Unfortunately, the solution stability of the product SML0559 has not been determined.
SML0559
LDN193189 hydrochloride
≥98% (HPLC), powder, ALK2/3 inhibitor
Synonym(s):
4-[6-[4-(1-Piperazinyl)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline hydrochloride, DM-3189
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C25H22N6 · xHCl
CAS Number:
Molecular Weight:
406.48 (free base basis)
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.
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Product Name
LDN193189 hydrochloride, ≥98% (HPLC)
Quality Level
Assay
≥98% (HPLC)
form
powder
storage condition
desiccated
color
yellow to orange
solubility
H2O: 5 mg/mL, clear (warmed)
shipped in
wet ice
storage temp.
−20°C
SMILES string
C(C=N1)(C2=CC=C(N3CCNCC3)C=C2)=CN4C1=C(C5=CC=NC6=C5C=CC=C6)C=N4.Cl
InChI
1S/C25H22N6.ClH/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;1H
InChI key
PCCDKTWDGDFRME-UHFFFAOYSA-N
Application
LDN193189 hydrochloride has been used as an ALK2/3 (type I receptor serine-threonine kinases) inhibitor, to study the effect of TGFβ1/2/3 (tumor growth factor β) and BMP (bone morphogenetic protein) signaling on spinal cord development in zebrafish.[1] It has also been used to inhibit SMAD (homologues of the Drosophila protein, mothers against decapentaplegic), in order to prevent non neuronal differentiation.[2]
Biochem/physiol Actions
Although LDN193189 is a structural analog of dorsomorphin, these two drugs are found to establish different cellular responses. In vitro analysis reveals that LDN193189 inhibits a number of intracellular kinases such as, mitogen activated protein kinase 14 and 8 ( p38and c-Jun N-terminal kinase respectively), as well as those associated with AKT (serine/threonine kinase) and mTOR (mammalian target of rapamycin) signaling mechanisms.[3] LDN193189 is known to elevate the levels hemoglobin and thus helps to prevent the onset of anemia of inflammation.[4]
LDN193189 is a derivative of dorsomorphin that is a highly selective antagonist of BMP receptor isotypes ALK2 and ALK3 (IC50 of: 5 and 30 nM). The selectivity of LDN193189 for ALK2/3 is 200 fold over the TGF-B type receptors ALK4,-5 and -7. In murine smooth muscle cells, the compound inhibits BMP-4 induced phosphorylation of SMAD 1/5/8 with an IC50 of 5 nM.
Preparation Note
The product is water soluble at a minimum of 5 mg/mL.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Wat is the stability of LDN193189 when lyophilized and in solution?
1 answer-
Helpful?
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How to dilute LDN193189 hydrochloride when it has unknown number of H2O molecules. If I use free base Mw I might overdilute it
1 answer-
The water and salt (HCl) content are reported in the lot specific Certificate of Analysis. The product in water soluble at a minimum of 5 mg/mL. See the link below to review a sample Certificate of Analysis.
https://www.sigmaaldrich.com/certificates/sapfs/PROD/sap/certificate_pdfs/COFA/Q14/SML0559-5MG0000222043.pdfHelpful?
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