Pimavanserin tartrateProduct ingredient for Pimavanserin
- Name
- Pimavanserin tartrate
- Drug Entry
- Pimavanserin
Pimavanserin is an atypical antipsychotic indicated for the treatment of psychiatric disorders.19 Although the exact mechanism of action is unknown, it is thought that pimavanserin interacts with the serotonin receptors, particularly the 5-HT2A and HT2C receptors.19 Unlike other atypical antipsychotics, pimavanserin lacks inherent dopaminergic activity. In fact, pimavanserin is the first antipsychotic drug without D2 blocking activity. Therefore, pimavanserin can be used to treat psychotic symptoms without causing extrapyramidal or worsening motor symptoms.6,3
Pimavanserin is marketed under the trade name NUPLAZID and developed by Acadia Pharmaceuticals.11 It was approved by the FDA in April 2016 for the treatment of hallucinations and delusions associated with Parkinson's disease psychosis thanks to favorable results from a pivotal six-week, randomized, placebo-controlled, parallel-group study.20,3 Pimavanserin was also under review as a potential treatment for dementia-related psychosis; however, as of April 2021, FDA approval has not been granted for this indication despite previous breakthrough designation.18
- Accession Number
- DBSALT001266
- Structure
Structure for Pimavanserin tartrate (DBSALT001266)
- Synonyms
- Not Available
- UNII
- NA83F1SJSR
- CAS Number
- 706782-28-7
- Weight
- Average: 1005.1964
Monoisotopic: 1004.543449028 - Chemical Formula
- C54H74F2N6O10
- InChI Key
- RGSULKHNAKTFIZ-CEAXSRTFSA-N
- InChI
- InChI=1S/2C25H34FN3O2.C4H6O6/c2*1-19(2)18-31-24-10-6-20(7-11-24)16-27-25(30)29(23-12-14-28(3)15-13-23)17-21-4-8-22(26)9-5-21;5-1(3(7)8)2(6)4(9)10/h2*4-11,19,23H,12-18H2,1-3H3,(H,27,30);1-2,5-6H,(H,7,8)(H,9,10)/t;;1-,2-/m..1/s1
- IUPAC Name
- (2R,3R)-2,3-dihydroxybutanedioic acid; bis(3-[(4-fluorophenyl)methyl]-3-(1-methylpiperidin-4-yl)-1-{[4-(2-methylpropoxy)phenyl]methyl}urea)
- SMILES
- O[C@H]([C@@H](O)C(O)=O)C(O)=O.CC(C)COC1=CC=C(CNC(=O)N(CC2=CC=C(F)C=C2)C2CCN(C)CC2)C=C1.CC(C)COC1=CC=C(CNC(=O)N(CC2=CC=C(F)C=C2)C2CCN(C)CC2)C=C1
- External Links
- ChemSpider
- 9847221
- ChEBI
- 133014
- Wikipedia
- Pimavanserin
- Predicted Properties
Property Value Source Water Solubility 0.00748 mg/mL ALOGPS logP 4.19 ALOGPS logP 4.01 Chemaxon logS -4.8 ALOGPS pKa (Strongest Acidic) 15.06 Chemaxon pKa (Strongest Basic) 8.44 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 44.81 Å2 Chemaxon Rotatable Bond Count 19 Chemaxon Refractivity 122.93 m3·mol-1 Chemaxon Polarizability 48.37 Å3 Chemaxon Number of Rings 6 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon