Skip to content
Elzasonan

Structure via PubChem · Public domain (PubChem)

EntityQ5368630· pop 5· linked from 1,367 articles

Elzasonan (CP-448,187) is a selective 5-HT1B and 5-HT1D receptor antagonist that was under development by Pfizer for the treatment of depression but was discontinued, possibly due to poor efficacy. By preferentially blocking 5-HT1B and 5-HT1D autoreceptors, elzasonan is thought to enhance serotonergic innervations originating from the raphe nucleus, thereby improving signaling to limbic regions like the hippocampus and prefrontal cortex and ultimately resulting in antidepressant effects.

Chemical data

Formula
C22H23Cl2N3OS
Molecular weight
448.4 g/mol
IUPAC name
(2Z)-4-(3,4-dichlorophenyl)-2-[[2-(4-methylpiperazin-1-yl)phenyl]methylidene]thiomorpholin-3-one
SMILES
CN1CCN(CC1)C2=CC=CC=C2/C=C\3/C(=O)N(CCS3)C4=CC(=C(C=C4)Cl)Cl
InChIKey
LHYMPSWMHXUWSK-STZFKDTASA-N
XLogP
5.1
Polar surface area
52.1 Ų
H-bond donors
0
H-bond acceptors
4
Formal charge
0

via PubChem

Wikidata facts

Mass
421.163771
Show 4 more facts
chemical formula
C₂₃H₂₃N₃O₅
canonical SMILES
CCC1=CC=C(C=C1)OCC2=C(C=CC(=C2)C=CC(=O)C3=NN(C=C3[N+](=O)[O-])C)OC
isomeric SMILES
CCC1=CC=C(C=C1)OCC2=C(C=CC(=C2)/C=C/C(=O)C3=NN(C=C3[N+](=O)[O-])C)OC
Commons category
Elzasonan
Sources (1)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • See also
  • References

Elzasonan (CP-448,187) is a selective 5-HT1B and 5-HT1D receptor antagonist that was under development by Pfizer for the treatment of depression but was discontinued, possibly due to poor efficacy. By preferentially blocking 5-HT1B and 5-HT1D autoreceptors, elzasonan is thought to enhance serotonergic innervations originating from the raphe nucleus, thereby improving signaling to limbic regions like the hippocampus and prefrontal cortex and ultimately resulting in antidepressant effects.

== See also == GR-127,935 SB-649,915

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

Available in 4 languages

via Wikidata sitelinks · CC0