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binedaline

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EntityQ4914076· pop 5· linked from 3 articles

binedaline

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Also known as binodaline, Ixprim

Binedaline (also called binodaline or binedaline hydrochloride) is a drug that was investigated as an antidepressant in the 1980s but was never marketed. 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. It has negligible affinity for the α-adrenergic, mACh, H1, or 5-HT2 receptors.

Chemical data

Formula
C19H23N3
Molecular weight
293.4 g/mol
IUPAC name
N,N,N'-trimethyl-N'-(3-phenylindol-1-yl)ethane-1,2-diamine
SMILES
CN(C)CCN(C)N1C=C(C2=CC=CC=C21)C3=CC=CC=C3
InChIKey
SXYFFMXPDDGOEK-UHFFFAOYSA-N
XLogP
4.2
Polar surface area
11.4 Ų
H-bond donors
0
H-bond acceptors
2
Formal charge
0

via PubChem

Wikidata facts

Mass
293.18919773600004
Show 3 more facts
canonical SMILES
CN(C)CCN(C)N1C=C(C2=CC=CC=C21)C3=CC=CC=C3
chemical formula
C₁₉H₂₃N₃
Commons category
Binedaline
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • Synthesis
  • References

Binedaline (also called binodaline or binedaline hydrochloride) is a drug that was investigated as an antidepressant in the 1980s but was never marketed. 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. It has negligible affinity for the α-adrenergic, mACh, H1, or 5-HT2 receptors.

==Synthesis== [[File:Binedaline synthesis.svg|thumb|center|500px|class=skin-invert-image|Thieme Synthesis: Patents:]]

Excerpted from Wikipedia’s “binedaline” article, available under the CC BY-SA 4.0 licence.

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