Buy 2-Chloro-2-phenylethylamine Cas 4633-92-5
Buy 2-Chloro-2-phenylethylamine Cas 4633-92-5
2-Chloro-2-phenylethylamine, also known as β-chlorophenethylamine, is an irreversible inhibitor or suicidal inhibitor of the enzyme monoamine oxidase B (MAO-B),[1] irreversible inhibitor of dopamine-beta-monooxygenase,[2] a derivative of phenylethylamine in which the hydrogen atom in the β-position of the ethyl chain is replaced by a chlorine atom. This is a substituted phenylethylamine,[3][4][5] does not exhibit pronounced psychoactivity.
It is a related compound to N,N-dimethyl-2-chloro-2-phenylethylamine (DMEA), a precursor in organic synthesis.
Pharmacology
Inhibition of monoamine oxidase B
the compound It is classified as a non-medical use, selective inhibitor of monoamine oxidase B (MAO-B) that acts as a “suicide inhibitor” by covalently modifying the active site of the enzyme and completely blocking its catalytic activity.[3]
During a standard enzymatic reaction, MAO-B oxidizes the compound to 2-chloro-2-phenylacetaldehyde. The absence of significant amounts (less than 0.25 mol%) of 2-phenylacetaldehyde indicates that the reaction proceeds without the formation of a free carbanion at the C-1 atom.[3]
The mechanism of inactivation depends on the environment: under aerobic conditions, the enzyme is covalently modified by the oxidation product (2-chloro-2-phenylacetaldehyde), while under anaerobic conditions, inactivation occurs through direct alkylation by the parent compound.[1]
Inhibition of dopamine β-hydroxylase
2-Chloro-2-phenylethylamine is a suicide inhibitor of dopamine β-hydroxylase, which irreversibly inactivates them via covalent modification of the active site: in the case of MAO-B, through direct alkylation or the effect of an aldehyde product; and in the case of dopamine beta-hydrooxygenase, a bound alpha-aminoacetophenone is formed, followed by an intramolecular redox reaction to form a ketone-derived radical cation as an inhibitory substance.[5][6]
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