Ipsapirone

Ipsapirone is a selective 5-HT_1A receptor partial agonist of the piperazine and azapirone chemical classes.[1] It has antidepressant and anxiolytic effects.[1] Ipsapirone was studied in several placebo-controlled trials for depression and continues to be used in research.[2]

Ipsapirone

Clinical data
Routes of administration	Oral
ATC code	none
Legal status
Legal status	In general: uncontrolled
Pharmacokinetic data
Elimination half-life	1.3-2.7 hours
Identifiers
IUPAC name 9,9-dioxo-8-[4-(4-pyrimidin-2-ylpiperazin-1-yl)butyl]- 9λ^6-thia-8-azabicyclo[4.3.0]nona-1,3,5-trien-7-one
CAS Number	95847-70-4^Y
PubChem CID	56971
IUPHAR/BPS	42
ChemSpider	51365^Y
UNII	6J9B11MN0K
ChEMBL	ChEMBL8412^Y
CompTox Dashboard (EPA)	DTXSID4045688
Chemical and physical data
Formula	C19H23N5O3S
Molar mass	401.49 g·mol^−1
3D model (JSmol)	Interactive image
SMILES O=C2c1ccccc1S(=O)(=O)N2CCCCN4CCN(c3ncccn3)CC4
InChI InChI=1S/C19H23N5O3S/c25-18-16-6-1-2-7-17(16)28(26,27)24(18)11-4-3-10-22-12-14-23(15-13-22)19-20-8-5-9-21-19/h1-2,5-9H,3-4,10-15H2^Y Key:TZJUVVIWVWFLCD-UHFFFAOYSA-N^Y
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See also

• Azapirone

References

1. Fanelli RJ, Schuurman T, Glaser T, Traber J (1990). "Ipsapirone: a novel anxiolytic and selective 5-HT1A receptor ligand". Progress in Clinical and Biological Research. 361: 461–7. PMID 1981264.
2. Chessick, Cheryl A.; Allen, Michael H.; Thase, Michael E.; Batista Miralha Da Cunha, Angelo ABC; Kapczinski, Flávio; Silva De Lima, Mauricio; Dos Santos Souza, Juliano JSS (Jul 19, 2006). "Azapirones for generalized anxiety disorder". Cochrane Database Syst Rev (3): CD006115. doi:10.1002/14651858.CD006115. PMID 16856115.