PF-4840154

PF-4840154

Names
Preferred IUPAC name N-Benzyl-4-[(2-methylpropyl)amino]-2-{4-[(oxan-3-yl)methyl]piperazin-1-yl}pyrimidine-5-carboxamide
Identifiers
CAS Number	1332708-14-1
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1818218 Y
ChemSpider	26610754 Y
IUPHAR/BPS	6309
PubChem CID	53380803
CompTox Dashboard (EPA)	DTXSID001029756
InChI InChI=1S/C26H38N6O2/c1-20(2)15-27-24-23(25(33)28-16-21-7-4-3-5-8-21)17-29-26(30-24)32-12-10-31(11-13-32)18-22-9-6-14-34-19-22/h3-5,7-8,17,20,22H,6,9-16,18-19H2,1-2H3,(H,28,33)(H,27,29,30) N Key: PPANZCQXFYBGHN-UHFFFAOYSA-N N
SMILES O=C(NCC1=CC=CC=C1)C(C=N2)=C(NCC(C)C)N=C2N(CC3)CCN3CC4CCCOC4
Properties
Chemical formula	C26H38N6O2
Molar mass	466.630 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

PF-4840154 is a pyrimidine derivative discovered by Pfizer at its Sandwich, Kent research center. The compound is a potent, selective activator of both the human (EC₅₀ = 23 nM) and rat (EC₅₀ = 97 nM) TRPA1 channels.^[1] This compound elicits nociception in a mouse model through TRPA1 activation. PF-4840154 is used as a reference agonist of the TRPA1 channel for in-vitro high-throughput screening purposes, and is superior to allyl isothiocyanate for this use.^[2] The TRPA1 channel is considered an attractive pain target based on the fact that TRPA1 knockout mice showed near complete attenuation of pain behaviors in some pre-clinical development models.^[3][4]