FLAVOPIRIDOL HYDROCHLORIDE
Synonym(s):(−)-2-(2-Chlorophenyl)-5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-4H-1-benzopyran-4-one hydrochloride;L-86-8276;NSC-649890
- CAS NO.:131740-09-5
- Empirical Formula: C21H21Cl2NO5
- Molecular Weight: 438.3
- MDL number: MFCD26792554
- EINECS: 634-346-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-07-02 14:09:54
What is FLAVOPIRIDOL HYDROCHLORIDE?
Description
Flavopiridol is an orally bioavailable inhibitor of cyclin dependent kinases (IC50s = ~100, ~100, ~100, and 300 nM for Cdk1, Cdk2, Cdk4, and Cdk7, respectively). It also inhibits TEFb, a complex composed of Cdk9 and cyclin T1, with a Ki value of 3 nM. Flavopiridol inhibits transcription of a CMV promoter in HeLa nuclear extract (IC50 = 34 nM), Tat-stimulated transcription of an HIV-1 promotor (IC50 = 7 nM), and HIV-1 replication in HEK239T cells (IC50 = <10 nM). In vivo, flavopiridol (5 mg/kg, i.p.) induces apoptosis and cyclin D1 depletion and delays tumor growth in an HN-12 head and neck carcinoma mouse xenograft model. It also suppresses synovial hyperplasia and joint destruction in a mouse model of collagen-induced arthritis.
Chemical properties
Yellow Powder
The Uses of FLAVOPIRIDOL HYDROCHLORIDE
Flavopiridol hydrochloride hydrate has been used:
- as a cyclin-dependent kinase 9 (CDK9) inhibitor to study its effects on histone H3 methylation at lysine 36 (H3K36) and deactivation of transcription in porcine fetal fibroblasts
- as an RNA polymerase inhibitor to study its effects on hepatic cells
- as RNA transcription inhibitor to study its effects on euchromatin coarsening in zebrafish embryo
The Uses of FLAVOPIRIDOL HYDROCHLORIDE
An inhibitor of cyclin-dependent kinases; the (-)-cis form induces apoptosis in certain tumor cells.
What are the applications of Application
Flavopiridol Hydrochloride is an inhibitor of cyclin-dependent kinases
Definition
ChEBI: A hydrochloride salt resulting from the formal reaction of equimolar amounts of alvocidib and hydrogen chloride. A cyclin-dependent kinase 9 (CDK9) inhibitor, it has been studied for the treatment of acute myeloid leukaemia, arthritis and atherosclerotic p aque formation.
Biochem/physiol Actions
Flavopiridol?is a semi-synthetic flavone obtained from Dysoxylum binectariferum that acts as an anti-tumor agent against several cancers. It also shows anti-cancer properties due to which it has been studied in the treatment of acute myeloid leukemia (AML).
storage
Store at +4°C
References
1) Kaur?et al. (1992),?Growth inhibition with reversible cell cycle arrest of carcinoma cells by flavone L86-8275;? J. Natl. Cancer Inst.,?84?1736 2) Cartee?et al. (2002),?Synergistic induction of apoptosis in human myeloid leukemia cells by phorbol 12-myristate 13-acetate and flavopiridol proceeds via activation of both the intrinsic and tumor necrosis factor-mediated extrinsic cell death pathways;? Mol. Pharmacol.,?61?1313 3) Ambrosini?et al. (2008),?The cyclin-dependent kinase inhibitor flavopiridol potentiates the effects of topoisomerase I poisons by suppressing Rad51 expression in a p53-dependent manner;? Cancer Res.?68?2312 4) Schang?et al. (2004),?Effects of pharmacological cyclin-dependent kinase inhibitors on viral transcription and replication;? Biochim. Biophys. Acta,?1697?197
Properties of FLAVOPIRIDOL HYDROCHLORIDE
Melting point: | 169.5-170°C |
alpha | 24D -1.73 to -3.9° |
storage temp. | 2-8°C |
solubility | H2O: ~2mg/mL |
form | powder |
pka | 5.68 ± 0.06(at 25℃) |
color | white to light brown |
Stability: | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 1 month |
CAS DataBase Reference | 131740-09-5 |
Safety information for FLAVOPIRIDOL HYDROCHLORIDE
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral |
Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for FLAVOPIRIDOL HYDROCHLORIDE
New Products
Tubulysin F Tubulysin I Tubulysin D Tubulysin H 4-CYANO-TETRAHYDROPYRAN-4-CARBOXYLIC ACID Methyl (R)-1-Boc-4,4-difluoropyrrolidine-2-carboxylate CYCLOBUTYLAMINE HYDROCHLORIDE 3-Aminocyclobutanone hydrochloride 4-(Benzyloxy)-3-bromophenylacetic Acid 4,4-DIFLUOROPIPERIDINE 2-(1-(Mercaptomethyl) cyclopropyl) acetonitrile Calcium Sodium Phosphosilicate IH 2-[2-[3(S)-3[2-(7-chloro-2-quinolinyl) ethenyl] phenyl-3- hydroxyl propyl] phenyl]-2-propanol Fuel shell 2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol ethanedioate Imeglimin Hydrochloride IH Lubiprostone Magnesium Trisilicate Latanoprostene Bunod Flame Retardant Zinc Borate (R)-(3-(3-fluoro-4- thiomorpholinophenyl)-2- oxooxazolidin-4-yl) methyl methanesulfonate methyl 3-fluoro-4- thiomorpholino phenylcarbamate 1H-Imidazole-4-carbonitrile 7-Methoxyquinoline-4-carbonitrileRelated products of tetrahydrofuran
You may like
-
Flavopiridol HCl CAS 131740-09-5View Details
131740-09-5 -
Flavopiridol hydrochloride hydrate CAS 131740-09-5View Details
131740-09-5 -
(R)-(3-(3-fluoro-4- thiomorpholinophenyl)-2- oxooxazolidin-4-yl) methyl methanesulfonateView Details
2416850-45-6 -
methyl 3-fluoro-4- thiomorpholino phenylcarbamateView Details
2760359-22-4 -
4,6-dichloro-2-propylthiopyrimidine-5-amine 145783-15-9 98%View Details
145783-15-9 -
151767-02-1 Montelukast Sodium IP/USP 98%View Details
151767-02-1 -
Valacyclovir Hydrochloride IH 98%View Details
124832-27-5 -
2-[2-[3(S)-3[2-(7-chloro-2-quinolinyl) ethenyl] phenyl-3- hydroxyl propyl] phenyl]-2-propanol 98%View Details
142569-70-8