Structure via PubChem · Public domain (PubChem)
eptapirone
Sign in to saveEptapirone (F-11,440) is a very potent and highly selective 5-HT1A receptor full agonist of the azapirone family. Its affinity for the 5-HT1A receptor was reported to be 4.8 nM (Ki) (or 8.33 (pKi)), and its intrinsic activity approximately equal to that of serotonin (i.e., 100%).
Chemical data
- Formula
- C16H23N7O2
- Molecular weight
- 345.4 g/mol
- IUPAC name
- 4-methyl-2-[4-(4-pyrimidin-2-ylpiperazin-1-yl)butyl]-1,2,4-triazine-3,5-dione
- SMILES
- CN1C(=O)C=NN(C1=O)CCCCN2CCN(CC2)C3=NC=CC=N3
- InChIKey
- NMYAHEULKSYAPP-UHFFFAOYSA-N
- XLogP
- 0.4
- Polar surface area
- 85.2 Ų
- H-bond donors
- 0
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- heterocyclic compound
- Has part
- carbon
- Mass
- 345.191
Show 2 more facts
- chemical formula
- C₁₆H₂₃N₇O₂
- canonical SMILES
- CN1C(=O)C=NN(C1=O)CCCCN2CCN(CC2)C3=NC=CC=N3
Sources (1)
via Wikidata · CC0
~3 min read
Encyclopedic overview
4 sectionsContents
- Animal studies
- Human studies
- See also
- References
Eptapirone (F-11,440) is a very potent and highly selective 5-HT1A receptor full agonist of the azapirone family. Its affinity for the 5-HT1A receptor was reported to be 4.8 nM (Ki) (or 8.33 (pKi)), and its intrinsic activity approximately equal to that of serotonin (i.e., 100%).
Eptapirone and related high-efficacy 5-HT1A full and super agonists such as befiradol and F-15,599 were developed under the hypothesis that the maximum exploitable therapeutic benefits of 5-HT1A receptor agonists might not be able to be seen without the drugs employed possessing sufficiently high intrinsic activity at the receptor. As 5-HT1A receptor agonism, based on animal and other research, looked extremely promising for the treatment of depression from a theoretical perspective, this idea was developed as a potential explanation for the relatively modest clinical effectiveness seen with already available 5-HT1A receptor agonists like buspirone and tandospirone, which act merely as weak-to-moderate partial agonists of the receptor.
Excerpted from Wikipedia’s “eptapirone” article, available under the CC BY-SA 4.0 licence.