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Details

Stereochemistry ACHIRAL
Molecular Formula C15H17N3O.ClH
Molecular Weight 291.776
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METRALINDOLE HYDROCHLORIDE

SMILES

Cl.COC1=CC2=C(C=C1)N3CCN(C)C4=NCCC2=C34

InChI

InChIKey=RQQVSZWEVNAKGW-UHFFFAOYSA-N
InChI=1S/C15H17N3O.ClH/c1-17-7-8-18-13-4-3-10(19-2)9-12(13)11-5-6-16-15(17)14(11)18;/h3-4,9H,5-8H2,1-2H3;1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C15H17N3O
Molecular Weight 255.315
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Metralindole (Inkazan) is a reversible inhibitor of monoamine oxidase A (RIMA) which was used in Russia as an antidepressant. Inkasan (3-methyl-8-methoxy-3H, 1,2,5,6- tetrahydropyrazine /1.2.3-ab/-beta-carboline hydrochloride) has pharmacological properties characteristic of antidepressants. The clinical antidepressant effect of inkasan is combined with stimulating action. The drug is primarily indicated for patients in whom adynamic (anergic) disturbances are predominant in the clinical picture of depression.

Originator

Curator's Comment: Inkazan (metralindole) was developed in the Ordzhonikidze All-Union Scientific-Research Pharmaceutical-Chemistry Institute

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Inkazan

Approved Use

Treatment of depression. The drug is primarily indicated for patients in whom adynamic (anergic) disturbances are predominant in the clinical picture of depression.
PubMed

PubMed

TitleDatePubMed
Cellular and humoral IgA responses after single and multiple local injections of antigen.
1983 Apr 15
[The comparative influence of pyrazidol, inkazan and other antidepressant monoamine oxidase inhibitors on the pressor effect of tyramine].
1991 Mar-Apr
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Metralindole (Inkazan) was also used orally (10 mg/kg) https://www.ncbi.nlm.nih.gov/pubmed/2728714
Cats: Electroencephalographic investigations conducted by L. F. Roshchina showed that in cats inkazan in doses of 10-40 mg/kg (intravenously) caused increased cortical and subcortical activity and intensified the reaction of cortex to photo- and photon stimulation. The electrophysiological response of inkazan persists for 3-4 h. In doses of 5-50 mg/kg administered intraperitoneally, the preparation slows conditioned reflexes of avoidance in rats.
Route of Administration: Other
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 03:46:39 UTC 2023
Edited
by admin
on Sat Dec 16 03:46:39 UTC 2023
Record UNII
M15TM76Y3L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METRALINDOLE HYDROCHLORIDE
MI  
Common Name English
3-METHYL-8-METHOXY-3H-1,2,5,6-TETRAHYDROPYRAZINO(1,2,3-A,B)-.BETA.-CARBOLINE HYDROCHLORIDE
Common Name English
METRALINDOLE HYDROCHLORIDE [MI]
Common Name English
INCAZAN
Brand Name English
1H-3,4,6A-TRIAZAFLUORANTHENE, 2,4,5,6-TETRAHYDRO-9-METHOXY-4-METHYL-, MONOHYDROCHLORIDE
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID90202016
Created by admin on Sat Dec 16 03:46:39 UTC 2023 , Edited by admin on Sat Dec 16 03:46:39 UTC 2023
PRIMARY
FDA UNII
M15TM76Y3L
Created by admin on Sat Dec 16 03:46:39 UTC 2023 , Edited by admin on Sat Dec 16 03:46:39 UTC 2023
PRIMARY
DRUG BANK
DBSALT001789
Created by admin on Sat Dec 16 03:46:39 UTC 2023 , Edited by admin on Sat Dec 16 03:46:39 UTC 2023
PRIMARY
CAS
53734-79-5
Created by admin on Sat Dec 16 03:46:39 UTC 2023 , Edited by admin on Sat Dec 16 03:46:39 UTC 2023
PRIMARY
PUBCHEM
171296
Created by admin on Sat Dec 16 03:46:39 UTC 2023 , Edited by admin on Sat Dec 16 03:46:39 UTC 2023
PRIMARY
MERCK INDEX
m7501
Created by admin on Sat Dec 16 03:46:39 UTC 2023 , Edited by admin on Sat Dec 16 03:46:39 UTC 2023
PRIMARY Merck Index