(+/-)-1-(1,2-Diphenylethyl)piperidine maleate - CAS 36794-52-2
Category:
Main Product
Product Name:
(+/-)-1-(1,2-Diphenylethyl)piperidine maleate
Catalog Number:
36794-52-2
Synonyms:
(+/-)-1-(1,2-DIPHENYLETHYL)PIPERIDINE MALEATE
CAS Number:
36794-52-2
Molecular Weight:
381.46
Molecular Formula:
C19H23N.C4H4O4
COA:
Inquire
MSDS:
Inquire
Canonical SMILES:
C1CCN(CC1)C(CC2=CC=CC=C2)C3=CC=CC=C3.C(=CC(=O)O)C(=O)O
InChI:
InChI=1S/C19H23N.C4H4O4/c1-4-10-17(11-5-1)16-19(18-12-6-2-7-13-18)20-14-8-3-9-15-20;5-3(6)1-2-4(7)8/h1-2,4-7,10-13,19H,3,8-9,14-16H2;1-2H,(H,5,6)(H,7,8)/b;2-1-
InChIKey:
AEHZEDLXDLPQQD-BTJKTKAUSA-N
Chemical Structure
CAS 36794-52-2 (+/-)-1-(1,2-Diphenylethyl)piperidine maleate

Reference Reading


1.NMDA receptor affinities of 1,2-diphenylethylamine and 1-(1,2-diphenylethyl)piperidine enantiomers and of related compounds.
Berger ML1, Schweifer A, Rebernik P, Hammerschmidt F. Bioorg Med Chem. 2009 May 1;17(9):3456-62. doi: 10.1016/j.bmc.2009.03.025. Epub 2009 Mar 19.
We resolved 1,2-diphenylethylamine (DPEA) into its (S)- and (R)-enantiomer and used them as precursors for synthesis of (S)- and (R)-1-(1,2-diphenylethyl)piperidine, flexible homeomorphs of the NMDA channel blocker MK-801. We also describe the synthesis of the dicyclohexyl analogues of DPEA. These and related compounds were tested as inhibitors of [(3)H]MK-801 binding to rat brain membranes. Stereospecificity ranged between factors of 0.5 and 50. Some blockers exhibited stereospecific sensitivity to the modulator spermine. Our results may help to elucidate in more detail the NMDA channel pharmacophore.