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Purmorphamine

Product Name
Purmorphamine
CAS No.
483367-10-8
Chemical Name
Purmorphamine
Synonyms
CS-1816;Purmorphamin;PURMORPHAMINE;Purmorphamine, >=98%;Purmorphamine USP/EP/BP;Shh Signaling Antagonist VI;inhibit,Purmorphamine,Autophagy,Smo,Smoothened,Inhibitor;2-(1-NAPHTHOXY)-6-(4-MORPHOLINOANILINO)-9-CYCLOHEXYLPURINE;9-Cyclohexyl-N-[4-(4-Morpholinyl)phenyl]-2-(1-naphthalenyloxy)-;9-Cyclohexyl-N-[4-(4-morpholinyl)phenyl]-2-(1-naphthyloxy)-9H-purin-6-amin
CBNumber
CB2841106
Molecular Formula
C31H32N6O2
Formula Weight
520.62
MOL File
483367-10-8.mol
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Purmorphamine Property

Melting point:
210-212°C
Boiling point:
790.3±70.0 °C(Predicted)
Density 
1.35±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMSO: soluble5mg/mL, clear (warmed)
pka
5.44±0.40(Predicted)
form 
powder
color 
white to beige
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
InChIKey
FYBHCRQFSFYWPY-UHFFFAOYSA-N
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H341Suspected of causing genetic defects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0868
Product name
Purmorphamine
Purity
≥98% (HPLC)
Packaging
5mg
Price
$150
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0868
Product name
Purmorphamine
Purity
≥98% (HPLC)
Packaging
25mg
Price
$598
Updated
2024/03/01
Cayman Chemical
Product number
10009634
Product name
Purmorphamine
Purity
≥98%
Packaging
1mg
Price
$29
Updated
2024/03/01
Cayman Chemical
Product number
10009634
Product name
Purmorphamine
Purity
≥98%
Packaging
5mg
Price
$121
Updated
2024/03/01
Cayman Chemical
Product number
10009634
Product name
Purmorphamine
Purity
≥98%
Packaging
10mg
Price
$216
Updated
2024/03/01
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Purmorphamine Chemical Properties,Usage,Production

Description

Small molecules that promote osteoblast differentiation might be useful as therapeutic agents for bone diseases such as osteoporosis. Purmorphamine is a 2,6,9-trisubstituted purine that promotes the differentiation of both human and mouse mesenchymal progenitor cells into osteoblasts. The EC50 value for differentiation of C3H10T1/2 cells based on alkaline phosphatase expression is 1 μM. Investigation into purmorphamine’s mechanism of action indicates that it directly binds to and activates the 7-transmembrane Smo receptor of the Hedgehog signaling pathway.

Chemical Properties

Light Tan Solid

Uses

An activator of the hedgehog (Hh) signaling pathway.

Uses

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

Uses

Activates the Hedgehog pathway by targeting Smoothened

Definition

ChEBI: A member of the class of purines that is purine substituted at C-2 by a 1-naphthyloxy group, at C-4 by a 4-morpholinophenylamino group, and at N-9 by a cyclohexyl group.

Biochem/physiol Actions

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.

in vitro

purmorphamine activated the hedgehog pathway by directly bound and activated smoothened with the ic50value of ~ 1.5 μm in competing with cyclopamine, a smo antagonist [1]. in multi-potent c3h10t1/2 cells, purmorphamine was a potent inducer of osteogenesis. in c3h10t1/2 cells, the ec50 values assessed based on alp expression for purmorphamine was 1 μm. purmorphamine (1 μm) in combination with bmp-4 (100 ng/ml) increased alp activity more than 90-fold in 3t3-l1 cells [3].administration of purmorphamine at 3 and 5 μm up-regulated the level of osteocalcin on day 14 (p ≤ 0.05)[4].

in vivo

in rats transplanted with stem cell-based constructs subcutaneously, treatment with purmorphamine tended to up-regulate alp transcripts when compared with those injected by either dexamethasone or injection water (p ≤ 0.05) [4].

