and selective monoamine oxidase-A inhibitors moclobemide and toloxatone, and assessment of their effect on psychometric performance in healthy subjects". British Journal of Clinical Pharmacology. 30 (6): 805–16. doi:10.1111/j.1365-2125.1990.tb05445.x. PMC 1368300. PMID 1705137.
^ Sungurbey, K .; Castaer, J .; Toloxatone. Drugs Fut 1976, 1, 12, 569.
^ Douzon, C.; Fauvan, C.; Une nouvelle serie d'antidpresseurs: les derivs de l'hydroxymthyl-5-oxazolidinone-2. Chimie Thrapeutique 1973, 3, 324-327.
^ DE2012120 Claude P Fauran, Guy M Raynaud, Rene A Oliver, Colette A Douzon, U.S. Patent 3.655.687 (1972 to Delalande Sa).

[1] "Humoryl 200mg gelule 30".

[pmid1705137-2] Berlin I, Zimmer R, Thiede HM, et al. (December 1990). "Comparison of the monoamine oxidase inhibiting properties of two reversible and selective monoamine oxidase-A inhibitors moclobemide and toloxatone, and assessment of their effect on psychometric performance in healthy subjects". British Journal of Clinical Pharmacology. 30 (6): 805–16. doi:10.1111/j.1365-2125.1990.tb05445.x. PMC 1368300. PMID 1705137.

[3] Sungurbey, K .; Castaer, J .; Toloxatone. Drugs Fut 1976, 1, 12, 569.

[4] Douzon, C.; Fauvan, C.; Une nouvelle serie d'antidpresseurs: les derivs de l'hydroxymthyl-5-oxazolidinone-2. Chimie Thrapeutique 1973, 3, 324-327.

[5] DE2012120 Claude P Fauran, Guy M Raynaud, Rene A Oliver, Colette A Douzon, U.S. Patent 3.655.687 (1972 to Delalande Sa).

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