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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;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
Molecular Weight:
520.62
MDL Number:
MFCD09037557
MOL File:
483367-10-8.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

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
FDA UNII PB12M2F8KY

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

Purmorphamine price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0868 Purmorphamine ≥98% (HPLC) 483367-10-8 5mg $150 2024-03-01 Buy
Sigma-Aldrich SML0868 Purmorphamine ≥98% (HPLC) 483367-10-8 25mg $598 2024-03-01 Buy
Cayman Chemical 10009634 Purmorphamine ≥98% 483367-10-8 1mg $29 2024-03-01 Buy
Cayman Chemical 10009634 Purmorphamine ≥98% 483367-10-8 5mg $121 2024-03-01 Buy
Cayman Chemical 10009634 Purmorphamine ≥98% 483367-10-8 10mg $216 2024-03-01 Buy
Product number Packaging Price Buy
SML0868 5mg $150 Buy
SML0868 25mg $598 Buy
10009634 1mg $29 Buy
10009634 5mg $121 Buy
10009634 10mg $216 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

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

Uses

An activator of the hedgehog (Hh) signaling pathway.

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

Global( 138)Suppliers
Supplier Tel Email Country ProdList Advantage
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Biochempartner
0086-13720134139 candy@biochempartner.com CHINA 967 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
TopScience Biochemical
00852-68527855 info@itopbiochem.com China Hong Kong 902 58
SHANGHAI T&W PHARMACEUTICAL CO., LTD.
+86-021-61551413 +8618813727289 contact@trustwe.com China 5738 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29271 58
Finetech Industry Limited
+86-27-87465837 +8618971612321 info@finetechnology-ind.com China 9702 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 Purmorphamine, >=98% Purmorphamin Shh Signaling Antagonist VI 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