Purmorphamine An activator of the hedgehog (Hh) signaling pathway

Purmorphamine (CAS 483367-10-8)

Purmorphamine | CAS 483367-10-8 is rated 5.0 out of 5 by 1.
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Synonym: 2-(1-Naphthoxy)-6-(4-morpholinoanilino)-9-cyclohexylpurine; 9-cyclohexyl-N-[4-(morpholinyl)phenyl]-2-(1-naphthalenyloxy)-9H-purin-6-amine
Application: An activator of the hedgehog (Hh) signaling pathway
CAS Number: 483367-10-8
Purity: ≥98%
Molecular Weight: 520.62
Molecular Formula: C31H32N6O2
* Refer to Certificate of Analysis for lot specific data (including water content).
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Purmorphamine, a purine derivative, has been shown to activate the Hedgehog (Hh) signaling pathway which is important for regulating embryonic patterning, stem cell renewal, and tissue regeneration. Additionally, this compound has been noted to display osteogenesis-inducing activity in multipotent mesenchymal progenitor cells. Similar studies have reported purmorphamine to enhance events related to osteoblast differentiation. Purmorphamine is an activator of Smo.


References

1. Cooper, M K., et al., 1998. Teratogen-mediated inhibition of target tissue response to Shh signaling. Science (New York, N.Y.). 280(5369): 1603-7. PMID: 9616123
2. Wu, Xu., et al., 2004. Purmorphamine induces osteogenesis by activation of the hedgehog signaling pathway. Chemistry & biology. 11(9): 1229-38. PMID: 15380183
3. Beachy, Philip A., et al., 2004. Tissue repair and stem cell renewal in carcinogenesis. Nature. 432(7015): 324-31. PMID: 15549094
4. Beloti, Márcio M., et al., 2005. Purmorphamine enhances osteogenic activity of human osteoblasts derived from bone marrow mesenchymal cells. Cell biology international. 29(7): 537-41. PMID: 15979909
5. Sinha, Surajit., et al., 2006. Purmorphamine activates the Hedgehog pathway by targeting Smoothened. Nature chemical biology. 2(1): 29-30. PMID: 16408088

Physical State :
Solid
Solubility :
Soluble in DMSO (10 mM), DMF (~20 mg/ml), DMF:PBS(pH 7.2) (1:1) (~0.25 mg/ml), and chloroform.
Storage :
Store at -20° C
Boiling Point :
790.31° C at 760 mmHg (Predicted)
Density :
1.35 g/cm3 (Predicted)
Refractive Index :
n20D 1.71 (Predicted)
IC50 :
Sonic hedgehog protein: EC5050 = 1 µM (mouse); Smo: IC50 = 1.5 µM (human)
pK Values :
pKb: 5.45 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
PubChem CID :
5284329
MDL Number :
MFCD09037557
SMILES :
C1CCC(CC1)N2C=NC3=C2N=C(N=C3NC4=CC=C(C=C4)N5CCOCC5)OC6=CC=CC7=CC=CC=C76

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Purmorphamine  Product Citations

See how others have used Purmorphamine. Click on the entry to view the PubMed entry .

Citations 1 to 6 of 6 total

PMID: # 26492376  Di Salvio, M. et al. 2015. Cell Death Dis. 6: e1943.

PMID: # 26387793  Li, AS. et al. 2015. Mol. Reprod. Dev. 82: 1015-36.

PMID: # 25873861  Watmuff, B. et al. 2015. Front Cell Neurosci. 9: 104.

PMID: # 24593882  El Maarouf, A. et al. 2015. Cell Transplant. 24: 797-809.

PMID: # 26025403  Salehi, M. et al. 2015. Cell. Mol. Biol. (Noisy-le-grand). 61: 56-9.

PMID: # 20193674  Williams, C. et al. 2010. Dev. Biol. 341: 196-204.

Citations 1 to 6 of 6 total
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Rated 5 out of 5 by from Williams et al Williams et al. (PubMed ID 20193674) used the agonist, Purmorphamine, to activate the Hedgehog signaling pathway by targeting the Smo receptor while studying dorsal aorta development of vertebrate embryos. -SCBT Publication Review
Date published: 2015-07-11
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