Millipore Sigma Vibrant Logo
Attention: We have moved. Merck Millipore products are no longer available for purchase on MerckMillipore.com.Learn More

509882 BMP Inhibitor IV, LDN-193189 - CAS 1062368-62-0 - Calbiochem

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: DM-3189, ALK2/3/6 Inhibitor, LDN193189, RIP2 Inhibitor II, Bone Morphogenetic Protein Inhibitor IV, RIPK2 Inhibitor II

Primary Target: ALK2/3/6
509882
  
Purchase on Sigma-Aldrich

Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
1062368-62-0C₂₅H₂₂N₆ • 4HCl•3H₂O
Description
Overview

This product has been discontinued.



A cell-permeable pyrazoloquinoline analog of Dorsomorphin (AMPK Inhibitor, Compound C, Cat. No. 480066) that potently inhibits the transcriptional activity of BMP type 1 receptors ALK 2 and 3 (IC50 = 5 and 30 nM, respectively) with minimal effect on activin and the TGF-β type 1 receptors ALK4, 5, and 7 (IC50 ~500 nM). Also reported to block the activity of RIPK2 (IC50 = 25 nM) and germinal central kinase (GCK; IC50 = 80 nM). At higher concentration, it inhibits the activity of ALK6 (IC50 = 150 nM). Also reported to block BMP-4- induced phosphorylation of SMAD 1, 5, and 8 (IC50 ~ 5 nM) in murine pulmonary artery smooth muscle cells. Shown to be about 200-fold more potent when compared to Dorsomorphin. Exhibits desirable pharmacokinetic properties with a half life of 1.6 h, low clearance in liver microsomes (CLint = 16.9 ml/min/mg protein), and a satisfactory exposure following a single intraperitoneal dose of 3 mg/kg in mice (AUC∞ = 1000 ng . h/ml). Directs differentiation of pluripotent stem cells toward a specified lineage.

Please note that the molecular weight for this compound is batch-specific due to variable water content.
Catalogue Number509882
Brand Family Calbiochem®
SynonymsDM-3189, ALK2/3/6 Inhibitor, LDN193189, RIP2 Inhibitor II, Bone Morphogenetic Protein Inhibitor IV, RIPK2 Inhibitor II
References
ReferencesMohedas, A.H., et al. 2013. ACS Chem. Biol. 8, 1291.
Chambers, S.M., et al. 2012. Nat. Biotechnol. 30, 715.
Vogt, J., et al. 2011. Cell. Signal. 23, 1831.
Hao, J., et al. 2010. ACS Chem. Biol. 5, 245.
Cuny, G.D., et al. 2008. Bioorg. Med. Chem. Lett. 18, 4388.
Yu, P.B., et al. 2008. Nat. Med. 14, 1363.
Product Information
CAS number1062368-62-0
FormYellow liquid
FormulationSupplied as a 10 mM solution (10 mg in 1.65 ml) in H₂O.
Hill FormulaC₂₅H₂₂N₆ • 4HCl•3H₂O
Chemical formulaC₂₅H₂₂N₆ • 4HCl•3H₂O
ReversibleY
Quality LevelMQ100
Applications
Biological Information
Primary TargetALK2/3/6
Secondary targetRIPK2, GCK
Purity≥98% by HPLC
Physicochemical Information
Cell permeableY
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Safety Information
Product Usage Statements
Storage and Shipping Information
Ship Code Dry Ice Only
Toxicity Standard Handling
Storage ≤ -70°C
Do not freeze Ok to freeze
Special InstructionsFollowing initial thaw, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Packaging Information
Packaged under inert gas Packaged under inert gas
Transport Information
Supplemental Information
Specifications
Global Trade Item Number
Catalogue Number GTIN
509882 0

Documentation

BMP Inhibitor IV, LDN-193189 - CAS 1062368-62-0 - Calbiochem SDS

Title

Safety Data Sheet (SDS) 

References

Reference overview
Mohedas, A.H., et al. 2013. ACS Chem. Biol. 8, 1291.
Chambers, S.M., et al. 2012. Nat. Biotechnol. 30, 715.
Vogt, J., et al. 2011. Cell. Signal. 23, 1831.
Hao, J., et al. 2010. ACS Chem. Biol. 5, 245.
Cuny, G.D., et al. 2008. Bioorg. Med. Chem. Lett. 18, 4388.
Yu, P.B., et al. 2008. Nat. Med. 14, 1363.
Data Sheet

Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

Revision02-May-2014 JSW
SynonymsDM-3189, ALK2/3/6 Inhibitor, LDN193189, RIP2 Inhibitor II, Bone Morphogenetic Protein Inhibitor IV, RIPK2 Inhibitor II
DescriptionA cell-permeable pyrazoloquinoline analog of Dorsomorphin (AMPK Inhibitor, Compound C, Cat. No. 480066) that potently inhibits the transcriptional activity of BMP type 1 receptors ALK 2 and 3 (IC50 = 5 and 30 nM, respectively) with minimal effect on activin and the TGF-β type 1 receptors ALK4, 5, and 7 (IC50 ~500 nM). Also reported to block the activity of RIPK2 (IC50 = 25 nM) and germinal central kinase (GCK; IC50 = 80 nM). At higher concentration, it inhibits the activity of ALK6 (IC50 = 150 nM). Also reported to block BMP-4- induced phosphorylation of SMAD 1, 5, and 8 (IC50 ~ 5 nM) in murine pulmonary artery smooth muscle cells. Shown to be about 200-fold more potent when compared to Dorsomorphin. Exhibits desirable pharmacokinetic properties with a half life of 1.6 h, low clearance in liver microsomes (CLint = 16.9 ml/min/mg protein), and a satisfactory exposure following a single intraperitoneal dose of 3 mg/kg in mice (AUC∞ = 1000 ng . h/ml). Directs differentiation of pluripotent stem cells toward a specified lineage.
FormYellow liquid
FormulationSupplied as a 10 mM solution (10 mg in 1.65 ml) in H₂O.
Intert gas (Yes/No) Packaged under inert gas
CAS number1062368-62-0
Chemical formulaC₂₅H₂₂N₆ • 4HCl•3H₂O
Purity≥98% by HPLC
SolubilityH₂O (10 mg/ml)
Storage ≤ -70°C
Do Not Freeze Ok to freeze
Special InstructionsFollowing initial thaw, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Toxicity Standard Handling
ReferencesMohedas, A.H., et al. 2013. ACS Chem. Biol. 8, 1291.
Chambers, S.M., et al. 2012. Nat. Biotechnol. 30, 715.
Vogt, J., et al. 2011. Cell. Signal. 23, 1831.
Hao, J., et al. 2010. ACS Chem. Biol. 5, 245.
Cuny, G.D., et al. 2008. Bioorg. Med. Chem. Lett. 18, 4388.
Yu, P.B., et al. 2008. Nat. Med. 14, 1363.