Ebalzotan

Ebalzotan
Clinical data
Routes of; administration	Oral
ATC code	none;
Legal status
Legal status	In general: uncontrolled;
Identifiers
	IUPAC name (3R)-N-(propan-2-yl)-3-[propan-2-yl(propyl)amino]-3,4-dihydro-2H-chromene-5-carboxamide;
CAS Number	149494-37-1;
PubChem CID	9797080;
ChemSpider	7972846;
UNII	WV4B56N49H;
ChEMBL	CHEMBL1742470;
Chemical and physical data
Formula	C19H30N2O2
Molar mass	318.45 g/mol
3D model (JSmol)	Interactive image;
	SMILES O=C(NC(C)C)c2cccc1OC[C@H](N(C(C)C)CCC)Cc12;

Ebalzotan (NAE-086) is a selective 5-HT_1A receptor agonist.^[1]^[2] It was under development as an antidepressant and anxiolytic agent but produced undesirable side effects in phase I clinical trials and was subsequently discontinued.^[1]^[2]

References

1 2 Tamim Braish; Gadamasetti, Kumar G. (2008). Process chemistry in the pharmaceutical industry, volume 2 challenges in an ever changing climate. Boca Raton: CRC Press. ISBN 0-8493-9051-6.
1 2 Weaver, Donald F.; Nogrady, Thomas; Nogrady, Th (2005). Medicinal chemistry a molecular and biochemical approach. Oxford [Oxfordshire]: Oxford University Press. ISBN 0-19-510455-2.

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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^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III

Clinical data

Routes of administration	Oral
ATC code	none
Legal status
Legal status	In general: uncontrolled
Identifiers
IUPAC name (3R)-N-(propan-2-yl)-3-[propan-2-yl(propyl)amino]-3,4-dihydro-2H-chromene-5-carboxamide
CAS Number	149494-37-1
PubChem CID	9797080
ChemSpider	7972846
UNII	WV4B56N49H
ChEMBL	CHEMBL1742470
Chemical and physical data
Formula	C₁₉H₃₀N₂O₂
Molar mass	318.45 g/mol
3D model (JSmol)	Interactive image
SMILES O=C(NC(C)C)c2cccc1OC[C@H](N(C(C)C)CCC)Cc12