5081. Ipsapirone

Nomenclature

CAS number: 95847-70-4
2-[4-[4-(2-Pyrimidinyl)-1-piperazinyl]butyl]-1,2-benzisothiazolin-3(2H)-one 1,1-dioxide; isapirone.
C19H23N5O3S; mol wt 401.48.
C 56.84%, H 5.77%, N 17.44%, O 11.96%, S 7.99%.

Description and references

Nonbenzodiazepine anxiolytic; 5-hydroxytryptamine (5-HT1) receptor agonist. Prepn: W. Dompert et al., DE 3321969; P.-R. Seidel et al., US 4818756 (1984, 1989 both to Troponwerke). Pharmacology and serotonin (5-HT1) receptor binding study: J. Traber et al., Brain Res. Bull. 12, 741 (1984). 5-HT1 specific binding activity: W. U. Dompert et al., Arch. Pharmacol. 328, 467 (1985); T. Glaser, J. Traber, ibid. 329, 211 (1985). Behavioral effects in mice: R. J. DeSouza et al., Br. J. Pharmacol. 89, 377 (1986). Neurophysiological effects in comparison with buspirone. M. J. Rowan, R. Anwyl, Eur. J. Pharmacol. 132, 93 (1987). HPLC determn in biological samples: G. Bianchi, S. Caccia, J. Chromatogr. 431, 477 (1988).

Chemical structure

Properties

Crystals from isopropanol, mp 137-138°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 92589-98-5
Bayq 7821; TVX Q 7821.
C19H23N5O3S.HCl; mol wt 437.94.
C 52.11%, H 5.52%, N 15.99%, O 10.96%, S 7.32%, Cl 8.10%.

Properties

Crystals from isopropanol, mp 221-222°.

Therapeutic Category

Anxiolytic.

Keywords

Anxiolytic; Arylpiperazines; Serotonin Receptor Agonist