NAV

Paliroden

Identification

Generic Name
Paliroden
DrugBank Accession Number
DB05454
Background

Paliroden is an orally active neurotrophic, non-peptidic compound that activates synthesis of endogenous neurotrophines. Studies show that use of paliroden increased the rate of formation of both neural progenitors and mature neurons. It is indicated for use in Alzheimer's Disease and Parkinson’s.

Type
Small Molecule
Groups
Investigational
Structure
3D
Similar Structures
Weight
Average: 407.48
Monoisotopic: 407.186084266
Chemical Formula
C26H24F3N
Synonyms
  • 1-(2-(Biphenyl-4-yl)ethyl)-4-(3-(trifluoromethyl)phenyl)-1,2,3,6-tetrahydropyridine
  • Paliroden
  • Palirodenum
External IDs
  • SR 57667
  • SR 57667b
  • SR5-7667B
  • SR57667B
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Pharmacology

Indication

Investigated for use/treatment in Alzheimer's disease and Parkinson's disease.

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Contraindications & Blackbox Warnings
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Pharmacodynamics

SR 57667 is an orally active neurotrophic, non-peptidic compound that activates synthesis of endogenous neurotrophines. Studies show that use of SR 57667 increased the rate of formation of both neural progenitors and mature neurons.

Mechanism of action

SR 57667 may be an irreversible MAOB inhibitor.

Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Biphenyls and derivatives
Direct Parent
Biphenyls and derivatives
Alternative Parents
Trifluoromethylbenzenes / Phenethylamines / Aralkylamines / Hydropyridines / Trialkylamines / Azacyclic compounds / Organofluorides / Hydrocarbon derivatives / Alkyl fluorides
Substituents
Alkyl fluoride / Alkyl halide / Amine / Aralkylamine / Aromatic heteromonocyclic compound / Azacycle / Biphenyl / Hydrocarbon derivative / Hydropyridine / Organic nitrogen compound
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
17VJ76L90T
CAS number
188396-77-2
InChI Key
CNEWKIDCGDXBDE-UHFFFAOYSA-N
InChI
InChI=1S/C26H24F3N/c27-26(28,29)25-8-4-7-24(19-25)23-14-17-30(18-15-23)16-13-20-9-11-22(12-10-20)21-5-2-1-3-6-21/h1-12,14,19H,13,15-18H2
IUPAC Name
1-(2-{[1,1'-biphenyl]-4-yl}ethyl)-4-[3-(trifluoromethyl)phenyl]-1,2,3,6-tetrahydropyridine
SMILES
FC(F)(F)C1=CC(=CC=C1)C1=CCN(CCC2=CC=C(C=C2)C2=CC=CC=C2)CC1

References

General References
  1. Labie C, Canolle B, Chatelin S, Lafon C, Fournier J: Effects of paliroden (SR57667B) and xaliproden on adult brain neurogenesis. Curr Alzheimer Res. 2006 Feb;3(1):35-6. [Article]
PubChem Compound
11567682
PubChem Substance
347827731
ChemSpider
9742452
ChEMBL
CHEMBL2107767
ZINC
ZINC000035826853

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
2CompletedTreatmentAlzheimer's Disease (AD)2
2CompletedTreatmentParkinson's Disease (PD)2

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.000158 mg/mLALOGPS
logP6.49ALOGPS
logP6.89Chemaxon
logS-6.4ALOGPS
pKa (Strongest Basic)8.92Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count1Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area3.24 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity117.95 m3·mol-1Chemaxon
Polarizability44.72 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0000900000-12a6aa26b23267b1f75d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0020900000-e050c52ea9d6bbe25968
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0104900000-5060bb9ef918c2be13a7
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a6r-0177900000-deab6bd5899e038dfe05
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0pc0-1950100000-d477eb3665c041d5a5d6
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0zgi-0962000000-a99410426c1a1f80b960
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-192.39708
predicted
DeepCCS 1.0 (2019)
[M+H]+194.75507
predicted
DeepCCS 1.0 (2019)
[M+Na]+201.3763
predicted
DeepCCS 1.0 (2019)

Drug created at November 18, 2007 18:25 / Updated at February 21, 2021 18:51