Synthesis 2010(7): 1091-1096  
DOI: 10.1055/s-0029-1219230
© Georg Thieme Verlag Stuttgart ˙ New York

De Novo Synthesis of a Potent LIMK1 Inhibitor

Brad E. Sleebs*a,b, Ian P. Streeta,b, Xian Buc, Jonathan B. Baella,b
a The Walter and Eliza Hall Institute of Medical Research, 1G Royal Parade, Parkville, Victoria 3052, Australia
b Cancer Therapeutics-CRC P/L, 4 Research Ave, La Trobe R&D Park, Bundoora, Victoria 3086, Australia
Fax: +61(3)93452129; e-Mail:;
c SYNthesis Med Chem P/L, 528 Ruiqing Road, Heqing, Zhangjiang Modern Medical Device Park, Shanghai 201203, P. R. of China
Further Information

Publication History

Received 27 November 2009
Publication Date:
20 January 2010 (eFirst)


A potent LIMK1 inhibitor, BMS4, was synthesised in six steps starting from pyrazine-2-carboximidamide, offering a significant improvement over current methods available in the literature.


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Bristol-Myers Squibb did not assign compound 1 a BMS compound number. However in the Bristol-Myers Squibb publication,³ compound 1 was referred to as ‘compound 4’. Hence, for identification purposes, we named compound 1 ‘BMS4’.


Communication with SYNthesis Med Chem.


The authors noted that the quality of Pd(PPh3)4 dramatically influences the reaction outcome.


Experimental details and conditions for the LIMK1 Transcreener Fluorescence Polarisation assay are available from the authors on request.