Metralindole

Metralindole
Clinical data
Routes of; administration	Oral
ATC code	none;
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name 2,4,5,6-tetrahydro-9-methoxy-4-methyl-1H-3,4,6a-triazafluoranthene;
CAS Number	54188-38-4; HCl: 53734-79-5 ;
PubChem CID	68713;
ChemSpider	61964;
UNII	2QW3FL6OPA; HCl: M15TM76Y3L ;
CompTox Dashboard (EPA)	DTXSID0045705 ;
Chemical and physical data
Formula	C15H17N3O
Molar mass	255.321 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN1CCN2C3=C(C=C(C=C3)OC)C4=C2C1=NCC4;

Metralindole (Inkazan) is a reversible inhibitor of monoamine oxidase A (RIMA) which was investigated in Russia as a potential antidepressant.^[1] It is structurally and pharmacologically related to pirlindole.

References[]

^ Andreeva NI, Golovina SM, Faermark MF, Shvarts GI, Mashkovskiĭ MD (1991). "[The comparative influence of pyrazidol, inkazan and other antidepressant monoamine oxidase inhibitors on the pressor effect of tyramine]". Farmakologiia I Toksikologiia (in Russian). 54 (2): 38–40. PMID 1884793.

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v t 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) Carisoprodol 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^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III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: ℞ (Prescription only)
Identifiers
IUPAC name 2,4,5,6-tetrahydro-9-methoxy-4-methyl-1H-3,4,6a-triazafluoranthene
CAS Number	54188-38-4 HCl: 53734-79-5^Y
PubChem CID	68713
ChemSpider	61964
UNII	2QW3FL6OPA HCl: M15TM76Y3L^Y
CompTox Dashboard (EPA)	DTXSID0045705
Chemical and physical data
Formula	C₁₅H₁₇N₃O
Molar mass	255.321 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CN1CCN2C3=C(C=C(C=C3)OC)C4=C2C1=NCC4