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SML0868

Sigma-Aldrich

Purmorphamine

≥98% (HPLC), powder, Hedgehog signaling activator

Synonym(s):

2-(1-Naphthoxy)-6-(4-morpholinoanilino)-9-cyclohexylpurine; 9-Cyclohexyl-N-[4-(4-morpholinyl)phenyl]-2-(1-naphthalenyloxy)-

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About This Item

Empirical Formula (Hill Notation):
C31H32N6O2
CAS Number:
483367-10-8
Molecular Weight:
520.62
UNSPSC Code:
51111800
NACRES:
NA.77
Pricing and availability is not currently available.

Product Name

Purmorphamine, ≥98% (HPLC)

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

−20°C

SMILES string

N7(CCOCC7)c1ccc(cc1)Nc2nc(nc5[n](cnc52)C6CCCCC6)Oc3c4c(ccc3)cccc4

InChI

1S/C31H32N6O2/c1-2-9-25(10-3-1)37-21-32-28-29(33-23-13-15-24(16-14-23)36-17-19-38-20-18-36)34-31(35-30(28)37)39-27-12-6-8-22-7-4-5-11-26(22)27/h4-8,11-16,21,25H,1-3,9-10,17-20H2,(H,33,34,35)

InChI key

FYBHCRQFSFYWPY-UHFFFAOYSA-N

Application

Purmorphamine has been used to study the consequences of upregulation of Hedgehog signalling pathway in Tupfel long fin strain Zebrafish.[1]

Biochem/physiol Actions

Purmorphamine activates the Hedgehog (Hh) signaling pathway, directly binding to the Smoothened (Smo) receptor.
Purmorphamine activates the Hedgehog (Hh) signaling pathway, directly binding to the Smoothened (Smo) receptor. In various studies, purmorphamine has been shown to induce osteoblast differentiation, generate cardiomyocytes from human embryonic stem cells, increase the neuronal differentiation of a human striatal neural stem cell line, and to differentiate human umbilical cord mesenchymal stem cells (hUCMSCs) into motoneurons.

Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H341

Hazard Classifications

Muta. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000418840
0000418840
0000366523
0000366522
0000356999

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Shabana Amanda Ali et al.
Arthritis & rheumatology (Hoboken, N.J.), 68(1), 127-137 (2015-09-01)
With no effective therapies to attenuate cartilage degeneration in osteoarthritis (OA), the result is pain and disability. Activation of hedgehog (HH) signaling causes changes related to the progression of OA, with higher levels of Gli-mediated transcriptional activation associated with increased
Sara Brilha et al.
Scientific reports, 7(1), 16031-16031 (2017-11-24)
Central nervous system tuberculosis (CNS TB) has a high mortality and morbidity associated with severe inflammation. The blood-brain barrier (BBB) protects the brain from inflammation but the mechanisms causing BBB damage in CNS TB are uncharacterized. We demonstrate that Mycobacterium
Methylation microarray studies highlight PDGFA expression as a factor in biliary atresia.
Cofer Z C, et al.
PLoS ONE, 11(3), e0151521-e0151521 (2016)
Tobias Bohnenpoll et al.
PLoS genetics, 13(8), e1006951-e1006951 (2017-08-11)
The differentiated cell types of the epithelial and mesenchymal tissue compartments of the mature ureter of the mouse arise in a precise temporal and spatial sequence from uncommitted precursor cells of the distal ureteric bud epithelium and its surrounding mesenchyme.
Kimberly F Atkinson et al.
Cells, 8(7) (2019-07-25)
Biosensors on the membrane of the vascular endothelium are responsible for sensing mechanical and chemical signals in the blood. Transduction of these stimuli into intracellular signaling cascades regulate cellular processes including ion transport, gene expression, cell proliferation, and/or cell death.
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Questions

  1. What is the stability of purmorphamine as solid and in solution of DMSO ?

    1 answer

    1. This product is not assigned an expiration date or retest schedule. Products that are robust and extremely stable in their original unopened container are not assigned an expiration date or retest schedule. These products will not have dating reported on either the label or the Certificate of Analysis. Products without an expiration or retest date are covered by a warranty period of 1 year from the date of product shipment. Full product dating information can be reviewed at the following link: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/190/408/product-dating-information-ms.pdf. Stability in solution has not been internally validated. Other sources recommend storing at -20°C and using it within 1 year. It is advised to aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

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