Ciliobrevin A

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Cat.No. 4529 - Ciliobrevin A | C17H9Cl2N3O2 | CAS No. 302803-72-1
Description: Hedgehog (Hh) pathway antagonist, inhibits ciliogenesis; also inhibits dynein
Alternative Names: HPI-4
Chemical Name: 2,4-Dichloro-α-(3,4-4-oxo-2(1H)-quinazolinylidene)-β-oxobenzenepropanenitrile
Purity: ≥98% (HPLC)
Datasheet
Citations (1)
Literature

Biological Activity

Hedgehog (Hh) pathway antagonist; blocks Sonic hedgehog (Shh)-induced Hh pathway activation (IC50 = 7 μM) downstream of Smo. Perturbs primary cilia formation; inhibits cytoplasmic AAA+ ATPase dynein-dependent microtubule gliding and ATPase activity.

Technical Data

M. Wt 358.18
Formula C17H9Cl2N3O2
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 302803-72-1
PubChem ID 6883982
InChI Key SESYPWCSIZUIAS-FOWTUZBSSA-N
Smiles O=C(C1=CC=CC=C1N2)N/C2=C(C(C3=C(Cl)C=C(Cl)C=C3)=O)\C#N

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 35.82 100

Preparing Stock Solutions

The following data is based on the product molecular weight 358.18. 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 2.79 mL 13.96 mL 27.92 mL
5 mM 0.56 mL 2.79 mL 5.58 mL
10 mM 0.28 mL 1.4 mL 2.79 mL
50 mM 0.06 mL 0.28 mL 0.56 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Hyman et al (2009) Small-molecule inhibitors reveal multiple strategies for Hedgehog pathway blockade. Proc.Natl.Acad.Sci.U.S.A. 106 14132 PMID: 19666565

Firestone et al (2012) Small-molecule inhibitors of the AAA+ ATPase motor cytoplasmic dynein. Nature 484 7392 PMID: 22425997


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1 Citation for Ciliobrevin A

Citations are publications that use Tocris products. Selected citations for Ciliobrevin A include:

Shin et al (2015) Autophagy Regulates Formation of Primary Cilia in Mefloquine-Treated Cells. Biomol Ther (Seoul) 23 327 PMID: 26157548


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Stem Cells Scientific Review

Written by Kirsty E. Clarke, Victoria B. Christie, Andy Whiting and Stefan A. Przyborski, this review provides an overview of the use of small molecules in the control of stem cell growth and differentiation. Key signaling pathways are highlighted, and the regulation of ES cell self-renewal and somatic cell reprogramming is discussed. Compounds available from Tocris are listed.

Pathways for Ciliobrevin A

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