Alvocidib

Alvocidib (INN; also known as flavopiridol) is a flavonoid alkaloid CDK9 kinase inhibitor under clinical development by Tolero Pharmaceuticals for the treatment of acute myeloid leukemia. It has been studied also for the treatment of arthritis^[1] and atherosclerotic plaque formation.^[2] The target of alvocidib is the positive transcription elongation factor P-TEFb.^[3][4] Treatment of cells with alvocidib leads to inhibition of P-TEFb and the loss of mRNA production.^[5][6]

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Alvocidib

Names
IUPAC name 2′-Chloro-5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]flavone
Systematic IUPAC name 2-(2-Chlorophenyl)-5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]-4H-1-benzopyran-4-one
Other names Flavopiridol, HMR 1275, L-868275
Identifiers
CAS Number	146426-40-6 N
3D model (JSmol)	Interactive image
ChEBI	CHEBI:47344 N
ChEMBL	ChEMBL428690 N
ChemSpider	4450222 Y
DrugBank	DB03496 Y
IUPHAR/BPS	5680
KEGG	D09868
MeSH	Flavopiridol
PubChem CID	5287969
UNII	45AD6X575G Y
CompTox Dashboard (EPA)	DTXSID20904970
InChI InChI=1S/C21H20ClNO5/c1-23-7-6-12(17(27)10-23)19-14(24)8-15(25)20-16(26)9-18(28-21(19)20)11-4-2-3-5-13(11)22/h2-5,8-9,12,17,24-25,27H,6-7,10H2,1H3/t12-,17+/m0/s1 Y Key: BIIVYFLTOXDAOV-YVEFUNNKSA-N Y
SMILES Clc4ccccc4C=2Oc1c(c(O)cc(O)c1C(=O)C=2)[C@H]3CCN(C)C[C@H]3O
Properties
Chemical formula	C21H20ClNO5
Molar mass	401.8402
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

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The compound is a synthetic analog of natural product rohitukine which was initially extracted from Aphanamixis polystachya (formerly Amoora rohituka, hence the name) and later from Dysoxylum binectariferum.^[7][8]