3-PPP

3-PPP

Clinical data
Other names	Preclamol
Identifiers
IUPAC name (±)-3-(1-Propylpiperidin-3-yl)phenol
CAS Number	75240-91-4 Y 85966-89-8 ((+)-isomer)
PubChem CID	55445
ChemSpider	50067
UNII	ND3NDM2EHM
ChEBI	CHEBI:125440
ChEMBL	ChEMBL276500
CompTox Dashboard (EPA)	DTXSID7048453
Chemical and physical data
Formula	C14H21NO
Molar mass	219.328 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCCN1CCCC(C1)C2=CC(=CC=C2)O
InChI InChI=1S/C14H21NO/c1-2-8-15-9-4-6-13(11-15)12-5-3-7-14(16)10-12/h3,5,7,10,13,16H,2,4,6,8-9,11H2,1H3 Key:HTSNFXAICLXZMA-UHFFFAOYSA-N

3-PPP (N-n-propyl-3-(3-hydroxyphenyl)piperidine) is a mixed sigma σ₁ and σ₂ receptor agonist (with similar affinity for both subtypes, though slightly higher affinity for the latter) and D₂ receptor partial agonist which is used in scientific research. It shows stereoselectivity in its pharmacodynamics. (+)-3-PPP is the enantiomer that acts as an agonist of the sigma receptors; it is also an agonist of both D₂presynaptic and postsynaptic receptors. Conversely, (–)-3-PPP, also known as preclamol (INN), acts as an agonist of presynaptic D₂ receptors but as an antagonist of postsynaptic D₂ receptors, and has antipsychotic effects. 3-PPP has also been reported to be a monoamine reuptake inhibitor and possibly to act at adrenergic receptors or some other non-sigma receptor.

See also

• 4-PPBP
• Alazocine
• OSU-6162
• PF-219,061