Pizotifen malateProduct ingredient for Pizotifen
- Name
- Pizotifen malate
- Drug Entry
- Pizotifen
Pizotifen belongs to the class of antamines and is related to cyproheptadine.1 It is a potent serotonin and tryptamine antagonist that has been used for migraine prevention for many years. It exhibits weak anticholinergic, antihistamine, and antikinin actions in addition to sedative and appetite-stimulating properties 10. Some patients receiving pizotifen treatment developed tolerance with the prolonged use of the drug 10. Numerous studies have revealed the potential antidepressant effects of pizotifen, which are independent of its antimigraine action 5. While it is suggested that pizotifen may act similarly to the classic tricyclic antidepressants 5, its full mechanism of antidepressant action is not fully elucidated. Pizotifen hydrochloride is an active ingredient in Sandomigran, which is used for the prophylactic management of migraines. Sandomigran is available in a number of countries but is not approved by the FDA nor EMA.
- Accession Number
- DBSALT003065
- Structure
Structure for Pizotifen malate (DBSALT003065)
- Synonyms
- Pizotifen hydrogen malate / Pizotyline hydrogen malate / Pizotyline malate
- External IDs
- 225-970-4
- UNII
- 99O99YVR4C
- CAS Number
- 5189-11-7
- Weight
- Average: 429.53
Monoisotopic: 429.160994147 - Chemical Formula
- C23H27NO5S
- InChI Key
- IWAWCPZVTXCFKD-UHFFFAOYSA-N
- InChI
- InChI=1S/C19H21NS.C4H6O5/c1-20-11-8-15(9-12-20)19-16-5-3-2-4-14(16)6-7-18-17(19)10-13-21-18;5-2(4(8)9)1-3(6)7/h2-5,10,13H,6-9,11-12H2,1H3;2,5H,1H2,(H,6,7)(H,8,9)
- IUPAC Name
- 1-methyl-4-{6-thiatricyclo[8.4.0.0^{3,7}]tetradeca-1(14),3(7),4,10,12-pentaen-2-ylidene}piperidine; 2-hydroxybutanedioic acid
- SMILES
- OC(CC(O)=O)C(O)=O.CN1CCC(CC1)=C1C2=C(CCC3=CC=CC=C13)SC=C2
- External Links
- ChemSpider
- 147809
- ChEBI
- 50213
- ChEMBL
- CHEMBL1592663
- Predicted Properties
Property Value Source Water Solubility 0.00706 mg/mL ALOGPS logP 4.7 ALOGPS logP 4.49 Chemaxon logS -4.6 ALOGPS pKa (Strongest Basic) 7.98 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 3.24 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 101.1 m3·mol-1 Chemaxon Polarizability 34.38 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon