Basic information Safety Supplier Related

Flavopiridol

Basic information Safety Supplier Related

Flavopiridol Basic information

Product Name:
Flavopiridol
Synonyms:
  • FLAVOPIRIDOL
  • 2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3s,4r)-3-hydroxy-1-methyl-4-piperidyl]chromen-4-one
  • 4H-1-Benzopyran-4-one, 2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-
  • Alvocidib
  • (-)cis-5,7-Dihydroxy-2-(2-chlorophenyl)-8-(4-(3-hydroxy-1-methyl)piperidinyl)-4H-1-benzopyran-4-one
  • C077990
  • Hmr 1275
  • L 868275
CAS:
146426-40-6
MF:
C21H20ClNO5
MW:
401.84
Product Categories:
  • API intermediates
  • APIS
Mol File:
146426-40-6.mol
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Flavopiridol Chemical Properties

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)
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Safety Information

HS Code 
2934999090
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Flavopiridol Usage And Synthesis

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).

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