Flavopiridol HCl

Modify Date: 2025-08-25 13:29:27

Flavopiridol HCl Structure
Flavopiridol HCl structure
Common Name Flavopiridol HCl
CAS Number 131740-09-5 Molecular Weight 438.301
Density N/A Boiling Point 603.6ºC at 760 mmHg
Molecular Formula C21H21Cl2NO5 Melting Point 169.5-170ºC
MSDS Chinese Flash Point 318.8ºC

 Use of Flavopiridol HCl


Flavopiridol Hydrochloride is a broad inhibitor of CDK, competing with ATP to inhibit CDKs including CDK1, CDK2, CDK4 with IC50s of 30, 170, 100 nM, respectively.

 Names

Name 2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]chromen-4-one,hydrochloride
Synonym More Synonyms

 Flavopiridol HCl Biological Activity

Description Flavopiridol Hydrochloride is a broad inhibitor of CDK, competing with ATP to inhibit CDKs including CDK1, CDK2, CDK4 with IC50s of 30, 170, 100 nM, respectively.
Related Catalog
Target

CDK1/Cyc B1:30 nM (IC50)

CDK2/Cyc E:170 nM (IC50)

CDK4/Cyc D1:100 nM (IC50)

MAP:19000 nM (IC50)

PKC:14000 nM (IC50)

EGFR:22000 nM (IC50)

In Vitro Flavopiridol (2 μM) robustly induces a distinct pattern of ER stress in CLL cells that contributes to cell death through IRE1-mediated activation of ASK1 and possibly downstream caspases[1]. Flavopiridol results in potent upregulation of a number of PRGs in treatments lasting 4-24 h. Flavopiridol has and immediate and long-term effect on the expression of several PRGs. In serum starved cells re-stimulated with serum, flavopiridol also inhibits the expression of these genes, but subsequently, JUNB, GADD45B and EGR1 are upregulated in the presence of flavopiridol[2].
Kinase Assay Briefly, lysates containing approximately 3×106 cells are incubated with 50 μM LEVD-AFC (caspase 4 substrate) or LETD-AFC (caspase 8 substrate) containing 10 mM dithiothretiol (DTT). Caspase 4 activity is measured one hour after addition of substrate and caspase 8 activity is measured 30 minutes after addition of substrate. Release of free AFC is measured with a Beckman-Coulter DTX 880 multimode detector.
Cell Assay The cells treated with flavopiridol are washed after 4 hours with PBS and resuspended in regular growth medium (RPMI 1640) supplemented with 10% human serum and antibiotics for the remainder of the incubation time. In the case of flavopiridol/chloroquine samples, chloroquine is re-added in the fresh media after flavopiridol is washed at 4 hours. For all the other conditions, cells are incubated with the respective drugs for 24 hours continuously.
References

[1]. Mahoney E, et al. ER stress and autophagy: new discoveries in the mechanism of action and drug resistance of the cyclin-dependent kinase inhibitor flavopiridol.Blood. 2012 Aug 9;120(6):1262-1273.

[2]. Keskin H, et al. Complex effects of flavopiridol on the expression of primary response genes. Cell Div. 2012 Mar 29;7:11.

[3]. Kim KS, et al.Thio- and oxoflavopiridols, cyclin-dependent kinase 1-selective inhibitors: synthesis and biological effects. J Med Chem. 2000 Nov 2;43(22):4126-34.

 Chemical & Physical Properties

Boiling Point 603.6ºC at 760 mmHg
Melting Point 169.5-170ºC
Molecular Formula C21H21Cl2NO5
Molecular Weight 438.301
Flash Point 318.8ºC
Exact Mass 437.079681
PSA 94.14000
LogP 4.04450
Vapour Pressure 2.03E-15mmHg at 25°C
Storage condition -20℃

 Safety Information

Hazard Codes Xn: Harmful;
Risk Phrases R22
RTECS DJ2978830

 Synonyms

Alvocidib hydrochloride
HL-275
4H-1-Benzopyran-4-one, 2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-, hydrochloride (1:1)
2-(2-Chlorophenyl)-5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-4H-chromen-4-one hydrochloride (1:1)
(-)-2-(2-Chlorophenyl)-5,7-dihydroxy-8-[(3s,4r)-3-hydroxy-1-methyl-4-piperidinyl]-4h-1-benzopyran-4-one hydrochloride
Flavopiridol HCl
Flavopiridol (Alvocidib) HCl
Flavopiridol (Hydrochloride)
HMR-1275
Flavopiridol Hydrochloride
L 86-8275
Flavopiridol HCI
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