Chemical Name | Roscovitine |
Synonym |
2-(R)-[[9-(1-Methylethyl)-6-[(phenylmethyl)amino]-9H-purin-2-yl]amino]-1-butanol
6-(Benzylamino)-2(R)-[[1-(hydroxymethyl)propyl]amino]-9-isopropylpurine
CYC202; CYC202; CYC 202; R-Roscovitine; Roscovitin; Roscovitine; Seliciclib. |
MDL Number | MFCD02266401 |
PubChem Substance ID | 24278682 |
CAS Number | 186692-46-6 |
Chemical Name Translation | (R)-2-((6-(苄基氨基)-9-异丙基-9H-嘌呤-2-基)氨基)丁-1-醇 |
Formula | C19H26N6O |
IUPAC Name | (R)-2-((6-(benzylamino)-9-isopropyl-9H-purin-2-yl)amino)butan-1-ol |
InChIKey | BTIHMVBBUGXLCJ-OAHLLOKOSA-N |
InChI | InChI=1S/C19H26N6O/c1-4-15(11-26)22-19-23-17(20-10-14-8-6-5-7-9-14)16-18(24-19)25(12-21-16)13(2)3/h5-9,12-13,15,26H,4,10-11H2,1-3H3,(H2,20,22,23,24)/t15-/m1/s1 |
Canonical SMILES | CC[C@@H](NC1=NC(NCC2=CC=CC=C2)=C3N=CN(C(C)C)C3=N1)CO |
WGK Germany | 3 |
Personal Protective Equipment |
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
GHS Symbol
Safety Statements | |
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Precautionary statements | |
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Storage condition |
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years). |
Seliciclib, also known as roscovitine and CYC202, is a n orally bioavailable, small-molecule cyclin-dependent kinase (CDK) inhibitor with potential proapoptotic and antineoplastic activities. Seliciclib primarily inhibits CDK2/E, CDK2/A, CDK7 and CDK9 by competing for their ATP binding sites, leading to a disruption of cell cycle progression. In addition, this agent appears to interfere with CDK-mediated phosphorylation of the carboxy-terminal domain of RNA polymerase II, inhibiting RNA polymerase II-dependent transcription, which may result in the down-regulation of antiapoptotic proteins such as induced myeloid leukemia cell differentiation protein Mcl-1.
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DeAzevado, W.F., et al., Inhibition of cyclin-dependent kinases by purine analogues: crystal structure of human cdk2 complexed with roscovitine. Eur. J. Biochem. 243 , 518-526, (1997) 摘要
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{SA} Chen, M.C., et al., Involvement Of CAMP In Nerve Growth Factor-triggered P35/Cdk5 Activation And Differentiation In PC12 Cells. Am. J. Physiol. Cell Physiol. 299 , C516-27, (2010) 摘要
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{SA} Merck 14 ,10240