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    Chemistry

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    Also known as: 706779-91-1, Acp-103, 1-(4-fluorobenzyl)-3-(4-isobutoxybenzyl)-1-(1-methylpiperidin-4-yl)urea, Pimavanserin [inn], Pimavanserin free base, Jz963p0dik
    Molecular Formula
    C25H34FN3O2
    Molecular Weight
    427.6  g/mol
    InChI Key
    RKEWSXXUOLRFBX-UHFFFAOYSA-N
    FDA UNII
    JZ963P0DIK
    Pimavanserin Tartrate
    Psychotic symptoms associated with Parkinson's disease (PD) are relatively common, reducing quality of life and prognosis for individuals with PD. Pimavanserin (ACP-103), marketed under the trade name Nuplazid, is a drug developed by Acadia Pharmaceuticals for the treatment of psychosis related to Parkinson's disease. Due to its actions at serotonin receptors and lack of effects on dopamine receptors, pimavanserin treats hallucinations and delusions without causing extrapyramidal symptoms. It was initially approved by the FDA in 2016 and is now under review as a potential treatment for dementia related psychosis. As of April 2021, FDA approval has not been granted for this indication, despite previous breakthrough designation.
    Pimavanserin is an Atypical Antipsychotic.
    1 2D Structure

    Pimavanserin Tartrate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-[(4-fluorophenyl)methyl]-1-(1-methylpiperidin-4-yl)-3-[[4-(2-methylpropoxy)phenyl]methyl]urea
    2.1.2 InChI
    InChI=1S/C25H34FN3O2/c1-19(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/h4-11,19,23H,12-18H2,1-3H3,(H,27,30)
    2.1.3 InChI Key
    RKEWSXXUOLRFBX-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(C)COC1=CC=C(C=C1)CNC(=O)N(CC2=CC=C(C=C2)F)C3CCN(CC3)C
    2.2 Other Identifiers
    2.2.1 UNII
    JZ963P0DIK
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Acp 103

    2. Acp-103

    3. Acp103

    4. Bis(1-(4-fluorobenzyl)-1-(1-methylpiperidin-4-yl)-3-(4-(2-methylpropoxy)benzyl)urea) (2r,3r)-2,3-dihydroxybutanedioate

    5. N-(4-fluorophenylmethyl)-n-(1-methylpiperidin-4-yl)-n'-(4-(2-methylpropyloxy)phenylmethyl)carbamide

    6. Nuplazid

    7. Pimavanserin Tartrate

    8. Urea, N-((4-fluorophenyl)methyl)-n-(1-methyl-4-piperidinyl)-n'-((4-(2-methylpropoxy)phenyl)methyl)-, (2r,3r)-2,3-dihydroxybutanedioate (2:1)

    2.3.2 Depositor-Supplied Synonyms

    1. 706779-91-1

    2. Acp-103

    3. 1-(4-fluorobenzyl)-3-(4-isobutoxybenzyl)-1-(1-methylpiperidin-4-yl)urea

    4. Pimavanserin [inn]

    5. Pimavanserin Free Base

    6. Jz963p0dik

    7. 706779-91-1 (free Base)

    8. 1-[(4-fluorophenyl)methyl]-1-(1-methylpiperidin-4-yl)-3-[[4-(2-methylpropoxy)phenyl]methyl]urea

