Details
Stereochemistry | ACHIRAL |
Molecular Formula | C19H23N3 |
Molecular Weight | 293.406 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CN(C)CCN(C)N1C=C(C2=C1C=CC=C2)C3=CC=CC=C3
InChI
InChIKey=SXYFFMXPDDGOEK-UHFFFAOYSA-N
InChI=1S/C19H23N3/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
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 |
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.
CNS Activity
Originator
Approval Year
PubMed
Title | Date | PubMed |
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A controlled double-blind study comparing binedaline and imipramine in the treatment of endogenous depression. | 1984 |
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Binedaline binding to plasma proteins and red blood cells in humans. | 1985 Jul |
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Pharmacological profile of binedaline, a new antidepressant drug. | 1989 Apr |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3088636
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2540319
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
Edited
Fri Dec 15 15:35:15 GMT 2023
by
admin
on
Fri Dec 15 15:35:15 GMT 2023
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Record UNII |
3AVG9P140R
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C265
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Code System | Code | Type | Description | ||
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C044680
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60662-16-0
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CHEMBL2104611
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m84
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PRIMARY | Merck Index | ||
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3AVG9P140R
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42510
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C72722
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100000085906
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BINEDALINE
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DTXSID20209472
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SUB05835MIG
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4249
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PRIMARY |
Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |
Related Record | Type | Details | ||
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ACTIVE MOIETY |