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Details

Stereochemistry ACHIRAL
Molecular Formula C15H17N3O
Molecular Weight 255.315
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METRALINDOLE

SMILES

COC1=CC=C2N3CCN(C)C4=NCCC(C2=C1)=C34

InChI

InChIKey=GVXBHSBKKJRBMS-UHFFFAOYSA-N
InChI=1S/C15H17N3O/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

HIDE SMILES / InChI

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
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 Fri Dec 15 16:21:41 GMT 2023
Edited
by admin
on Fri Dec 15 16:21:41 GMT 2023
Record UNII
2QW3FL6OPA
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METRALINDOLE
INN   MI  
INN  
Official Name English
metralindole [INN]
Common Name English
METRALINDOLE [MI]
Common Name English
2,4,5,6-TETRAHYDRO-9-METHOXY-4-METHYL-1H-3,4,6A-TRIAZAFLUORANTHENE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C265
Created by admin on Fri Dec 15 16:21:41 GMT 2023 , Edited by admin on Fri Dec 15 16:21:41 GMT 2023
Code System Code Type Description
MERCK INDEX
m7501
Created by admin on Fri Dec 15 16:21:41 GMT 2023 , Edited by admin on Fri Dec 15 16:21:41 GMT 2023
PRIMARY Merck Index
DRUG CENTRAL
3358
Created by admin on Fri Dec 15 16:21:41 GMT 2023 , Edited by admin on Fri Dec 15 16:21:41 GMT 2023
PRIMARY
MESH
C027473
Created by admin on Fri Dec 15 16:21:41 GMT 2023 , Edited by admin on Fri Dec 15 16:21:41 GMT 2023
PRIMARY
DRUG BANK
DB09306
Created by admin on Fri Dec 15 16:21:41 GMT 2023 , Edited by admin on Fri Dec 15 16:21:41 GMT 2023
PRIMARY
SMS_ID
100000080925
Created by admin on Fri Dec 15 16:21:41 GMT 2023 , Edited by admin on Fri Dec 15 16:21:41 GMT 2023
PRIMARY
EPA CompTox
DTXSID0045705
Created by admin on Fri Dec 15 16:21:41 GMT 2023 , Edited by admin on Fri Dec 15 16:21:41 GMT 2023
PRIMARY
NCI_THESAURUS
C66137
Created by admin on Fri Dec 15 16:21:41 GMT 2023 , Edited by admin on Fri Dec 15 16:21:41 GMT 2023
PRIMARY
INN
4715
Created by admin on Fri Dec 15 16:21:41 GMT 2023 , Edited by admin on Fri Dec 15 16:21:41 GMT 2023
PRIMARY
PUBCHEM
68713
Created by admin on Fri Dec 15 16:21:41 GMT 2023 , Edited by admin on Fri Dec 15 16:21:41 GMT 2023
PRIMARY
FDA UNII
2QW3FL6OPA
Created by admin on Fri Dec 15 16:21:41 GMT 2023 , Edited by admin on Fri Dec 15 16:21:41 GMT 2023
PRIMARY
EVMPD
SUB08915MIG
Created by admin on Fri Dec 15 16:21:41 GMT 2023 , Edited by admin on Fri Dec 15 16:21:41 GMT 2023
PRIMARY
CAS
54188-38-4
Created by admin on Fri Dec 15 16:21:41 GMT 2023 , Edited by admin on Fri Dec 15 16:21:41 GMT 2023
PRIMARY
ChEMBL
CHEMBL1619017
Created by admin on Fri Dec 15 16:21:41 GMT 2023 , Edited by admin on Fri Dec 15 16:21:41 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY