Xaliproden

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Xaliproden
Accession Number
DB06393
Type
Small Molecule
Groups
Investigational
Description
Not Available
Structure
Thumb
Synonyms
  • Xaliproden
External IDs
SR 57746 / SR 57746A / SR-57746
Product Ingredients
IngredientUNIICASInChI Key
Xaliproden Hydrochloride44D5EE8E2690494-79-4WVHBEIJGAINUBW-UHFFFAOYSA-N
Categories
UNII
V8QL94KNQO
CAS number
135354-02-8
Weight
Average: 381.442
Monoisotopic: 381.170434201
Chemical Formula
C24H22F3N
InChI Key
WJJYZXPHLSLMGE-UHFFFAOYSA-N
InChI
InChI=1S/C24H22F3N/c25-24(26,27)23-7-3-6-22(17-23)20-11-14-28(15-12-20)13-10-18-8-9-19-4-1-2-5-21(19)16-18/h1-9,11,16-17H,10,12-15H2
IUPAC Name
1-[2-(naphthalen-2-yl)ethyl]-4-[3-(trifluoromethyl)phenyl]-1,2,3,6-tetrahydropyridine
SMILES
FC(F)(F)C1=CC(=CC=C1)C1=CCN(CCC2=CC3=CC=CC=C3C=C2)CC1

Pharmacology

Indication

Investigated for use/treatment in amyotrophic lateral sclerosis (ALS) and alzheimer's disease.

Pharmacodynamics
Not Available
Mechanism of action

Xaliproden is an orally-active, synthetic, non-peptidic 5-hydroxytryptamine (5-HT) 1A receptor agonist with neurotrophic and neuroprotective activities. Although its mechanism of action is not fully understood, xaliproden appears to either mimic the effects of neurotrophins or stimulate their synthesis, thereby stimulating neuronal cell differentiation and proliferation and inhibiting neuronal cell death. The neuroprotective effect of this agent involves the activation of MAP kinase pathways via stimulation of the 5-HT1A receptor.

TargetActionsOrganism
U5-hydroxytryptamine receptor 1ANot AvailableHumans
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
ChemSpider
114237
BindingDB
82363
ChEBI
48520
ChEMBL
CHEMBL1512580
Wikipedia
Xaliproden
ATC Codes
N07XX03 — Xaliproden

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
3CompletedPreventionCarcinoma, Colorectal / Metastases / Neoplasms, Colorectal1
3CompletedTreatmentAlzheimer's Disease (AD)2
3TerminatedTreatmentNeoplasms, Colorectal1

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 Solubility0.000229 mg/mLALOGPS
logP6.26ALOGPS
logP6.23ChemAxon
logS-6.2ALOGPS
pKa (Strongest Basic)8.96ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area3.24 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity109.26 m3·mol-1ChemAxon
Polarizability41.17 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
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/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Naphthalenes
Sub Class
Not Available
Direct Parent
Naphthalenes
Alternative Parents
Trifluoromethylbenzenes / Phenethylamines / Aralkylamines / Hydropyridines / Trialkylamines / Azacyclic compounds / Organopnictogen compounds / Organofluorides / Hydrocarbon derivatives / Alkyl fluorides
Substituents
Naphthalene / Trifluoromethylbenzene / Phenethylamine / Aralkylamine / Monocyclic benzene moiety / Hydropyridine / Tertiary aliphatic amine / Tertiary amine / Organoheterocyclic compound / Azacycle
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
tertiary amino compound, ring assembly, naphthalenes, tetrahydropyridine, (trifluoromethyl)benzenes (CHEBI:48520)

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Serotonin receptor activity
Specific Function
G-protein coupled receptor for 5-hydroxytryptamine (serotonin). Also functions as a receptor for various drugs and psychoactive substances. Ligand binding causes a conformation change that triggers...
Gene Name
HTR1A
Uniprot ID
P08908
Uniprot Name
5-hydroxytryptamine receptor 1A
Molecular Weight
46106.335 Da

Drug created on March 19, 2008 10:28 / Updated on December 16, 2018 06:52