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SML0965

Sigma-Aldrich

LDN-212854

≥98% (HPLC)

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Synonym(s):
5-[6-[4-(1-Piperazinyl)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline
Empirical Formula (Hill Notation):
C25H22N6
CAS Number:
Molecular Weight:
406.48

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 1 mg/mL, clear (warmed)

storage temp.

2-8°C

InChI

1S/C25H22N6/c1-3-21(22-4-2-10-27-24(22)5-1)23-16-29-31-17-19(15-28-25(23)31)18-6-8-20(9-7-18)30-13-11-26-12-14-30/h1-10,15-17,26H,11-14H2

InChI key

BBDGBGOVJPEFBT-UHFFFAOYSA-N

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This Item
SML1119SML0559SML0320
Sigma-Aldrich

SML0965

LDN-212854

LDN-214117 ≥98% (HPLC)

SML1119

LDN-214117

LDN193189 hydrochloride ≥98% (HPLC)

SML0559

LDN193189 hydrochloride

FR180204 ≥98% (HPLC)

SML0320

FR180204

form

powder

form

powder

form

powder

form

powder

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

solubility

DMSO: 1 mg/mL, clear (warmed)

solubility

DMSO: 10 mg/mL, clear

solubility

H2O: 5 mg/mL, clear (warmed)

solubility

DMSO: ≥10 mg/mL

color

white to beige

color

white to beige

color

yellow to orange

color

faintly yellow to dark yellow

Biochem/physiol Actions

LDN-212854 is a selective and potent inhibitor of the bone morphogenetic protein (BMP) type I receptor kinases with over 5,000-fold selectivity for BMP versus the closely related TGF-β and activin type I receptors. LDN-212854 has some selectivity for ALK2 with an IC50 of 1.3 nM in preference to other BMP type I receptors, ALK1 (IC50=2.4 nM) and ALK3 (IC50=85.8 nM). LDN-212854 shows better selectivity than LDN193189 in cell-based assays of BMP signaling. LDN-212854 inhibited BMP6-induced osteogenic differentiation, which functions primarily via ALK2, more potently than BMP4, which functions primarily with ALK3 (IC50s of 10 nM versus 40.5 nM), whereas LDN-193189 inhibited both equally. The only off target effects found against a panel of 198 kinases were for RIPK2, ABL1, and PDGFR-β with IC50 values < 100 nM.
LDN-212854 is also known as 5-[6-[4-(1-Piperazinyl)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline. LDN-212854 prevents heterotopic ossification in an inducible mutant ALK2 (activin receptor-like kinase 2).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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