LFM-A13

Names

[ CAS No. ]:
62004-35-7

[ Name ]:
LFM-A13

[Synonym ]:
2-Butenamide, 2-cyano-N-(2,5-dibromophenyl)-3-hydroxy-, (2Z)-
a-Cyano-b-hydroxy-b-methyl-N-(2,5-dibromophenyl)propenamide
(2Z)-2-cyano-N-(2,5-dibromophenyl)-3-hydroxybut-2-enamide
trans-4,5-didehydro-neral
dehydrocitral
trans-dehydroneral
2,4,6-Octatrienal,3,7-dimethyl
(2Z)-2-Cyano-N-(2,5-dibromophenyl)-3-hydroxy-2-butenamide

Biological Activity

[Description]:

LFM-A13 is a potent BTK, JAK2, PLK inhibitor, inhibits recombinant BTK, Plx1 and PLK3 with IC50s of 2.5 μM, 10 μM and 61 μM. LFM-A13 has antiproliferative activity and anticancer activity. LFM-A13 can be used in cancer-related research[1][3][4]

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> JAK/STAT Signaling >> JAK
Signaling Pathways >> Epigenetics >> JAK
Signaling Pathways >> Stem Cell/Wnt >> JAK
Signaling Pathways >> Cell Cycle/DNA Damage >> Polo-like Kinase (PLK)
Signaling Pathways >> Protein Tyrosine Kinase/RTK >> Btk

[Target]

Plx1:10 μM (IC50)

PLK3:61 μM (IC50)

BRK:267 μM (IC50)

BMX:281 μM (IC50)

FYN:240 μM (IC50)

Met:215 μM (IC50)

Btk:2.5 μM (IC50)


[References]

[1]. Mahajan S, et al. Rational design and synthesis of a novel anti-leukemic agent targeting Bruton's tyrosine kinase (BTK), LFM-A13 [alpha-cyano-beta-hydroxy-beta-methyl-N-(2, 5-dibromophenyl)propenamide]. J Biol Chem. 1999 Apr 2;274(14):9587-99.  

[2]. van den Akker E, et al. The Btk inhibitor LFM-A13 is a potent inhibitor of Jak2 kinase activity. Biol Chem. 2004 May;385(5):409-13.  

[3]. Uckun FM, et al. Anti-breast cancer activity of LFM-A13, a potent inhibitor of Polo-like kinase (PLK). Bioorg Med Chem. 2007 Jan 15;15(2):800-14.  

[4]. Sahin K, et al. LFM-A13, a potent inhibitor of polo-like kinase, inhibits breast carcinogenesis by suppressing proliferation activity and inducing apoptosis in breast tumors of mice. Invest New Drugs. 2018 Jun;36(3):388-395.  

Chemical & Physical Properties

[ Density]:
1.9±0.1 g/cm3

[ Boiling Point ]:
487.9±45.0 °C at 760 mmHg

[ Molecular Formula ]:
C11H8Br2N2O2

[ Molecular Weight ]:
360.00

[ Flash Point ]:
248.9±28.7 °C

[ Exact Mass ]:
357.895233

[ PSA ]:
73.12000

[ LogP ]:
3.42

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.677

Safety Information

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
20/21/22

[ Safety Phrases ]:
36/37

Related Compounds