Ciliobrevin A

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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)
Citations (7)
Reviews (1)
Literature (4)

Biological Activity for Ciliobrevin A

Ciliobrevin A is a 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 for Ciliobrevin A

M. Wt 358.18
Formula C17H9Cl2N3O2
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 302803-72-1
PubChem ID 6883982
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.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for Ciliobrevin A

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 35.82 100

Preparing Stock Solutions for Ciliobrevin A

The following data is based on the product molecular weight 358.18. Batch specific molecular weights may vary from batch to batch due to the degree 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 for Ciliobrevin A

References for Ciliobrevin A

References are publications that support the biological activity of the product.

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

If you know of a relevant reference for Ciliobrevin A, please let us know.

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7 Citations for Ciliobrevin A

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

Poon et al (2019) Evolutionary modification of AGS protein contributes to formation of micromeres in sea urchins. Nat Commun 10 3779 PMID: 31439829

Conzemius et al (2016) ICAM-1 Binding Rhinoviruses A89 and B14 Uncoat in Different Endosomal Compartments. J Virol 90 7934 PMID: 27334586

Xiao et al (2018) Receptor-mediated endocytosis generates nanomechanical force reflective of ligand identity and cellular property. J Cell Physiol 233 5908-5919 PMID: 29243828

Dong-Hyung et al (2019) Primary cilia mediate mitochondrial stress responses to promote dopamine neuron survival in a Parkinson's disease model. Cell Death Dis 10 952 PMID: 31844040

Charles E et al (2019) Measles Virus Forms Inclusion Bodies with Properties of Liquid Organelles. J Virol 93 PMID: 31375591

Hasan B et al (2020) HDAC6 mediates an aggresome-like mechanism for NLRP3 and pyrin inflammasome activation. Science 369 PMID: 32943500

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

Do you know of a great paper that uses Ciliobrevin A from Tocris? Please let us know.

Reviews for Ciliobrevin A

Average Rating: 4 (Based on 1 Review.)

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Effectively inhibits Hh signaling.
By Kishor Pant on 02/10/2023
Assay Type: In Vitro
Species: Human
Cell Line/Tissue: HepG2, and Huh,

This effectively inhibits Hh signaling. At 1 uM concentrations, we had satisfactory results with this compound.

Tested different concentrations and times for each cell for cilia imaging.

review image

Literature in this Area

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