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Merck
CN

SML2674

Ki20227

≥98% (HPLC)

Synonym(s):

Ki 20227, N-[4-[(6,7-Dimethoxy-4-quinolinyl)oxy]-2-methoxyphenyl]-N′-[1-(2-thiazolyl)ethyl]urea, N-{4-[(6,7-Dimethoxy-4-quinolinyl)oxy]-2-methoxyphenyl}-N′-[1-(1,3-thiazol-2-yl)ethyl]urea

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About This Item

Empirical Formula (Hill Notation):
C24H24N4O5S
CAS Number:
623142-96-1
Molecular Weight:
480.54
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD12024693

Key Documents

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SMILES string

[s]1c(ncc1)C(NC(=O)Nc2c(cc(cc2)Oc3c4c(ncc3)cc(c(c4)OC)OC)OC)C

InChI

1S/C24H24N4O5S/c1-14(23-26-9-10-34-23)27-24(29)28-17-6-5-15(11-20(17)30-2)33-19-7-8-25-18-13-22(32-4)21(31-3)12-16(18)19/h5-14H,1-4H3,(H2,27,28,29)

InChI key

SHPFDGWALWEPGS-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Related Categories

Biochem/physiol Actions

Ki20227 is an orally active, potent and selective M-CSF receptor c-Fms (CSF-1R) tyrosine kinase inhibitor (IC50 = 2 nM vs. 12 nM/KDR, 451 nM/c-Kit, 217 nM/PDGFβ; >1 μM/BTK, EGFR, FGFR2, FLT3, Fyn, Met, c-Src, PKA, PKCα) that inhibits M-CSF-dependent (50 ng/mL) c-Fms phosphorylation (by >90% at 10 nM; RAW264.7) and cell growth (IC50 = 14 nM; M-NFS-60). Ki20227 prevents osteolysis in a rat model of bone metastasis (50 mg/kg/day p.o.) by inhibiting A375 tumor-induced osteoclast formation and decreases the number of osteoclast-like cells on bone surfaces in ovariectomized rats (20 mg/kg/day p.o.) in vivo.
Orally active, potent and selective M-CSF receptor c-Fms (CSF-1R) tyrosine kinase inhibitor in vitro and in vivo.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000086417
0000086418
0000086418
0000086417
0000081534

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Hiroaki Ohno et al.
European journal of immunology, 38(1), 283-291 (2007-12-19)
Macrophage colony-stimulating factor (M-CSF) is important in the development of macrophages and osteoclasts. Previous studies have also shown that CD11b(+) myeloblasts and osteoclasts play key roles during inflammation and bone destruction in arthritic lesions. In this study, we investigated whether
Hiroaki Ohno et al.
Molecular cancer therapeutics, 5(11), 2634-2643 (2006-11-24)
In bone metastatic lesions, osteoclasts play a key role in the development of osteolysis. Previous studies have shown that macrophage colony-stimulating factor (M-CSF) is important for the differentiation of osteoclasts. In this study, we investigated whether an inhibitor of M-CSF
Igor Theurl et al.
Nature medicine, 22(8), 945-951 (2016-07-19)
Iron is an essential component of the erythrocyte protein hemoglobin and is crucial to oxygen transport in vertebrates. In the steady state, erythrocyte production is in equilibrium with erythrocyte removal. In various pathophysiological conditions, however, erythrocyte life span is compromised
Kelda Chia et al.
eLife, 7 (2018-02-22)
It is now clear that microglia and macrophages are present in brain tumors, but whether or how they affect initiation and development of tumors is not known. Exploiting the advantages of the zebrafish (Danio rerio) model, we showed that macrophages
Yasunori Uemura et al.
Journal of neuroimmunology, 195(1-2), 73-80 (2008-04-02)
Experimental autoimmune encephalomyelitis (EAE), an animal model of multiple sclerosis (MS), can be induced by the immunization of mice with myelin antigens in the form of myelin oligodendrocyte glycoprotein (MOG). Macrophage colony-stimulating factor (M-CSF) is required for the development of
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