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146426-40-6

146426-40-6 Structure

146426-40-6 Structure
IdentificationMore
[Name]

Flavopiridol
[CAS]

146426-40-6
[Synonyms]

2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3s,4r)-3-hydroxy-1-methyl-4-piperidyl]chromen-4-one
FLAVOPIRIDOL
4H-1-Benzopyran-4-one, 2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-
Alvocidib
Flavopirodol
[Molecular Formula]

C21H20ClNO5
[MDL Number]

MFCD00894265
[Molecular Weight]

401.84
[MOL File]

146426-40-6.mol
Chemical PropertiesBack Directory
[Melting point ]

52.5 °C
[Boiling point ]

603.6±55.0 °C(Predicted)
[density ]

1.448±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

insoluble in H2O; ≥40.2 mg/mL in DMSO; ≥85.4 mg/mL in EtOH with gentle warming and ultrasonic
[form ]

Yellow powder.
[pka]

6.16±0.40(Predicted)
[InChIKey]

BIIVYFLTOXDAOV-YVEFUNNKSA-N
[SMILES]

C1(C2=CC=CC=C2Cl)OC2=C([C@H]3CCN(C)C[C@H]3O)C(O)=CC(O)=C2C(=O)C=1
[CAS DataBase Reference]

146426-40-6(CAS DataBase Reference)
Safety DataBack Directory
[HS Code ]

2934999090
Hazard InformationBack Directory
[Uses]

Antineoplastic (cyclin-dependent kinase inhibitor)[Note—The trivial name, flavopiridol, has appeared in literature].
[Uses]

Flavopiridol is a synthetic flavonoid derivative, potent inhibitor of CDKs. Inhibitor of CDK9 as a postexposure drug target for adenoviruses.
[Definition]

ChEBI: Alvocidib is a synthetic dihydroxyflavone that is 5,7-dihydroxyflavone which is substituted by a 3-hydroxy-1-methylpiperidin-4-yl group at position 8 and by a chlorine at the 2' position (the (-)-3S,4R stereoisomer). A cyclin-dependent kinase 9 (CDK9) inhibitor, it has been studied for the treatment of acute myeloid leukaemia, arthritis and atherosclerotic plaque formation. It has a role as an antineoplastic agent, an EC 2.7.11.22 (cyclin-dependent kinase) inhibitor, an antirheumatic drug and an apoptosis inducer. It is a dihydroxyflavone, a hydroxypiperidine, a member of monochlorobenzenes and a tertiary amino compound. It is a conjugate base of an alvocidib(1+).
[Anticancer Research]

It is a synthetic derivative of rohitukine plant alkaloid which is obtained fromDysoxylum binectariferum, which is active against leukemia, lymphomas and solidtumors (Shoeb 2006).
Spectrum DetailBack Directory
[Spectrum Detail]

Flavopiridol(146426-40-6)1HNMR
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