Pipradimadol

Pipradimadol
Clinical data
Other names	FU 29-245
Identifiers
	IUPAC name 2-[1-[2-(2-Chlorophenyl)ethyl]-4-hydroxypiperidin-4-yl]-N-cyclohexyl-N,2-dimethylpropanamide;
CAS Number	68797-29-5;
PubChem CID	68883;
ChemSpider	62115;
UNII	CBI6614BOL;
ChEMBL	ChEMBL148635;
CompTox Dashboard (EPA)	DTXSID90988505 ;
Chemical and physical data
Formula	C24H37ClN2O2
Molar mass	421.02 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(C)(C(=O)N(C)C1CCCCC1)C2(CCN(CC2)CCC3=CC=CC=C3Cl)O;
	InChI InChI=1S/C24H37ClN2O2/c1-23(2,22(28)26(3)20-10-5-4-6-11-20)24(29)14-17-27(18-15-24)16-13-19-9-7-8-12-21(19)25/h7-9,12,20,29H,4-6,10-11,13-18H2,1-3H3; Key:CNIMNQJXZKALLC-UHFFFAOYSA-N;

Pipradimadol (FU 29-245) is an analgesic, antiserotoninergic agent and potentially an antidepressant.^[1]^[2] The pharmacology is said to be mediated through the opiate receptor. The potency is on the same order of magnitude as for morphine.^[3]

References

^ Huegi BS, Ebnöther AM, Rissi E, Gadient F, Hauser D, Roemer D, et al. (January 1983). "Synthesis and pharmacological studies of 4,4-disubstituted piperidines: a new class of compounds with potent analgesic properties". Journal of Medicinal Chemistry. 26 (1): 42–50. doi:10.1021/jm00355a010. PMID 6600791.
^ Oswald I, Adam K, Spiegel R (November 1982). "Human EEG slow-wave sleep increased by a serotonin antagonist". Electroencephalography and Clinical Neurophysiology. 54 (5): 583–6. doi:10.1016/0013-4694(82)90044-x. PMID 6181982.
^ US 4178377, Rissi E, Ebnother A, "(4-Hydroxy-4-piperidyl)-alkanoic acid amides", issued 11 December 1979, assigned to Sandoz AG.

[Huegi_1983-1] Huegi BS, Ebnöther AM, Rissi E, Gadient F, Hauser D, Roemer D, et al. (January 1983). "Synthesis and pharmacological studies of 4,4-disubstituted piperidines: a new class of compounds with potent analgesic properties". Journal of Medicinal Chemistry. 26 (1): 42–50. doi:10.1021/jm00355a010. PMID 6600791.

[pmid6181982-2] Oswald I, Adam K, Spiegel R (November 1982). "Human EEG slow-wave sleep increased by a serotonin antagonist". Electroencephalography and Clinical Neurophysiology. 54 (5): 583–6. doi:10.1016/0013-4694(82)90044-x. PMID 6181982.

[3] US 4178377, Rissi E, Ebnother A, "(4-Hydroxy-4-piperidyl)-alkanoic acid amides", issued 11 December 1979, assigned to Sandoz AG.

[1]

[2]

[3]

See also

References