Chemistry:Toloxatone

Toloxatone
Clinical data
Routes of; administration	Oral
ATC code	N06AG03 (WHO) ;
Legal status
Legal status	In general: uncontrolled;
Identifiers
	IUPAC name 5-(hydroxymethyl)-3-m-tolyloxazolidin-2-one;
CAS Number	29218-27-7 ;
PubChem CID	34521;
ChemSpider	31769 ;
UNII	5T206015T5;
KEGG	D02559 ;
ChEBI	CHEBI:134870;
ChEMBL	ChEMBL18116 ;
Chemical and physical data
Formula	C11H13NO3
Molar mass	207.229 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C2OC(CO)CN2c1cccc(c1)C;
	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 ;
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Short description: Antidepressant

Toloxatone (Humoryl) is an antidepressant launched in 1984 in France by Sanofi Aventis for the treatment of depression. It was discontinued in 2002.^[1] It acts as a selective reversible inhibitor of MAO-A (RIMA).^[2]

References

↑ "Humoryl 200mg gelule 30". https://sante.lefigaro.fr/medicaments/3215528-humoryl-200mg-gelule-30.
↑ "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. December 1990. doi:10.1111/j.1365-2125.1990.tb05445.x. PMID 1705137.

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Original source: https://en.wikipedia.org/wiki/Toloxatone. Read more

[1] "Humoryl 200mg gelule 30". https://sante.lefigaro.fr/medicaments/3215528-humoryl-200mg-gelule-30.

[pmid1705137-2] "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. December 1990. doi:10.1111/j.1365-2125.1990.tb05445.x. PMID 1705137.

[1]

[2]

v t e Anxiolytics (N05B)
5-HT_1AR agonists	Buspirone Gepirone^† Tandospirone
GABA_AR PAMs	Benzodiazepines: Adinazolam Alprazolam Bromazepam Camazepam Chlordiazepoxide Clobazam Clonazepam Clorazepate Clotiazepam Cloxazolam Diazepam^# Ethyl loflazepate Etizolam Fludiazepam Halazepam Ketazolam Lorazepam^# Medazepam Nordazepam Oxazepam Pinazepam Prazepam; Others: Alpidem^‡ Barbiturates (e.g., phenobarbital) Carbamates (e.g., meprobamate) Chlormezanone^‡ Ethanol (alcohol) Etifoxine Imepitoin; Herbs: Kava Skullcap Valerian
Gabapentinoids (α₂δ VDCC blockers)	Gabapentin Gabapentin enacarbil Phenibut Pregabalin
Antidepressants	SSRIs (e.g., escitalopram) SNRIs (e.g., duloxetine) SARIs (e.g., trazodone) TCAs (e.g., clomipramine^#) TeCAs (e.g., mirtazapine) MAOIs (e.g., phenelzine); Others: Agomelatine Bupropion Tianeptine Vilazodone Vortioxetine
Sympatholytics (Antiadrenergics)	Alpha-1 blockers (e.g., prazosin) Alpha-2 agonists (e.g., clonidine, dexmedetomidine, guanfacine) Beta blockers (e.g., propranolol)
Others	Benzoctamine Cannabidiol Cycloserine Fabomotizole Hydroxyzine Kanna Lavender Lorpiprazole Mebicar Mepiprazole Nicotine Opipramol Oxaflozane^‡ Phenaglycodol Phenibut Picamilon Selank Tiagabine Tofisopam Validolum
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III

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Clinical data

Routes of administration	Oral
ATC code	N06AG03 (WHO)
Legal status
Legal status	In general: uncontrolled
Identifiers
IUPAC name 5-(hydroxymethyl)-3-m-tolyloxazolidin-2-one
CAS Number	29218-27-7^N
PubChem CID	34521
ChemSpider	31769^Y
UNII	5T206015T5
KEGG	D02559^Y
ChEBI	CHEBI:134870
ChEMBL	ChEMBL18116^Y
Chemical and physical data
Formula	C₁₁H₁₃NO₃
Molar mass	207.229 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C2OC(CO)CN2c1cccc(c1)C
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^Y Key:MXUNKHLAEDCYJL-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)

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