PF-3845

PF-3845

Clinical data
ATC code	None
Legal status
Legal status	US: Investigational New Drug
Identifiers
IUPAC name N-3-pyridinyl-4-([3-([5-(trifluoromethyl)-2-pyridinyl]oxy)phenyl]methyl)-1-piperidinecarboxamide
CAS Number	1196109-52-0
PubChem CID	25154867
ChemSpider	26232165
UNII	Q3PW846TYN
CompTox Dashboard (EPA)	DTXSID40648905
Chemical and physical data
Formula	C24H23F3N4O2
Molar mass	456.469 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(NC1=CN=CC=C1)N(CC2)CCC2CC3=CC=CC(OC4=NC=C(C(F)(F)F)C=C4)=C3
InChI InChI=1S/C24H23F3N4O2/c25-24(26,27)19-6-7-22(29-15-19)33-21-5-1-3-18(14-21)13-17-8-11-31(12-9-17)23(32)30-20-4-2-10-28-16-20/h1-7,10,14-17H,8-9,11-13H2,(H,30,32) Key:NBOJHRYUGLRASX-UHFFFAOYSA-N

PF-3845 is a selective inhibitor of fatty acid amide hydrolase. ^[1] It results in increased levels of anandamide and results in cannabinoid receptor-based effects. It has anti-inflammatory action in mice colitis models. Antidiarrheal and antinociceptive effects were also seen in mouse models of pain. ^[2]

A 2017 study published in the Journal of Psychiatry and Neuroscience found that PF-3845 exerts rapid and long-lasting anti-anxiety effects in mice exposed acutely to stress or chronically to the stress hormone corticosterone. ^[3]

References

1. Ahn K, Johnson DS, Mileni M, Beidler D, Long JZ, McKinney MK, et al. (April 2009). "Discovery and characterization of a highly selective FAAH inhibitor that reduces inflammatory pain". Chemistry & Biology. 16 (4): 411–20. doi:10.1016/j.chembiol.2009.02.013. PMC   2692831 . PMID   19389627.
2. Fichna J, Sałaga M, Stuart J, Saur D, Sobczak M, Zatorski H, et al. (April 2014). "Selective inhibition of FAAH produces antidiarrheal and antinociceptive effect mediated by endocannabinoids and cannabinoid-like fatty acid amides". Neurogastroenterology and Motility. 26 (4): 470–81. doi: 10.1111/nmo.12272 . PMID   24460851. S2CID   2473356.
3. Duan T, Gu N, Wang Y, Wang F, Zhu J, Fang Y, et al. (June 2017). "Fatty acid amide hydrolase inhibitors produce rapid anti-anxiety responses through amygdala long-term depression in male rodents". Journal of Psychiatry & Neuroscience. 42 (4): 230–241. doi:10.1503/jpn.160116. PMC   5487270 . PMID   28234213.