WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 408031
Description: Bavarostata is a highly brain penetrant HDAC6 inhibitor (IC50=60nM). Bavarostat exhibits excellent HDAC6 selectivity (>80-fold over all other Zn-containing HDAC paralogues), modulates tubulin acetylation selectively over histone acetylation, and has excellent brain penetrance.
MedKoo Cat#: 408031
Chemical Formula: C20H27FN2O2
Exact Mass: 346.2057
Molecular Weight: 346.4464
Elemental Analysis: C, 69.34; H, 7.86; F, 5.48; N, 8.09; O, 9.24
Related CAS #: 2134109-20-7 2168560-80-1 (18F-labeled)
IUPAC/Chemical Name: 4-(((((3r,5r,7r)-adamantan-1-yl)methyl)(methyl)amino)methyl)-3-fluoro-N-hydroxybenzamide
InChi Key: IGZQZELTOHAHNW-XLWGHNRJSA-N
InChi Code: InChI=1S/C20H27FN2O2/c1-23(11-17-3-2-16(7-18(17)21)19(24)22-25)12-20-8-13-4-14(9-20)6-15(5-13)10-20/h2-3,7,13-15,25H,4-6,8-12H2,1H3,(H,22,24)/t13-,14+,15-,20?
SMILES Code: CN(CC1=CC=C(C(NO)=O)C=C1F)CC23C[C@@H](C[C@H]4C3)C[C@@H](C4)C2
Histone deacetylase 6 (HDAC6) function and dysregulation have been implicated in the etiology of certain cancers and more recently in central nervous system (CNS) disorders including Rett syndrome, Alzheimer's and Parkinson's diseases, and major depressive disorder. HDAC6-selective inhibitors have therapeutic potential, but in the CNS drug space the development of highly brain penetrant HDAC inhibitors has been a persistent challenge. Moreover, no tool exists to directly characterize HDAC6 and its related biology in the living human brain.
1: Strebl MG, Campbell AJ, Zhao WN, Schroeder FA, Riley MM, Chindavong PS, Morin
TM, Haggarty SJ, Wagner FF, Ritter T, Hooker JM. HDAC6 Brain Mapping with
[(18)F]Bavarostat Enabled by a Ru-Mediated Deoxyfluorination. ACS Cent Sci. 2017
Sep 27;3(9):1006-1014. doi: 10.1021/acscentsci.7b00274. Epub 2017 Sep 6. PubMed
PMID: 28979942; PubMed Central PMCID: PMC5620987.