P7C3

P7C3

Identifiers
IUPAC name 1-anilino-3-(3,6-dibromocarbazol-9-yl)propan-2-ol
PubChem (CID)	2836187
ChemSpider	2113543
ChEMBL	CHEMBL2442630
Chemical and physical data
Formula	C21H18Br2N2O
Molar mass	474.188 g/mol
3D model (Jmol)	Interactive image
SMILES c4ccccc4NCC(O)Cn2c1ccc(Br)cc1c(c3)c2ccc3Br
InChI InChI=1S/C21H18Br2N2O/c22-14-6-8-20-18(10-14)19-11-15(23)7-9-21(19)25(20)13-17(26)12-24-16-4-2-1-3-5-16/h1-11,17,24,26H,12-13H2 Key:FZHHRERIIVOATI-UHFFFAOYSA-N
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P7C3 is a drug related to latrepirdine (dimebon), which has neuroprotective and proneurogenic effects, and may be potentially useful for the treatment of Alzheimer's disease and similar neurodegenerative disorders. The precise mechanism of action through which these effects are exerted remains unclear as of 2010, but the pharmacological effects of P7C3 in vitro resemble those of endogenous proneurogenic peptides such as fibroblast growth factor 1, and the proneurogenic activity of P7C3 was around thirty times that of dimebon when they were compared side by side in mice. P7C3 was chosen for further animal studies on the basis of favourable pharmacokinetic factors, such as its high oral bioavailability and long duration of action, but several other related compounds showed similar activity such as the more potent fluorinated analogue P7C3A20 which is up to ten times stronger again, and the methoxy analogue P7C3-OMe, for which it was determined that the (R) enantiomer is the active form.^[1]

P7C3A20 and (R)-P7C3-OMe

References

1. Pieper AA, Xie S, Capota E, Estill SJ, Zhong J, Long JM, Becker GL, Huntington P, Goldman SE, Shen CH, Capota M, Britt JK, Kotti T, Ure K, Brat DJ, Williams NS, MacMillan KS, Naidoo J, Melito L, Hsieh J, De Brabander J, Ready JM, McKnight SL (July 2010). "Discovery of a proneurogenic, neuroprotective chemical". Cell. 142 (1): 39–51. doi:10.1016/j.cell.2010.06.018. PMC 2930815. PMID 20603013.