storage

-20°C

References

1) Wu et al. (2002), A small molecule with osteogenesis-inducing activity in multipotent mesenchymal progenitor cells; J. Am. Chem. Soc., 124 14520 2) Wu et al. (2004), Purmorphamine induces osteogenesis by activation of the hedgehog signaling pathway; Chem. Biol. 11 1229 3) Sinha and Chen (2006), Purmorphamine activates the Hedgehog pathway by targeting Smoothened; Nat. Chem. Biol., 2 29 4) Kang et al. (2015), Reprogramming of mouse somatic cells into pluripotent stem-like cells using a combination of small molecules; Biomaterials, 35 7336 5) Zhang et al. (2015), Small Molecules Efficiently Reprogram Human Astroglial Cells into Functional Neurons; Cell Stem Cell 17 735

Purmorphamine Preparation Products And Raw materials

Raw materials

Preparation Products

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Purmorphamine Suppliers

Canada 1 China 112 China Hong Kong 1 India 2 United Kingdom 1 United States 19 Global 136
MedChemexpress LLC
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View Lastest Price from Purmorphamine manufacturers

Career Henan Chemical Co
Product
Purmorphamine 483367-10-8
Price
US $5.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
1ton
Release date
2019-09-03

483367-10-8, PurmorphamineRelated Search:

Ginkgolide B Palmitoylethanolamide NS-398 DNA, SINGLE STRANDED, IMM. ON CELLULOSE, FROM CALF THYMUS* Hh-Ag 1.3 LDE-225 Diphosphate N-[3-(1H-Benzimidazol-2-yl)-4-chlorophenyl]-3,4,5-triethoxybenzamide Everolimus Varenicline tartrate CYCLOPAMINE Vismodegib (GDC-0449) Rapamycin LDN-193189 HCl 6-Amino-3,7-dihydro-2H-purin-2-one Purmorphamine 2-HYDROXYPURINE 9-cyclohexyladenine 6-ANILINOPURINE

  • 2-(1-NAPHTHOXY)-6-(4-MORPHOLINOANILINO)-9-CYCLOHEXYLPURINE
  • PURMORPHAMINE
  • 9-Cyclohexyl-N-[(4-morpholinyl)phenyl]-2-(1-naphthalenyloxy)-9H-purin-6-amine
  • 9-Cyclohexyl-N-[4-(Morpholin-4-yl)phenyl]-2-(naphthalen-1-yloxy)-9H-purin-6-aMine
  • 9-Cyclohexyl-N-[4-(4-Morpholinyl)phenyl]-2-(1-naphthalenyloxy)-
  • 9-Cyclohexyl-N-[4-(4-morpholinyl)phenyl]-2-(1-naphthalenyloxy)-9H-purin-6-amine
  • 9H-Purin-6-amine, 9-cyclohexyl-N-[4-(4-morpholinyl)phenyl]-2-(1-naphthalenyloxy)-
  • 9-Cyclohexyl-N-[4-(4-morpholinyl)phenyl]-2-(1-naphthalenyloxy)-9H-purin-6-amine Purmorphamine
  • Purmorphamine 9-Cyclohexyl-N-[4-(4-morpholinyl)phenyl]-2-(1-naphthalenyloxy)-9H-purin-6-amine
  • 9-CYCLOHEXYL-N-(4-MORPHOLINOPHENYL)-2-(NAPHTHALEN-1-YLOXY)-9H-PURIN-6-AMINE
  • Shh Signaling Antagonist VI
  • Purmorphamine, >=98%
  • Purmorphamin
  • 9-Cyclohexyl-N-[4-(4-morpholinyl)phenyl]-2-(1-naphthyloxy)-9H-purin-6-amin
  • CS-1816
  • Purmorphamine USP/EP/BP
  • inhibit,Purmorphamine,Autophagy,Smo,Smoothened,Inhibitor
  • 483367-10-8
  • C31H32N6O2
  • Inhibitors
  • Bases & Related Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Nucleotides
  • Pharmaceuticals
  • Lipid signaling
  • Heterocyclic Compounds