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
- 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
Pharmacology
- Indication
Investigated for use/treatment in Alzheimer's disease and Parkinson's disease.
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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
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- 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
- 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]
- External Links
- PubChem Compound
- 11567682
- PubChem Substance
- 347827731
- ChemSpider
- 9742452
- ChEMBL
- CHEMBL2107767
- ZINC
- ZINC000035826853
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count 2 Completed Treatment Alzheimer's Disease (AD) 2 2 Completed Treatment Parkinson'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
Property Value Source Water Solubility 0.000158 mg/mL ALOGPS logP 6.49 ALOGPS logP 6.89 Chemaxon logS -6.4 ALOGPS pKa (Strongest Basic) 8.92 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 6 Chemaxon Refractivity 117.95 m3·mol-1 Chemaxon Polarizability 44.72 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4i-0000900000-12a6aa26b23267b1f75d Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4i-0020900000-e050c52ea9d6bbe25968 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4i-0104900000-5060bb9ef918c2be13a7 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0a6r-0177900000-deab6bd5899e038dfe05 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0pc0-1950100000-d477eb3665c041d5a5d6 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0zgi-0962000000-a99410426c1a1f80b960 Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 192.39708 predictedDeepCCS 1.0 (2019) [M+H]+ 194.75507 predictedDeepCCS 1.0 (2019) [M+Na]+ 201.3763 predictedDeepCCS 1.0 (2019)
Drug created at November 18, 2007 18:25 / Updated at February 21, 2021 18:51