RPhenylethylamine also known as R1phenylethanamine is a chiral amine with significant roles in organic chemistry pharmaceuticals and as a biochemical precursor Heres a detailed overview
Chemical Details
Molecular Formula C8H11N
Molecular Weight 12118 gmol
Structure
A phenyl ring attached to a chiral ethylamine group
The Rconfiguration refers to the specific spatial arrangement of substituents around the chiral center
Physical Properties
Appearance Colorless to pale yellow liquid
Boiling Point 185C
Optical Rotation Positive D value depends on the solvent and concentration
Biochemical and Pharmacological Context
1 Natural Occurrence
Phenylethylamine is a trace amine found in small amounts in the human brain and other tissues It plays a role in modulating neurotransmitter systems particularly dopamine and serotonin
2 Activity of the REnantiomer
The Renantiomer often has specific binding properties with enzymes and receptors compared to its Scounterpart This stereospecific interaction can influence its pharmacological effects
3 Potential Applications
Neuromodulation Acts as a stimulant of the central nervous system CNS by influencing catecholamine signaling
Drug Precursor Used in the synthesis of pharmaceutical compounds including decongestants antidepressants and weight loss drugs
Applications in Organic Synthesis
Chiral Building Block
Its amine functionality and chirality make it a valuable intermediate for synthesizing enantiomerically pure drugs and materials
Resolution of Racemic Mixtures
Often resolved from racemic phenylethylamine using chiral acids eg tartaric acid or asymmetric synthesis
Pharmaceutical and Industrial Uses
Pharmacological Research
Studies focus on its psychoactive effects and its role as a neuromodulator
Intermediate in Drug Development
Derivatives are used in developing sympathomimetic drugs and other therapeutic agents
Custom Synthesis
Key in synthesizing compounds with adrenergic receptor activity
Safety and Handling
Toxicity May cause irritation to the skin eyes or respiratory system upon exposure Psychoactive effects at high doses
Precautions Handle in a wellventilated environment using gloves and protective eyewear
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