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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
Molecular Weight:
520.62
MDL Number:
MFCD09037557
MOL File:
483367-10-8.mol
MSDS File:
SDS
Last updated:2026-01-13 11:17:34
Product description Number Pack Size Price
Purmorphamine ≥98% (HPLC) SML0868 5mg $154
Purmorphamine ≥98% (HPLC) SML0868 25mg $615
Purmorphamine InSolution, ≥98%, 50 mM in DMSO, induces osteoblast differentiation in C3H10T1/2 multipotent mesenchymal progenitor cells 540223 5mg $246
Purmorphamine P3217 20MG $87
Purmorphamine ≥98% 10009634 1mg $29
More product size

Purmorphamine Properties

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
SMILES N7(CCOCC7)c1ccc(cc1)Nc2nc(nc5[n](cnc52)C6CCCCC6)Oc3c4c(ccc3)cccc4
FDA UNII PB12M2F8KY
UNSPSC Code 51111800
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Warning
Hazard statements  H341
Precautionary statements  P201-P202-P280-P308+P313-P405-P501
WGK Germany  3
Storage Class 11 - Combustible Solids
Hazard Classifications Muta. 2

Purmorphamine price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0868 Purmorphamine ≥98% (HPLC) 483367-10-8 5mg $154 2025-07-31 Buy
Sigma-Aldrich SML0868 Purmorphamine ≥98% (HPLC) 483367-10-8 25mg $615 2025-07-31 Buy
Sigma-Aldrich 540223 Purmorphamine InSolution, ≥98%, 50 mM in DMSO, induces osteoblast differentiation in C3H10T1/2 multipotent mesenchymal progenitor cells 5mg $246 2025-07-31 Buy
TCI Chemical P3217 Purmorphamine 483367-10-8 20MG $87 2025-07-31 Buy
Cayman Chemical 10009634 Purmorphamine ≥98% 483367-10-8 1mg $29 2024-03-01 Buy
Product number Packaging Price Buy
SML0868 5mg $154 Buy
SML0868 25mg $615 Buy
540223 5mg $246 Buy
P3217 20MG $87 Buy
10009634 1mg $29 Buy

Purmorphamine Chemical Properties,Uses,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

Global( 189)Suppliers
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ATK CHEMICAL COMPANY LIMITED
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Henan Alfa Chemical Co., Ltd
+8615838112936 alfa10@alfachem.cn China 12920 58

View Lastest Price from Purmorphamine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Purmorphamine pictures 2019-09-04 Purmorphamine
483367-10-8
US $5.00 / KG 1KG 99% 1ton Career Henan Chemical Co
  • Purmorphamine pictures
  • Purmorphamine
    483367-10-8
  • US $5.00 / KG
  • 99%
  • Career Henan Chemical Co

Purmorphamine Spectrum

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 9-cyclohexyl-N-(4-morpholinephenyl)-2-(naphthalene-1-oxy)-9H-purine-6-amine 483367-10-8 C31H32N6O2 Inhibitors Bases & Related Reagents Heterocycles Intermediates & Fine Chemicals Nucleotides Pharmaceuticals Lipid signaling Heterocyclic Compounds