LPH-5 (drug) explained

Iupac Name:	(S)-3-(2,5-Dimethoxy-4-(trifluoromethyl)phenyl)piperidine
Legal Status:	In General Unscheduled
Cas Number:	2641630-97-7
Atc Prefix:	none
Pubchem:	156337168
C:	14
H:	18
F:	3
N:	1
O:	2
Smiles:	COC1=CC([C@@]2([H])CNCCC2)=C(OC)C=C1C(F)(F)F
Stdinchi:	InChI=1S/C14H18F3NO2/c1-19-12-7-11(14(15,16)17)13(20-2)6-10(12)9-4-3-5-18-8-9/h6-7,9,18H,3-5,8H2,1-2H3/t9-/m1/s1
Stdinchikey:	NZKYTYHIERLZBG-SECBINFHSA-N

LPH-5 is a psychedelic discovered by Emil Marcher-Rørsted, Jesper L. Kristensen and Anders A. Jensen at Danish biopharmaceutical company Lophora.^{[1] [2]} It is a conformationally-restricted derivative of the phenethylamine 2C-TFM, also a hallucinogen, and acts as a potent agonist of the 5-HT_2A receptor (EC₅₀ = 3.2 nM, E_max = 78%).^[3] It shows 10- to 100-fold selectivity for the 5-HT_2A receptor over the 5-HT_2B and 5-HT_2C receptors and, along with related compounds like 25CN-NBOH, is said to be one of the few truly selective 5-HT_2A receptor agonists.

See also

• 2C-B-PP
• 2C-TFM
• CYB-210010
• OSU-6162
• TCB-2
• ZC-B

Notes and References

1. M Ro Rsted E, Jensen AA, Smits G, Frydenvang K, Kristensen JL . Discovery and Structure-Activity Relationships of 2,5-Dimethoxyphenylpiperidines as Selective Serotonin 5-HT_2A Receptor Agonists . Journal of Medicinal Chemistry . 67 . 9 . 7224–7244 . May 2024 . 38648420 . 11089506 . 10.1021/acs.jmedchem.4c00082 . free .
2. Jensen AA, Cecchi CR, Hibicke M, Bach AH, Kaadt E, Marcher-Rorsted E, Nichols CD, Elfving B, Kristensen JL . The selective 5-HT 2A receptor agonist LPH-5 induces persistent and robust antidepressant-like effects in rodents . bioRxiv . 22 April 2024 . 10.1101/2024.04.19.590212 .
3. 5-HT2A Agonists for Use in Treatment of Depression. . Kristensen JL, Jensen AA, Märcher-Rørsted E . US . 2021/0137908 . Lophora ApS . 13 May 2021 . . .