8466. Sertindole

Nomenclature

CAS number: 106516-24-9
1-[2-[4-[5-Chloro-1-(4-fluorophenyl)-1H-indol-3-yl]-1-piperidinyl]ethyl]-2-imidazolidinone; 5-chloro-1-(4-fluorophenyl)-3-[1-[2-(2-imidazolidinon-1-yl)ethyl]-4-piperidyl]-1H-indole; Lu-23-174; Serdolect (Lundbeck).
C24H26ClFN4O; mol wt 440.94.
C 65.37%, H 5.94%, Cl 8.04%, F 4.31%, N 12.71%, O 3.63%.

Description and references

Combined dopamine (D2) and serotonin (5-HT2) receptor antagonist. Prepn: J. K. Perregaard, EP 200322; idem, US 4710500 (1986, 1987 both to Lundbeck); idem et al., J. Med. Chem. 35, 1092 (1992). Neuropharmacology and receptor binding study: C. Sanchez et al., Drug Dev. Res. 22, 239 (1991). Reviews of clinical efficacy and safety: J. M. Kane, Int. Clin. Psychopharmacol. 13, Suppl. 3, S59-S64 (1997); A. S. Hale, ibid. S65-S70.

Chemical structure

Properties

Crystals from acetone, mp 154-155°. Second crystal modification from 2-propanol + ethyl acetate, mp 166°.

Therapeutic Category

Antipsychotic.

Keywords

Antipsychotic; Serotonin-Dopamine Antagonist