CAS 131740-09-5|Flavopiridol HCl

Introduction：Basic information about CAS 131740-09-5|Flavopiridol HCl, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Flavopiridol HCl BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Synonyms

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

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 BiologicalActivity

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	Signaling Pathways >>Autophagy >>AutophagyResearch Areas >>Cancer
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
InChIKey	LGMSNQNWOCSPIK-LWHGMNCYSA-N
SMILES	CN1CCC(c2c(O)cc(O)c3c(=O)cc(-c4ccccc4Cl)oc23)C(O)C1.Cl
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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