Azaloxan

Azaloxan
Clinical data

ATC code	None
Identifiers
IUPAC name 1-(1-{2-[(2S)-2,3-dihydro-1,4-benzodioxin-2-yl]ethyl}piperidin-4-yl)imidazolidin-2-one
CAS Number	72822-56-1^N 86116-60-1 (fumarate)
PubChem CID	6328465
ChemSpider	4886586^Y
UNII	0O653FA999
ChEMBL	CHEMBL2104648^N
Chemical and physical data
Formula	C₁₈H₂₅N₃O₃
Molar mass	331.41 g/mol
3D model (JSmol)	Interactive image
SMILES O=C1NCCN1C2CCN(CC2)CC[C@@H]3Oc4c(OC3)cccc4
InChI InChI=1S/C18H25N3O3/c22-18-19-8-12-21(18)14-5-9-20(10-6-14)11-7-15-13-23-16-3-1-2-4-17(16)24-15/h1-4,14-15H,5-13H2,(H,19,22)/t15-/m0/s1^Y Key:CDFTVVPIMLXJRX-HNNXBMFYSA-N^Y
^NY (what is this?) (verify)

Azaloxan (CGS-7135A) is a drug which was patented as an antidepressant by Ciba-Geigy in the early 1980s, but was never marketed.^[1]

Synthesis

Azaloxan synthesis: Ciba-Geigy, Charles F. Huebner; U.S. Patent 4,329,348 (1982).

↑ David J. Triggle (1997). Dictionary of pharmacological agents. London: Chapman & Hall. ISBN 0-412-46630-9.

SSRIs	Citalopram Escitalopram Fluoxetine^# Fluvoxamine Indalpine^‡ Paroxetine Sertraline Zimelidine^‡
SNRIs	Desvenlafaxine Duloxetine Levomilnacipran Milnacipran Tofenacin Venlafaxine
NRIs	Atomoxetine Reboxetine Viloxazine
NDRIs	Amineptine^‡ Bupropion Nomifensine^‡
NaSSAs	Mianserin Mirtazapine Setiptiline
SARIs	Etoperidone Nefazodone Trazodone
SMS	Vilazodone Vortioxetine
Others	Agomelatine Amisulpride Esketamine^† Etryptamine^‡ Indeloxazine Ketamine^† Medifoxamine^‡ Metryptamine^‡ Oxaflozane^‡ Pivagabine^‡ Tandospirone Teniloxazine Tianeptine

TCAs	Amineptine^‡ Amitriptyline^# Amitriptylinoxide Butriptyline^‡ Clomipramine^# Demexiptiline^‡ Desipramine Dibenzepin Dimetacrine^‡ Dosulepin Doxepin Imipramine Imipraminoxide^‡ Iprindole^‡ Lofepramine Melitracen Metapramine^‡ Nitroxazepine Nortriptyline Noxiptiline Opipramol Pipofezine Propizepine^‡ Protriptyline Quinupramine^‡ Tianeptine Trimipramine
TeCAs	Amoxapine Maprotiline Mianserin Mirtazapine Setiptiline
Others	Tiazesim

Non-selective	Irreversible: Benmoxin^‡ Iproclozide^‡ Iproniazid^‡ Isocarboxazid Isoniazid^# Linezolid^# Mebanazine^‡ Nialamide^‡ Octamoxin^‡ Phenelzine Pheniprazine^‡ Phenoxypropazine^‡ Pivhydrazine^‡ Safrazine^‡ Tedizolid Tranylcypromine Reversible: Caroxazone^‡ Mixed: Bifemelane
MAO_A-selective	Reversible: Eprobemide Metralindole Minaprine^‡ Moclobemide Pirlindole Tetrindole Toloxatone
MAO_B-selective	Irreversible: Selegiline

Adjunctive therapies
Atypical antipsychotics (aripiprazole, brexpiprazole, lurasidone, olanzapine, quetiapine, risperidone) Buspirone Lithium (lithium carbonate, lithium citrate) Thyroid hormones (triiodothyronine (T₃), levothyroxine (T₄))

Miscellaneous
Ademetionine (SAMe) Hypericum perforatum (St. John's Wort) Oxitriptan (5-HTP) Rubidium chloride (RbCl) Tryptophan

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