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Reversine

SIGMA/R3904 - ≥98% (HPLC), solid

Synonym: 2-(4-Morpholinoanilino)-6-cyclohexylaminopurine

CAS Number: 656820-32-5
Empirical Formula (Hill Notation): C21H27N7O
Molecular Weight: 393.49
MDL Number: MFCD07784513
Linear Formula: C21H27N7O
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-R3904-1MG 1 mg
$101.00
1/EA
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45-R3904-5MG 5 mg
$349.00
1/EA
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assay ≥98% (HPLC)
form solid
InChI 1S/C21H27N7O/c1-2-4-15(5-3-1)24-20-18-19(23-14-22-18)26-21(27-20)25-16-6-8-17(9-7-16)28-10-12-29-13-11-28/h6-9,14-15H,1-5,10-13H2,(H3,22,23,24,25,26,27)
InChI key ZFLJHSQHILSNCM-UHFFFAOYSA-N
Quality Level 200 
SMILES string C1CCC(CC1)Nc2nc(Nc3ccc(cc3)N4CCOCC4)nc5nc[nH]c25
solubility DMSO: soluble 7 mg/mL
  H2O: insoluble
storage temp. 2-8°C
Application: Reversine has been used as a monopolar spindle 1 (Mps1) kinase inhibitor or mitotic spindle assembly checkpoint (SAC) inhibitor:
• to study the need of mitotic arrest for combretastatin A4 (CA4)-mediated cytotoxicity
• to study the contribution of SAC activation to epstein-barr virus (EBV) replication
• to induce chromosome mis-segregation

Biochem/physiol Actions: Reversine is an A3 adenosine receptor antagonist, Aurora kinase inhibitor, and Mps1 kinase inhibitor.
Biochem/physiol Actions: Reversine was first described as a synthetic substituted purine with activity as a dedifferentiation agent; it was shown to induces differentiated lineage-committed cells to become multipotent mesenchymal stem cells (MSCs). Reversine has also been show to have activity as a potent, selective human A3 adenosine receptor antagonist (Ki value of 0.66 μM), as an ATP-competitive Aurora kinase inhibitor, and as a Mps1 kinase inhibitor. Additionally, studies have shown reversine to be an anti-cancer agent, inhibiting growth and inducing cell death in various cancer cell types.
Packaging: 1, 5 mg in glass bottle
Preparation Note: According to other sources, stock solutions of Reversine in DMSO are stable refrigerated for short term only. For long term storage aliquotes should be stable at -20°C for up to 2 years. Solution storage at ambient temperature is not recommended.
Hazard Codes Xn
Risk Statements 22
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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