Title: Flesinoxan
CAS Registry Number: 98206-10-1
CAS Name: N-[2-[4-[(2R)-2,3-Dihydro-2-(hydroxymethyl)-1,4-benzodioxin-5-yl]-1-piperazinyl]ethyl]-4-fluorobenzamide
Additional Names: (+)-(S)-p-fluoro-N-[2-[4-[2-(hydroxymethyl)-1,4-benzodioxan-5-yl]-1-piperazinyl]ethyl]benzamide
Molecular Formula: C22H26FN3O4
Molecular Weight: 415.46
Percent Composition: C 63.60%, H 6.31%, F 4.57%, N 10.11%, O 15.40%
Literature References: Serotonin (5-HT1A)-receptor agonist; phenylpiperazine derivative. Prepn: J. Hartog et al., EP 138280; eidem, US 4833142 (1985, 1989 both to Duphar). Synthesis and resolution of enantiomers: M. D. Ennis, N. B. Ghazal, Tetrahedron Lett. 33, 6287 (1992). GC determn in plasma and urine: M. P. van Berkel et al., Methodol. Surv. Biochem. Anal. 18, 209 (1988). Pharmacology: J. Schipper et al., Hum. Psychopharmacol. 6, S53 (1991). Clinical evaluation in depression: P. Grof et al., Int. Clin. Psychopharmacol. 8, 167 (1993).
Properties: [a]D +26° (c = 1 in methanol).
Optical Rotation: [a]D +26° (c = 1 in methanol)
Derivative Type: Hydrochloride
CAS Registry Number: 98205-89-1
Manufacturers' Codes: DU-29373
Molecular Formula: C22H26FN3O4.HCl
Molecular Weight: 451.92
Percent Composition: C 58.47%, H 6.02%, F 4.20%, N 9.30%, O 14.16%, Cl 7.84%
Properties: mp 184.5-185.5°. Also reported as crystals from ethanol/ether, mp 183.0-184.0° (Ennis). [a]D +25° (c = 1 in methanol). Freely sol in water; sparingly sol in ethanol.
Melting point: mp 184.5-185.5°; mp 183.0-184.0° (Ennis)
Optical Rotation: [a]D +25° (c = 1 in methanol)
Therap-Cat: Anxiolytic.
Keywords: Anxiolytic; Arylpiperazines; Serotonin Receptor Agonist. |