7515. Pizotyline

Nomenclature

CAS number: 15574-96-6
4-(9,10-Dihydro-4H-benzo[4,5]cyclohepta[1,2-b]thien-4-ylidene)-1-methylpiperidine; 4-(1-methyl-4-piperidylidene)-9,10-dihydro-4H-benzo[4,5]cyclohepta[1,2-b]thiophene; pizotifen; pizotifan; BC-105.
C19H21NS; mol wt 295.44.
C 77.24%, H 7.16%, N 4.74%, S 10.85%.

Description and references

Serotonin antagonist structurally related to cyproheptadine, q.v. Prepn: Jucker et al., BE 636717 and US 3272826 (1964, 1966 to Sandoz); Bastian et al., Helv. Chim. Acta 49, 214 (1966). Toxicity data: Bagdon, Dorado, Pharmacologist 12, No. 2, 297 (1970). Mechanism of action study: E. Müller-Schweinitzer, J. Cardiovasc. Pharmacol. 8, 805 (1986). Clinical trial in migraine: D. Crowder, W. P. Maclay, Curr. Med. Res. Opin. 9, 280 (1984). Review of pharmacology and therapeutic efficacy: Speight, Avery, Drugs 3, 159-203 (1972).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 73391-87-4

Properties

Crystals from isopropanol-ether, mp 261-263° (dec).

Derivative

Malate.

Nomenclature

CAS number: 5189-11-7
Litec (Novartis); Sandomigran (Novartis); Sanmigran (Novartis); Sanomigran (Novartis); Mosegor (Novartis).
C19H21NS.C4H6O5; mol wt 429.53.
C 64.31%, H 6.34%, N 3.26%, S 7.47%, O 18.62%.

Properties

Crystals from methanol, mp 185-186° (dec).

Therapeutic Category

Antimigraine; appetite stimulant.

Keywords

Anabolic; Antidepressant; Tricyclics ; Antimigraine