Fluorinated Phenylcyclopropylamines as Inhibitors of Monoamine Oxidases | Zendy

Rosen Thomas C. | Zendy; Yoshida Shinichi | Zendy; Kirk Kenneth L. | Zendy; Haufe Günter | Zendy

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Fluorinated Phenylcyclopropylamines as Inhibitors of Monoamine Oxidases

Author(s) -

Rosen Thomas C.,

Yoshida Shinichi,

Kirk Kenneth L.,

Haufe Günter

Publication year - 2004

Publication title -

chembiochem

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.05

H-Index - 126

eISSN - 1439-7633

pISSN - 1439-4227

DOI - 10.1002/cbic.200400053

Subject(s) - tranylcypromine , monoamine oxidase , chemistry , cyclopropane , substituent , tyramine , stereochemistry , monoamine neurotransmitter , ring (chemistry) , regioselectivity , monoamine oxidase b , fluorine , enzyme , biochemistry , organic chemistry , serotonin , catalysis , receptor

Location makes a difference . Fluorinated analogues of the antidepressive tranylcypromine (see structures) are much stronger inhibitors of different monoamine oxidases such as microbial tyramine oxidase or human liver mitochondrial‐outer‐membrane monoamine oxidases A and B. Regiochemistry, as well as relative and absolute stereochemistry of the fluorine substituent at the cyclopropane ring, has a strong influence on the effectiveness of inhibition and on the physicochemical data, such as p K a values, permeability, and log D values.

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