ChemicalBook > CAS DataBase List > Purmorphamine

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;Purmorphamine, 10 mM in DMSO;Purmorphamine, Smoothened receptor agonist;inhibit,Purmorphamine,Autophagy,Smo,Smoothened,Inhibitor;2-(1-NAPHTHOXY)-6-(4-MORPHOLINOANILINO)-9-CYCLOHEXYLPURINE
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: $154
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML0868
Product name: Purmorphamine
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $615
Updated: 2025/07/31

Sigma-Aldrich

Product number: 540223
Product name: Purmorphamine
Purity: InSolution, ≥98%, 50 mM in DMSO, induces osteoblast differentiation in C3H10T1/2 multipotent mesenchymal progenitor cells
Packaging: 5mg
Price: $246
Updated: 2025/07/31

TCI Chemical

Product number: P3217
Product name: Purmorphamine
Packaging: 20MG
Price: $87
Updated: 2025/07/31

Cayman Chemical

Product number: 10009634
Product name: Purmorphamine
Purity: ≥98%
Packaging: 1mg
Price: $29
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] XU WU. A Small Molecule with Osteogenesis-Inducing Activity in Multipotent Mesenchymal Progenitor Cells[J]. Journal of the American Chemical Society, 2002, 124 49: 14520-14521. DOI:10.1021/ja0283908
[2] XU WU. Purmorphamine induces osteogenesis by activation of the hedgehog signaling pathway.[J]. Chemistry & biology, 2004, 11 9: 1229-1238. DOI:10.1016/j.chembiol.2004.06.010
[3] SURAJIT SINHA James K C. Purmorphamine activates the Hedgehog pathway by targeting Smoothened[J]. Nature chemical biology, 2005, 2 1: 29-30. DOI:10.1038/nchembio753
[4] PHIL JUN KANG . Reprogramming of mouse somatic cells into pluripotent stem-like cells using a combination of small molecules[J]. Biomaterials, 2014, 35 26: Pages 7336-7345. DOI:10.1016/j.biomaterials.2014.05.015
[5] LEI ZHANG. Small Molecules Efficiently Reprogram Human Astroglial Cells into Functional Neurons.[J]. Cell stem cell, 2015, 17 6: 735-747. DOI:10.1016/j.stem.2015.09.012

Purmorphamine Preparation Products And Raw materials

Raw materials

Preparation Products

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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

Purmorphamine, Smoothened receptor agonist

Purmorphamine, 10 mM in DMSO

483367-10-8

C31H32N6O2

Inhibitors

Bases & Related Reagents

Heterocycles

Intermediates & Fine Chemicals

Nucleotides

Pharmaceuticals

Lipid signaling

Heterocyclic Compounds