LDN 193189 dihydrochloride

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Cat.No. 6053 - LDN 193189 dihydrochloride | C25H22N6.2HCl | CAS No. 1435934-00-1
Description: Potent and selective ALK2 and ALK3 inhibitor; promotes neural induction of hPSCs
Chemical Name: 4-[6-[4-(1-Piperazinyl)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]quinoline dihydrochloride
Purity: ≥98% (HPLC)
Datasheet
Citations
Literature
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Biological Activity

Potent and selective ALK2 and ALK3 inhibitor (IC50 values are 5 and 30 nM, respectively); inhibits BMP4-mediated Smad1/5/8 activation. Exhibits >200-fold selectivity for BMP signaling over TGF-β signaling. Also exhibits selectivity over AMPK, PDGFR and MAPK signaling. Promotes neural induction of hPSCs in combination with SB 431542 (Cat.No. 1614). Also induces differentiation of hPSCs into nociceptive sensory neurons in combination with SB 431542 (Cat.No. 1614), SU 5402 (Cat.No.3300), CHIR 99021 (Cat.No. 4423) and DAPT (Cat.No. 2634).

Licensing Information

Sold for research purposes under exclusive agreement from The Brigham and Women's Hospital Inc. US patents 8,507,501 and 9,045,484

iPS differentiation with LDN 193189

iPS differentiation with LDN 193189

Image shows IBJ6 human fibroblast induced pluripotent stem cells which have been differentiated into motor neurons. This was performed using a combination of LDN 193189 (100 nM) and SB 431542 (Cat. No. 1614) followed by Retinoic acid (Cat. No. 0695) and Purmorphamine (Cat. No. 4551) culture on Laminin for 18 days. Commitment to the motor neuron fate was accessed using the motor neuron marker anti-Human Islet-1 (red, R&D Systems®, Cat. No. AF1837) and the general neuronal marker, beta III tubulin (green, R&D Systems®, Cat. No. MAB1195). For visualization, the neurons were stained using Northernlights™ 557-conjugated Donkey anti-Goat Secondary Antibody (R&D Systems®, Cat. No. NL001) and Northernlights™ 493-conjugated Donkey anti-Mouse Secondary Antibody (R&D Systems®, Cat. No. NL009).

Technical Data

M. Wt 479.4
Formula C25H22N6.2HCl
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 1435934-00-1
PubChem ID 91900717
InChI Key CMQXLLAILGGLRV-UHFFFAOYSA-N
Smiles N1(C2=CC=C(C3=CN4N=CC(C5=CC=NC6=C5C=CC=C6)=C4N=C3)C=C2)CCNCC1.Cl.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 9.59 20
water 23.97 50

Preparing Stock Solutions

The following data is based on the product molecular weight 479.4. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.09 mL 10.43 mL 20.86 mL
5 mM 0.42 mL 2.09 mL 4.17 mL
10 mM 0.21 mL 1.04 mL 2.09 mL
50 mM 0.04 mL 0.21 mL 0.42 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Yu et al (2008) BMP type I receptor inhibition reduces heterotopic ossification. Nat.Med. 14 1363 PMID: 19029982

Chambers et al (2012) Combined small-molecule inhibition accelerates developmental timing and converts human pluripotent stem cells into nociceptors. Nat.Biotechnol. 30 715 PMID: 22750882

Cuny et al (2008) Structure-activity relationship study of bone morphogenetic protein (BMP) signaling inhibitors. Bioorg.Med.Chem.Lett. 18 4388 PMID: 18621530

Li et al (2013) Chemical approaches to stem cell biology and therapeutics. Cell Stem Cell 13 270 PMID: 24012368


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Keywords: LDN193189 dihydrochloride BMP signaling ALK2 ALK3 activin bone morphogenetic proteins stem cells neural differentiation neurons BMP and Other Activin Receptors

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Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

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Kinases

Kinases Product Listing

A collection of over 400 products for kinase research, the listing includes inhibitors of:

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Pathways for LDN 193189 dihydrochloride

TGF-β

TGF-β Signaling Pathway

The TGF-β signaling pathway is involved in the regulation of growth and proliferation of cells along with migration, differentiation and apoptosis.

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