13286-62-9Relevant academic research and scientific papers
Anti-Selective Aldol Reaction of Benzylic Nitriles and Synthesis of γ-Amino Alcohols
Carlier, Paul R.,Lo, Kam Moon,Lo, Michael M-C.,Williams, Ian D.
, p. 7511 - 7517 (1995)
The stereochemistry of the aldol reaction of seven benzylic nitriles 1a-g and four aldehydes 2-5 has been studied.In all cases studied the reaction is anti-selective.Good to excellent selectivity (10:1 -> 20:1) can be obtained if aldehydes with bulky secondary or tertiary substituents are used.The resulting aldols 6-9 are easily transformed to the corresponding γ-amino alcohols 12-15, which may possess useful antidepressant activity.
Synthesis of a potent wide-spectrum serotonin-, norepinephrine-, dopamine-reuptake inhibitor (SNDRI) and a species-selective dopamine-reuptake inhibitor based on the gamma-amino alcohol functional group
Carlier, Paul R.,Lo, Michael M.-C.,Lo, Priscilla C.-K.,Richelson, Elliott,Tatsumi, Masahiko,Reynolds, Ian J.,Sharma, Terre A.
, p. 487 - 492 (2007/10/03)
A series of gamma-amino alcohols were synthesized and screened for reuptake inhibition and noncompetitive NMDA antagonism. Compound (±)-3f simultaneously and potently inhibits reuptake of 5-HT, NE, and DA, representing a potential wide-spectrum reuptake inhibitor antidepressant. In addition, comparative rat and human studies uncovered a species-selective DA reuptake inhibitor (±)-2e, K(D)(hDAT)/K(D)(rDAT) = 97.
