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C3249 Sigma-Aldrich

CR8

≥95% (HPLC)

Synonym: (2R)-2-[[9-(1-Methylethyl)-6-[[[4-(2-pyridinyl)phenyl]methyl]amino]-9H-purin-2-yl]amino]-butanol-1, (R)-2-(1-Hydroxybut-2-ylamino)-6-[4-(2-pyridyl)phenylmethylamino]-9-iso-propylpurine, C&R8

  • CAS Number 294646-77-8

  • Empirical Formula (Hill Notation) C24H29N7O

  • Molecular Weight 431.53

  •  MDL number MFCD18785641

  •  PubChem Substance ID 329775030

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, CI-CZ, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
assay   ≥95% (HPLC)
form   powder
color   off-white
solubility   DMSO: ≥10 mg/mL
storage temp.   2-8°C
SMILES string   CC[C@H](CO)Nc1nc(NCc2ccc(cc2)-c3ccccn3)c4ncn(C(C)C)c4n1
InChI   1S/C24H29N7O/c1-4-19(14-32)28-24-29-22(21-23(30-24)31(15-27-21)16(2)3)26-13-17-8-10-18(11-9-17)20-7-5-6-12-25-20/h5-12,15-16,19,32H,4,13-14H2,1-3H3,(H2,26,28,29,30)/t19-/m1/s1
InChI key   HOCBJBNQIQQQGT-LJQANCHMSA-N

Description

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

CR8 is a potent and selective inhibitor of cyclin dependent kinase (CDK1, 2, 5, 7, and 9). CR8 is a more potent pyridyl analogue of roscovitine (Cat. No. R7772). In comparison to roscovirtine, the compound gains in potency toward CK1, which is involved in amyloid-β formation. The R-CR8 enantiomer is slightly more potent than S. CR8 is around 30 times more potent at cellular assay then roscovitine. Acts as a molecular glue to induce cyclin K degradation.

Features and Benefits

This compound is featured on the CDKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

CDKs

Cyclin dependent kinases (CDKs) are typical serine/threonine kinases that display the 11 subdomains shared by all kinases. The complete sequence of the Homo sapiens genome shows that among the ~30,00...
Keywords: Alzheimer Disease, Apoptosis, Atomic absorption spectroscopy, Cancer, Cardiovascular, Catalysis, DNA replication, Diseases, Gene expression, Parkinson Disease, Phosphorylations, Transcription

Peer-Reviewed Papers
15

References

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