An inhibitor of BMP receptors ALK1, ALK2, ALK3, and ALK6
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LDN-193189 (hydrochloride)

Item No. 19396

Technical Information
Formal Name
4-[6-[4-(1-piperazinyl)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline, dihydrochloride
CAS Number
1435934-00-1
Synonyms
  • DM-3189
Molecular Formula
C25H22N6 • 2HCl
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 1 mg/mlDMSO: 2 mg/ml
λmax
235, 290, 387 nm
SMILES
N1(C2=CC=C(C(C=N3)=CN4C3=C(C5=CC=NC6=C5C=CC=C6)C=N4)C=C2)CCNCC1.Cl.Cl
InChi Code
InChI=1S/C25H22N6.2ClH/c1-2-4-24-22(3-1)21(9-10-27-24)23-16-29-31-17-19(15-28-25(23)31)18-5-7-20(8-6-18)30-13-11-26-12-14-30;;/h1-10,15-17,26H,11-14H2;2*1H
InChi Key
CMQXLLAILGGLRV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    LDN-193189 inhibits SMAD1/5/8 phosphorylation by the bone morphogenetic protein (BMP) type I receptors, which are known as activin receptor-like kinases (ALKs), with an IC50 value of 4.9 nM.1 In in vitro kinase assays, it shows specificity for ALK1, 2, 3, and 6 (IC50s = 0.8, 0.8, 5.3, and 16.7 nM, respectively) over ALK4 and 5 (IC50s = 101 and 350 nM, respectively).2 LDN-193189 has been used to inhibit BMP type I receptor activity to study the pathogenesis of fibrodysplasia ossificans progressive, a congenital hyperossification disorder, and to examine the role of osteogenesis in prostate tumor metastases in bone.3,4 This product is also available as part of Cayman's Hepatocyte Maintenance Reagent Kit (Item No. 44676).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cuny, G.D., Yu, P.B., Laha, J.K., et alStructure-activity relationship study of bone morphogenetic protein (BMP) signaling inhibitors. Bioorg. Med. Chem. Lett. 18(15), 4388-4392 (2008).

    2. Sanvitale, C.E., Kerr, G., Chaikuad, A., et alA new class of small molecule inhibitor of BMP signaling. PLoS One 8(4), 62721 (2013).

    3. Yu, P.B., Deng, D.Y., Lai, C.S., et alBMP type I receptor inhibition reduces heterotopic ossification. Nat. Med. 14(12), 1363-1369 (2008).

    4. Lee, Y.C., Cheng, C.J., Bilen, M.A., et alBMP4 promotes prostate tumor growth in bone through osteogenesis. Cancer Res. 71(15), 5194-5203 (2011).