    9. N-(4-fluorophenylmethyl)-n-(1-methylpiperidin-4-yl)-n'-(4-(2-methylpropyloxy)phenylmethyl) Carbamide

    10. Unii-jz963p0dik

    11. N-(4-fluorophenylmethyl)-n-(1-methylpiperidin-4-yl)-n'-(4-(2-methylpropyloxy)phenylmethyl)carbamide

    12. 706782-28-7

    13. Pimanavserin

    14. Methyltrimethylacetate

    15. Ac-5273

    16. Pimavanserin [mi]

    17. Pimavanserin(acp-103)

    18. Pimavanserin [who-dd]

    19. Schembl675165

    20. Nuplazid (proposed Trade Name)

    21. Gtpl8423

    22. Chembl2111101

    23. Dtxsid90990906

    24. Chebi:133017

    25. Bdbm139370

    26. Hms3742a03

    27. Bcp11618

    28. Ex-a4895

    29. Mfcd09953792

    30. Zinc16159083

    31. Akos015902593

    32. Cs-3378

    33. Db05316

    34. Me-0240

    35. Sb16963

    36. Ncgc00390656-01

    37. Ncgc00390656-02

    38. Hy-14557

    39. B8019

    40. Ft-0653701

    41. A14434

    42. 779p911

    43. A836958

    44. J-503297

    45. Q7194603

    46. N-[(4-fluorophenyl)methyl]-n-(1-methyl-4-piperidinyl)-n'-[[4-(2-methylpropoxy)phenyl]methyl]urea;

    47. N-[(4-fluorophenyl)methyl]-n-(1-methylpiperidin-4-yl)-n'-{[4-(2-methylpropoxy)phenyl]methyl}urea

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 427.6 g/mol
    Molecular Formula C25H34FN3O2
    XLogP34.5
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count8
    Exact Mass427.26350550 g/mol
    Monoisotopic Mass427.26350550 g/mol
    Topological Polar Surface Area44.8 Ų
    Heavy Atom Count31
    Formal Charge0
    Complexity523
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Pimavanserin is indicated for the treatment of hallucinations and delusions associated with Parkinsons disease psychosis.

    Treatment of schizophrenia and other psychotic disorders

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Pimavanserin's unique actions on serotonin receptors improve symptoms of hallucinations and delusions associated with Parkinson's disease. In clinical studies, 80.5% of individuals treated with pimavanserin reported improvement in symptoms. Pimavanserin does not worsen motor functioning in patients with Parkinson's disease psychosis.

    5.2 MeSH Pharmacological Classification

    Antiparkinson Agents

    Agents used in the treatment of Parkinson's disease. The most commonly used drugs act on the dopaminergic system in the striatum and basal ganglia or are centrally acting muscarinic antagonists. (See all compounds classified as Antiparkinson Agents.)

    Antipsychotic Agents

    Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus. (See all compounds classified as Antipsychotic Agents.)

    Serotonin 5-HT2 Receptor Antagonists

    Drugs that bind to but do not activate SEROTONIN 5-HT2 RECEPTORS, thereby blocking the actions of SEROTONIN or SEROTONIN 5-HT2 RECEPTOR AGONISTS. Included under this heading are antagonists for one or more specific 5-HT2 receptor subtypes. (See all compounds classified as Serotonin 5-HT2 Receptor Antagonists.)

    5.3 FDA Pharmacological Classification
    5.3.1 Active Moiety
    PIMAVANSERIN
    5.3.2 FDA UNII
    JZ963P0DIK
    5.3.3 Pharmacological Classes
    Established Pharmacologic Class [EPC] - Atypical Antipsychotic
    5.4 ATC Code

    N - Nervous system

    N05 - Psycholeptics

    N05A - Antipsychotics

    N05AX - Other antipsychotics

    N05AX17 - Pimavanserin

    5.5 Absorption, Distribution and Excretion

    Absorption

    The median Tmax of pimavanserin in clinical studies was 6 hours, regardless of the dose. Bioavailability of an oral tablet of pimavanserin and a solution were almost identical. The major active circulating N-desmethylated metabolite, AC-279, has a median Tmax of 6 hours.

    Route of Elimination

    About 0.55% of a 34 mg oral dose was excreted unchanged in the urine and 1.53% was eliminated in feces within 10 days. Less than 1% of the administered dose and its active metabolite AC-279 were recovered in urine during clinical studies.

    Volume of Distribution

    Following administration of a single dose of 34 mg, the average apparent volume of distribution was 2173 L in clinical studies.

    5.6 Metabolism/Metabolites

    Pimavanserin is mainly metabolized CYP3A4 and CYP3A5 hepatic cytochrome enzymes, and to a lesser extent by CYP2J2, CYP2D6, and other cytochrome and flavin-containing monooxygenase enzymes. CYP3A4 metabolizes pimavanserin to its major active metabolite, AC-279.

    5.7 Biological Half-Life

    The average plasma half-lives for pimavanserin and its active metabolite (AC-279) are estimated at 57 hours and 200 hours, respectively.

