99630-95-2
Chemical Structure
MDL 72394
Synonym(s): FMMT
- CAS No.: 99630-95-2
- Formula:C10H10FNO3
- Molecular Weight:211.19
IUPAC Name: (E)-2-amino-4-fluoro-3-(3-hydroxyphenyl)but-3-enoic acid
InChIKey: LAUWCWCSEOWJMQ-VMPITWQZSA-N
SMILES: C(\C(C(O)=O)N)(=C/F)/C1=CC(O)=CC=C1
Biological Activity: MDL 72394 (FMMT) is an orally active, blood-brain barrier-penetrant amino acid-based prodrug compound. MDL 72394 is decarboxylated by aromatic L-amino acid decarboxylase to generate the active metabolite MDL 72392 (HY-182727), which is a covalent irreversible MAO inhibitor. MDL 72394 is transported into the brain and synaptosomes via the L-neutral amino acid transport system and the norepinephrine transporter. MDL 72394 selectively inhibits MAO in noradrenergic and dopaminergic neurons without inhibiting serotonergic neurons. MDL 72394 increases hypothalamic extracellular 5-HT, tissue 5-HT, and pineal melatonin biosynthesis, and decreases 5-HIAA. MDL 72394 can be used in research related to MAO-mediated diseases, such as depression[1][2][3][4].
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MDL 72394 | MDL 72394 (FMMT) is an orally active, blood-brain barrier-penetrant amino acid-based prodrug compound. MDL 72394 is decarboxylated by aromatic L-amino acid decarboxylase to generate the active metabolite MDL 72392 (HY-182727), which is a covalent irreversible MAO inhibitor. MDL 72394 is transported into the brain and synaptosomes via the L-neutral amino acid transport system and the norepinephrine transporter. MDL 72394 selectively inhibits MAO in noradrenergic and dopaminergic neurons without inhibiting serotonergic neurons. MDL 72394 increases hypothalamic extracellular 5-HT, tissue 5-HT, and pineal melatonin biosynthesis, and decreases 5-HIAA. MDL 72394 can be used in research related to MAO-mediated diseases, such as depression. | |||||||||||||||||||||
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References
- [1]. Fagervall I, et al. Inhibition of monoamine oxidase within monoaminergic neurons in the rat brain by (E)-beta-fluoromethylene-m-tyrosine (MDL 72394). Journal of neurochemistry. 1989 Feb;52(2):467-71.
- [2]. Sleight AJ, et al. Relationship between extracellular 5-hydroxytryptamine and behaviour following monoamine oxidase inhibition and L-tryptophan. British journal of pharmacology. 1988 Feb;93(2):303-10.
- [3]. Palfreyman MG, et al. Inhibition of monoamine oxidase selectively in brain monoamine nerves using the bioprecursor (E)-beta-fluoromethylene-m-tyrosine (MDL 72394), a substrate for aromatic L-amino acid decarboxylase. Journal of neurochemistry. 1985 Dec;45(6):1850-60.
- [4]. Oxenkrug GF, et al. The acute effect of the bioprecursor of the selective brain MAO-A inhibitor, MDL 72392, on rat pineal melatonin biosynthesis. Journal of neural transmission. Supplementum. 1994;41:377-9. [Content Brief]
