Ipsapirone

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[medical citation needed]
Identifiers
	IUPAC name 9,9-dioxo-8-[4-(4-pyrimidin-2-ylpiperazin-1-yl)butyl]-; 9λ6-thia-8-azabicyclo[4.3.0]nona-1,3,5-trien-7-one;
CAS Number	95847-70-4 ;
PubChem CID	56971;
IUPHAR/BPS	42;
ChemSpider	51365 ;
UNII	6J9B11MN0K;
ChEMBL	ChEMBL8412 ;
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 ; Key:TZJUVVIWVWFLCD-UHFFFAOYSA-N ;
	(verify)

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]

References

^ ^a ^b 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: 461–467. PMID 1981264.
^ Chessick CA, Allen MH, Thase M, Batista Miralha da Cunha AB, Kapczinski FF, de Lima MS, dos Santos Souza JJ (July 2006). "Azapirones for generalized anxiety disorder". The Cochrane Database of Systematic Reviews. 2006 (3): CD006115. doi:10.1002/14651858.CD006115. PMC 8915394. PMID 16856115.

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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^{[medical citation needed]}
Identifiers
IUPAC name 9,9-dioxo-8-[4-(4-pyrimidin-2-ylpiperazin-1-yl)butyl]- 9λ⁶-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
(verify)