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Key Documents

SML1582

Sigma-Aldrich

BMS-3

≥95% (HPLC)

Synonym(s):

N-[5-[1-(2,6-Dichlorophenyl)-3-(difluoromethyl)-1H-pyrazol-5-yl]-2-thiazolyl]-cyclopropanecarboxamide

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About This Item

Empirical Formula (Hill Notation):
C17H12Cl2F2N4OS
CAS Number:
1338247-30-5
Molecular Weight:
429.27
UNSPSC Code:
12352202
NACRES:
NA.77

assay

≥95% (HPLC)

form

powder

color

white to light brown

solubility

DMSO: 10 mg/mL, clear

storage temp.

−20°C

InChI

1S/C17H12Cl2F2N4OS/c18-9-2-1-3-10(19)14(9)25-12(6-11(24-25)15(20)21)13-7-22-17(27-13)23-16(26)8-4-5-8/h1-3,6-8,15H,4-5H2,(H,22,23,26)

InChI key

YBGGBHCJSAEIAS-UHFFFAOYSA-N

General description

LIMK1 (LIM domain kinase 1) belongs to the serine-threonine protein kinases.[1][2] The gene is mapped to human chromosome 7q11.[3]

Biochem/physiol Actions

BMS-3 shows cytotoxic effects not related to LIMK, but rather through reduction of the levels of tubulin transcripts and induction of mitotic arrest.
It is a specific inhibitor of LIMK1. LIMK1 is responsible for the inactivation of cofilin (ADF family protein), leading to actin reorganization. It is upregulated in several invasive cancers.[1][2]
Potent inhibitor of the LIM kinase 1 and 2 (LIMK1/2)

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H413

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
066M4707V

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Puxiang Chen et al.
Oncology reports, 32(5), 2070-2076 (2014-09-06)
LIM kinase 1 (Limk1) is associated with cell prolife-ration and metastasis and its dysregulated expression has been observed in many types of cancer. The present study aimed to examine the role of Limk1 in the development of ovarian cancer, as
D W Martindale et al.
Mammalian genome : official journal of the International Mammalian Genome Society, 11(10), 890-898 (2000-09-26)
Williams syndrome (WS) is a complex neurodevelopmental disorder arising from a microdeletion at Chr band 7q11.23, which results in a hemizygous condition for a number of genes. Within this region we have completely characterized 200 kb containing the genes LIMK1
Ana Romarowski et al.
Developmental biology, 405(2), 237-249 (2015-07-15)
Mammalian sperm must acquire their fertilizing ability after a series of biochemical modifications in the female reproductive tract collectively called capacitation to undergo acrosomal exocytosis, a process that is essential for fertilization. Actin dynamics play a central role in controlling

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