Gepirone HydrochlorideProduct ingredient for Gepirone
- Name
- Gepirone Hydrochloride
- Drug Entry
- Gepirone
Gepirone, an azapirone, is a pharmacologic analog of buspirone that acts selectively on the pre- and post-synaptic 5HT1A receptors. Although earlier clinical trials showed promising results for gepirone, its formulation as an immediate-release tablet necessitates frequent administration due to the short half-lives. It was not until an extended-release formulation of gepirone was made available that gepirone became a potential candidate for a new antidepressant.1,2,3
Gepirone was approved by the FDA on September 28, 2023, under the brand name EXXUA for the treatment of adults with major depressive disorder. It represents a novel class of antidepressants that selectively targets the 5HT1A receptors, thus possessing a more favorable side effects profile with comparable incidence of sexual dysfunction side effects as that of the placebo.6
- Accession Number
- DBSALT002148
- Structure
Structure for Gepirone Hydrochloride (DBSALT002148)
- Synonyms
- Not Available
- UNII
- 80C9L8EP6V
- CAS Number
- 83928-66-9
- Weight
- Average: 395.93
Monoisotopic: 395.2088029 - Chemical Formula
- C19H30ClN5O2
- InChI Key
- DGOCVISYYYQFEP-UHFFFAOYSA-N
- InChI
- InChI=1S/C19H29N5O2.ClH/c1-19(2)14-16(25)24(17(26)15-19)9-4-3-8-22-10-12-23(13-11-22)18-20-6-5-7-21-18;/h5-7H,3-4,8-15H2,1-2H3;1H
- IUPAC Name
- 4,4-dimethyl-1-{4-[4-(pyrimidin-2-yl)piperazin-1-yl]butyl}piperidine-2,6-dione hydrochloride
- SMILES
- Cl.CC1(C)CC(=O)N(CCCCN2CCN(CC2)C2=NC=CC=N2)C(=O)C1
- External Links
- ChemSpider
- 49835
- ChEMBL
- CHEMBL1204187
- PharmGKB
- PA166123367
- Predicted Properties
Property Value Source Water Solubility 1.09 mg/mL ALOGPS logP 2.09 ALOGPS logP 1.35 Chemaxon logS -2.5 ALOGPS pKa (Strongest Basic) 7.62 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 69.64 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 101.49 m3·mol-1 Chemaxon Polarizability 40.92 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon