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Details

Stereochemistry ACHIRAL
Molecular Formula C19H23N3.ClH
Molecular Weight 329.867
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BINEDALINE HYDROCHLORIDE

SMILES

Cl.CN(C)CCN(C)N1C=C(C2=C1C=CC=C2)C3=CC=CC=C3

InChI

InChIKey=LWSDQRSJVPCQRC-UHFFFAOYSA-N
InChI=1S/C19H23N3.ClH/c1-20(2)13-14-21(3)22-15-18(16-9-5-4-6-10-16)17-11-7-8-12-19(17)22;/h4-12,15H,13-14H2,1-3H3;1H

HIDE SMILES / InChI

Molecular Formula C19H23N3
Molecular Weight 293.406
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Binedaline is a drug that was investigated as an antidepressant in the 1980s. It`s development for the treatment of major depressive disorder was discontinued. It acts as a selective norepinephrine reuptake inhibitor (Ki = 25 nM), with relatively insignificant influence on the serotonin (Ki = 847 nM) and dopamine (Ki >= 2 µM) transporters.

Approval Year

PubMed

PubMed

TitleDatePubMed
A controlled double-blind study comparing binedaline and imipramine in the treatment of endogenous depression.
1984
Binedaline binding to plasma proteins and red blood cells in humans.
1985 Jul
Pharmacological profile of binedaline, a new antidepressant drug.
1989 Apr
Patents

Sample Use Guides

The effects of two single oral doses of binedaline (50 and 100 mg), imipramine (75 mg) and placebo were compared on a range of psychological tasks (logical reasoning, the Stroop test, and five-choice serial reaction) in healthy young volunteers.
Route of Administration: Oral
In Vitro Use Guide
Binedaline and desmethylbinedaline were potent inhibitors of the uptake of norepinephrine in synaptosomes from rat cerebral cortex (Ki = 25 and 29 nM, respectively). Binedaline also inhibited 5-HT uptake with a weak affinity (Ki = 847 nM) but was inactive as an inhibitor of dopamine uptake in synaptosomes from rat striatum (Ki greater than 2 uM).
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:36:58 GMT 2023
Edited
by admin
on Fri Dec 15 18:36:58 GMT 2023
Record UNII
WEK9FVT37G
Record Status Validated (UNII)
Record Version
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Name Type Language
BINEDALINE HYDROCHLORIDE
MI  
Common Name English
DIMETHYL-(2-(METHYL-(3-PHENYLINDOL-1-YL)AMINO)ETHYL)AZANIUM CHLORIDE
Systematic Name English
N,N,N'-TRIMETHYL-N'-(3-PHENYL-1H-INDOL-1-YL)ETHYLENEDIAMINE MONOHYDROCHLORIDE
Systematic Name English
INDOLE, 1-((2-(DIMETHYLAMINO)ETHYL)METHYLAMINO)-3-PHENYL-, HYDROCHLORIDE
Systematic Name English
IXPRIM
Brand Name English
RU-39780
Code English
BINEDALINE HYDROCHLORIDE [MI]
Common Name English
Code System Code Type Description
MERCK INDEX
m84
Created by admin on Fri Dec 15 18:36:58 GMT 2023 , Edited by admin on Fri Dec 15 18:36:58 GMT 2023
PRIMARY Merck Index
EVMPD
SUB25841
Created by admin on Fri Dec 15 18:36:58 GMT 2023 , Edited by admin on Fri Dec 15 18:36:58 GMT 2023
PRIMARY
SMS_ID
100000089669
Created by admin on Fri Dec 15 18:36:58 GMT 2023 , Edited by admin on Fri Dec 15 18:36:58 GMT 2023
PRIMARY
CAS
57647-35-5
Created by admin on Fri Dec 15 18:36:58 GMT 2023 , Edited by admin on Fri Dec 15 18:36:58 GMT 2023
PRIMARY
ECHA (EC/EINECS)
260-877-2
Created by admin on Fri Dec 15 18:36:58 GMT 2023 , Edited by admin on Fri Dec 15 18:36:58 GMT 2023
PRIMARY
EPA CompTox
DTXSID50973230
Created by admin on Fri Dec 15 18:36:58 GMT 2023 , Edited by admin on Fri Dec 15 18:36:58 GMT 2023
PRIMARY
PUBCHEM
42509
Created by admin on Fri Dec 15 18:36:58 GMT 2023 , Edited by admin on Fri Dec 15 18:36:58 GMT 2023
PRIMARY
FDA UNII
WEK9FVT37G
Created by admin on Fri Dec 15 18:36:58 GMT 2023 , Edited by admin on Fri Dec 15 18:36:58 GMT 2023
PRIMARY
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