    5.8 Mechanism of Action

    Parkinson's disease psychosis (PDP) is a imbalance of serotonin and dopamine from disruption of the normal balance between the serotonergic and dopaminergic receptors and neurotransmitters in the brain. The mechanism by which pimavanserin treats hallucinations and delusions associated with Parkinsons disease psychosis is not fully established. It is possible that pimavanserin acts via inverse agonist and antagonist activity at serotonin 5-HT2A receptors with limited effects on serotonin 5-HT2C receptors. Pimavanserin is an inverse agonist and antagonist of serotonin 5-HT2A receptors with high binding affinity, demonstrating low binding affinity to serotonin 5-HT2C receptors. In addition, this drug exhibits low affinity binding to sigma 1 receptors. Pimavanserin lacks activity at muscarinic, dopaminergic, adrenergic, and histaminergic receptors, preventing various undesirable effects typically associated with antipsychotics.

    API Reference Price

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    ABOUT THIS PAGE

    Pimavanserin Tartrate Manufacturers

    A Pimavanserin Tartrate manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Pimavanserin Tartrate, including repackagers and relabelers. The FDA regulates Pimavanserin Tartrate manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Pimavanserin Tartrate API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

    click here to find a list of Pimavanserin Tartrate manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

    Pimavanserin Tartrate Suppliers

    A Pimavanserin Tartrate supplier is an individual or a company that provides Pimavanserin Tartrate active pharmaceutical ingredient (API) or Pimavanserin Tartrate finished formulations upon request. The Pimavanserin Tartrate suppliers may include Pimavanserin Tartrate API manufacturers, exporters, distributors and traders.

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    Pimavanserin Tartrate USDMF

    A Pimavanserin Tartrate DMF (Drug Master File) is a document detailing the whole manufacturing process of Pimavanserin Tartrate active pharmaceutical ingredient (API) in detail. Different forms of Pimavanserin Tartrate DMFs exist exist since differing nations have different regulations, such as Pimavanserin Tartrate USDMF, ASMF (EDMF), JDMF, CDMF, etc.

    A Pimavanserin Tartrate DMF submitted to regulatory agencies in the US is known as a USDMF. Pimavanserin Tartrate USDMF includes data on Pimavanserin Tartrate's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Pimavanserin Tartrate USDMF is kept confidential to protect the manufacturer’s intellectual property.

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    Pimavanserin Tartrate WC

    A Pimavanserin Tartrate written confirmation (Pimavanserin Tartrate WC) is an official document issued by a regulatory agency to a Pimavanserin Tartrate manufacturer, verifying that the manufacturing facility of a Pimavanserin Tartrate active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Pimavanserin Tartrate APIs or Pimavanserin Tartrate finished pharmaceutical products to another nation, regulatory agencies frequently require a Pimavanserin Tartrate WC (written confirmation) as part of the regulatory process.

    click here to find a list of Pimavanserin Tartrate suppliers with Written Confirmation (WC) on PharmaCompass.

    Pimavanserin Tartrate NDC

    National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Pimavanserin Tartrate as an active pharmaceutical ingredient (API).

    Finished drug products

    The FDA updates the NDC directory daily. The NDC numbers for Pimavanserin Tartrate API and other APIs are published in this directory by the FDA.

    Unfinished drugs

    The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

    Pharmaceutical companies that manufacture Pimavanserin Tartrate as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

    Compounded drug products

    The NDC directory also contains data on finished compounded human drug products that contain Pimavanserin Tartrate and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Pimavanserin Tartrate NDC to their finished compounded human drug products, they may choose to do so.

    click here to find a list of Pimavanserin Tartrate suppliers with NDC on PharmaCompass.

    Pimavanserin Tartrate GMP

    Pimavanserin Tartrate Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

    GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

    PharmaCompass offers a list of Pimavanserin Tartrate GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Pimavanserin Tartrate GMP manufacturer or Pimavanserin Tartrate GMP API supplier for your needs.

    Pimavanserin Tartrate CoA

    A Pimavanserin Tartrate CoA (Certificate of Analysis) is a formal document that attests to Pimavanserin Tartrate's compliance with Pimavanserin Tartrate specifications and serves as a tool for batch-level quality control.

    Pimavanserin Tartrate CoA mostly includes findings from lab analyses of a specific batch. For each Pimavanserin Tartrate CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

    Pimavanserin Tartrate may be tested according to a variety of international standards, such as European Pharmacopoeia (Pimavanserin Tartrate EP), Pimavanserin Tartrate JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Pimavanserin Tartrate USP).

    Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
    For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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