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Chemical Compound Review:

SureCN3406287 2-chloro-2-phenyl-ethanamine

Synonyms: NSC-173141, NSC173141, AR-1L8641, NSC 173141, AC1L40NG, ...

Weyler, W., Mangold, J.B. et al., Bossard, M.J. et al.

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High impact information on NSC 173141

Use of isotope effects to characterize intermediates in mechanism-based inactivation of dopamine beta-monooxygenase by beta-chlorophenethylamine [1].
Anaerobic reaction of 2-chloro-2-phenylethylamine with monoamine oxidase B probably proceeds by direct alkylation of an enzyme residue (tau 1/2 = 140 min) [2].
It is suggested that 2-chloro-2-phenylethylamine or its oxidation product 2-chloro-2-phenylacetaldehyde may serve as an active site affinity reagent for monoamine oxidase [2].
2-Chloro-2-phenylethylamine as a mechanistic probe and active site-directed inhibitor of monoamine oxidase from bovine liver mitochondria [2].

Associations of NSC 173141 with other chemical compounds

As discussed, these findings support the intermediacy of enzyme-bound alpha-aminoacetophenone in beta- chlorophenethylamine inactivation, and lead us to propose an intramolecular redox reaction to generate a ketone-derived radical cation as the dopamine beta-monooxygenase-inactivating species [3].

Gene context of NSC 173141

The reaction of 2-chloro-2-phenylethylamine with monoamine oxidase B was investigated to study the mechanism of this enzyme and its inactivation by this compound [2].

References

Use of isotope effects to characterize intermediates in mechanism-based inactivation of dopamine beta-monooxygenase by beta-chlorophenethylamine. Bossard, M.J., Klinman, J.P. J. Biol. Chem. (1990) [Pubmed]
2-Chloro-2-phenylethylamine as a mechanistic probe and active site-directed inhibitor of monoamine oxidase from bovine liver mitochondria. Weyler, W. Arch. Biochem. Biophys. (1987) [Pubmed]
Mechanism-based inactivation of dopamine beta-monooxygenase by beta-chlorophenethylamine. Mangold, J.B., Klinman, J.P. J. Biol. Chem. (1984) [Pubmed]

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