R1317

R1317 is a desmethylprodine analog in which the N-methyl group is replaced by a cinnamyl group. This change in sidechain endows the compound with an increase in potency. The compound is 261 times more potent^{[clarification needed]} than meperidine in mice^[1] and 1100 times more potent in rats. In another article it was stated to be 785 times more potent than meperidine.^[2]

Other names1-Cinnamyl-4-phenyl-4-piperidinol propionate

CAS Number

• 6849-00-9

PubChem CID

• 6444553

ChemSpider

• 4948442

Quick facts Clinical data, Other names ...

R1317

Clinical data
Other names	1-Cinnamyl-4-phenyl-4-piperidinol propionate
Identifiers
IUPAC name [4-phenyl-1-[(E)-3-phenylprop-2-enyl]piperidin-4-yl] propanoate
CAS Number	6849-00-9
PubChem CID	6444553
ChemSpider	4948442
Chemical and physical data
Formula	C23H27NO2
Molar mass	349.474 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCC(=O)OC1(CCN(CC1)C/C=C/C2=CC=CC=C2)C3=CC=CC=C3
InChI InChI=1S/C23H27NO2/c1-2-22(25)26-23(21-13-7-4-8-14-21)15-18-24(19-16-23)17-9-12-20-10-5-3-6-11-20/h3-14H,2,15-19H2,1H3/b12-9+ Key:STWAFYHWLNRRHY-FMIVXFBMSA-N

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Despite this high potency, it is not the most potent 4-phenylpiperidine-reverse ester ever created. The most potent 4-phenylpiperidine-reverse ester ever created is R1480.^[1] R1480 is stated to have a potency 1500-3180 times higher than meperidine in mice and 3040 times higher in rats.