4-[3-(Methylsulfonyl)phenyl]-1-propylpiperidine Property

Melting point:

73-750C

Boiling point:

434.2±45.0 °C(Predicted)

Density 

1.092±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Soluble in DMSO (up to 10 mg/ml).

pka

9.09±0.10(Predicted)

form 

solid

color 

White

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

4-[3-(Methylsulfonyl)phenyl]-1-propylpiperidine Chemical Properties,Usage,Production

Description

Pridopidine (346688-38-8) is being studied as a potential treatment for Huntington’s disease, Parkinson’s disease, and schizophrenia based on its locomotor stabilizing and antipsychotic-like effects.1,2?It was, unusually, able to reverse both hypo- and hyperdopaminergia depending on local dopamine concentrations without inducing catalepsy. This was originally attributed to functional dopamine D2 antagonism with fast on/off kinetics (“dopamine stabilizer”).3?More recent studies have attributed pridopidine’s effects to its being a more potent sigma-1 ligand than a D2 ligand.4,5?Displays neuroprotective/restorative effects6,7?and ameliorates central features of amyotrophic lateral sclerosis pathology8?in a sigma-1-mediated manner

Chemical Properties

4-[3-(Methylsulfonyl)phenyl]-1-propylpiperidine is Off-White Solid

Uses

4-[3-(Methylsulfonyl)phenyl]-1-propylpiperidine is a new modulator of dopamine neurotransmission. Dopamine is a neurotransmitter in the brain. Drugs that act at central dopamine receptors are commonly used in the treatment of neurologic and psychiatric disorders.

storage

Store at -20°C

References

1) Pettersson (2010),?Synthesis and Evaluation of a Set of 4-Phenylpiperidines and 4-Phenylpiperazines as D2 Receptor Ligands and the Discovery of the Dopaminergic Stabilizer 4-[3-(Methylsulfonyl)phenyl]-1-propylpiperidine (Huntexil, Pridopidine, ACR16);?J.Med.Chem.?53?2510 2)?The dopamine stabilizers (S)-(-)-(3-methanesulfonylphenyl)-1-propyl-piperidine [(-)-OSU6162] and 4-(3-methanesulfonylphenyl)-1-propyl-piperidine (ACR16) show high in vivo D2 receptor occupancy, antipsychotic-like efficacy, and low potential for motor side effects in the rat;?J.Pharmacol.Exp.Ther.?318?810 3) Dyhring?et al.?(2010)?The dopaminergic stabilizers pridopidine (ACR16) and (-)-OSU6162 display dopamine D(2) receptor antagonism and fast receptor dissociation properties;?Eur.J.Pharmacol.?628?19 4) Sahlholm (2015)?Pridopidine selectively occupies sigma-1 rather than dopamine D2 receptors at behaviorally active doses;?Psychopharmacology (Berl)?232?3443 5)?Sahlholm?et al.?(2013),?The dopamine stabilizers ACR16 and (-)-OSU6162 display nanomolar affinities at the?s-1 receptor;?Mol.Psychiatry?18?12 6) Francardo?et al.?(2019),?Pridopidine Induces Functional Neurorestoration Via the Sigma-1 Receptor in a Mouse Model of Parkinson’s Disease;?Neurotherapeutics?16?465 7) Ryskamp,?et al.?(2017),?The sigma-1 receptor mediates the beneficial effects of pridopidine in a mouse model of Huntington disease;?Neurobiol.Dis.?97(Pt A)?46 8) Ionescu?et al.?(2019),?Targeting the Sigma-1 Receptor via Pridopidine Ameliorates Central Features of ALS Pathology in a SOD1G93A Model;?Cell Death Dis.?10?210