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1-Methyl-2-undecylquinolin-4(1H)-one

Names

[ CAS No. ]:
59443-02-6

[ Name ]:
1-Methyl-2-undecylquinolin-4(1H)-one

[Synonym ]:
1-Methyl-2-undecyl-4(1H)-quinolone
1-Methyl-2-undecyl-4(1H)-quinolinone
4(1H)-Quinolinone, 1-methyl-2-undecyl-
1-methyl-2-undecyl-1H-quinolin-4-one

Biological Activity

[Description]:

1-Methyl-2-undecyl-4(1H)-quinolone is a potent, irreversible and selective inhibitor of type B monoamine oxidase (MAO-B). 1-Methyl-2-undecyl-4(1H)-quinolone shows a selective inhibition of MAO-B activity with the IC50 and Ki values of 15.3 μM and 9.91 μM, respectively, but did not inhibit type A MAO (MAO-A) activity. Methyl-2-undecyl-4(1H)-quinolone, as a quinolone alkaloid, is isolated from fresh leaves and fruits of Evodia rutaecarpa HOOK. f. et THOMS[1][2].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> Monoamine Oxidase
Research Areas >> Neurological Disease

[Target]

MAO-B:15.3 μM (IC50)

MAO-B:9.91 μM (Ki)


[In Vitro]

1-Methyl-2-undecyl-4(1H)-quinolone shows a selective inhibition of MAO-B activity with the IC50 and Ki values of 15.3 μM and 9.91 μM, respectively, but did not inhibit type A MAO (MAO-A) activity[2].

[References]

[1]. Toshiya K, et al. Isolation and Structure Elucidation of Three Quinolone

[2]. Lee MK, et al. 1-methyl-2-undecyl-4(1H)-quinolone as an irreversible and selective inhibitor of type B monoamine oxidase. Chem Pharm Bull (Tokyo). 2003;51(4):409-411.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
419.9±45.0 °C at 760 mmHg

[ Molecular Formula ]:
C21H31NO

[ Molecular Weight ]:
313.477

[ Flash Point ]:
141.0±18.1 °C

[ Exact Mass ]:
313.240570

[ PSA ]:
22.00000

[ LogP ]:
7.16

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.519

Safety Information

[ Hazard Codes ]:
Xi

Synthetic Route

Click to get detail synthetic route

Related Compounds