Basic information Safety Supplier Related

OLOMOUCINE

Basic information Safety Supplier Related

OLOMOUCINE Basic information

Product Name:
OLOMOUCINE
Synonyms:
  • 6-BENYLAMINO-2-(2-HYDROXYETHYLAMINO)-9-METHYLPURINE
  • 6-BENZYLAMINO-2-(2-HYDROXYETHYLAMINO)-9-METHYLPURINE
  • 2-(2'-Hydroxyethylamino)-9-methyl-6-(benzylamino)purine
  • 2-(hydroxyethylamino)-6-benzylamino-9-methylpurine
  • 2-[[9-METHYL-6[(PHENYLMETHYL)AMINO]-9H-PURIN-2-YL]AMINO]-ETHANOL
  • 2-(2-HYDROXYETHYLAMINO)-6-BENZYLAMINO-9-METHYLPURINE
  • N2-[(2-HYDROXYETHYL)]-N6-BENZYLADENINE
  • OLOMOUCINE
CAS:
101622-51-9
MF:
C15H18N6O
MW:
298.34
Product Categories:
  • Heterocyclic Compounds
  • Bases & Related Reagents
  • Heterocycles
  • Inhibitors
  • Nucleotides
  • inhibitor
  • Protein Kinase
Mol File:
101622-51-9.mol
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OLOMOUCINE Chemical Properties

Melting point:
120-130 °C
Boiling point:
579.6±60.0 °C(Predicted)
Density 
1.36
storage temp. 
-20°C
solubility 
DMSO, Methanol (Slightly)
form 
Solid
pka
14.55±0.10(Predicted)
color 
White to off-white
CAS DataBase Reference
101622-51-9(CAS DataBase Reference)
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29339980

MSDS

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OLOMOUCINE Usage And Synthesis

Chemical Properties

white to off-white solid

Uses

A purine derivative which inhibits cyclin-dependent kinases and induces G1 arrest.

Definition

ChEBI: Olomoucine is a 9H-purine that is substituted by a (2-hydroxyethyl)nitrilo, benzylnitrilo and a methyl group at positions 2,6 and 9, respectively. It is a cyclin-dependent kinase inhibitor. It has a role as an EC 2.7.11.22 (cyclin-dependent kinase) inhibitor. It is a member of 2,6-diaminopurines and a member of ethanolamines.

Biological Activity

Cyclin-dependent kinase inhibitor that competes for the ATP binding site of the kinase. Selectively inhibits cdc2/cyclin B (IC 50 = 7 μ M), cdk2/cyclin A (IC 50 = 7 μ M), cdk2/cyclin E (IC 50 = 7 μ M), cdk/p35 kinase (IC 50 = 3 μ M)? and ERK1/MAP kinase (IC 50 = 25 μ M). Arrests human fibroblasts in the G1 phase.

Biochem/physiol Actions

Olomoucine is a purine derivative which inhibits cyclin-dependent kinases and induces G arrest.

Enzyme inhibitor

This ATP site-competitive purine derivative (FW = 298.35 g/mol; CAS 101622-51-9), systematically named 6-benzylamino-2-[2-hydroxyethylamino]- 9-methylpurine, is a potent inhibitor of cyclin-dependent kinases, with an IC50 value of 7 μM for both cdk1 and cdk2 and an IC50 value of 3 μM for cdk5, arresting cells in G1. Olomoucine also inhibits cytokinin 7b-glucosyltransferase.

References

[1]. vesel j, havlicek l, strnad m, et al. inhibition of cyclin-dependent kinases by purine analogues. eur j biochem. 1994 sep 1;224(2):771-86.
[2]. abraham rt, acquarone m, andersen a, et al. cellular effects of olomoucine, an inhibitor of cyclin-dependent kinases. biol cell. 1995;83(2-3):105-20.
[3]. tian ds, xie mj, yu zy, et al. cell cycle inhibition attenuates microglia induced inflammatory response and alleviates neuronal cell death after spinal cord injury in rats. brain res. 2007 mar 2;1135(1):177-85.

OLOMOUCINESupplier

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