(-)-JQ1


CAS No. : 1268524-71-5

(-)-JQ1,1268524-71-5
Product Details
For research use only. Not Intended for Therapeutic Use!
Cat No:I001076
Synonyms:(R)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
Molecular Formula:C₂₃H₂₅ClN₄O₂S
Molecular Weight:456.99
Target:Bromodomain
Price:Get quote
We would like to match the lowest price on market if possible.

Your information is safe with us.

refresh

Assay:≥98%
Appearance:A crystalline solid
Cat No:I001076
Cas No:1268524-71-5
Product-Name:(-)-JQ1
InChI:InChI=1S/C23H25ClN4O2S/c1-12-13(2)31-22-19(12)20(15-7-9-16(24)10-8-15)25-17(11-18(29)30-23(4,5)6)21-27-26-14(3)28(21)22/h7-10,17H,11H2,1-6H3/t17-/m1/s1
InChIKey:DNVXATUJJDPFDM-QGZVFWFLSA-N
SMILES:CC1=C(SC2=C1C(=NC(C3=NN=C(N32)C)CC(=O)OC(C)(C)C)C4=CC=C(C=C4)Cl)C

(R)-(-)-JQ1 Enantiomer, the stereoisomer (+)-JQ1, showed no significant interaction with any bromodomain; (+)-JQ1 is an inhibitor for the BET.
IC50 value:
Target: BET bromodomain
The (R)-(-)-JQ1 Enantiomer stereoisomer has no appreciable affinity to BET bromodomains, whereas enantiomerically pure (+)-JQ1 binds to BRD4 bromodomains 1 and 2 with Kd values of ~ 50 and 90 nM, respectively.


[1]. Filippakopoulos, Panagis et al. Selective inhibition of BET bromodomains From Nature (London, United Kingdom) (2010), 468(7327), 1067-1073. Abstract Epigenetic proteins are intently pursued targets in ligand discovery. So far, successful efforts have been limited to chromatin modifying enzymes, or so-called epigenetic /'writers/' and /'erasers/'. Potent inhibitors of histone binding modules have not yet been described. Here we report a cell-permeable small molecule (JQ1) that binds competitively to acetyl-lysine recognition motifs, or bromodomains. High potency and specificity towards a subset of human bromodomains is explained by co-crystal structures with bromodomain and extra-terminal (BET) family member BRD4, revealing excellent shape complementarity with the acetyl-lysine binding cavity. Recurrent translocation of BRD4 is observed in a genetically-defined, incurable subtype of human squamous carcinoma. Competitive binding by JQ1 displaces the BRD4 fusion oncoprotein from chromatin, prompting squamous differentiation and specific antiproliferative effects in BRD4-dependent cell lines and patient-derived xenograft models. ...

Related Products
  • CAS No. :919973-83-4
    Product Name:

    OF-1

    Cat No: I005482 View details
  • CAS No. :900305-37-5
    Product Name:

    PFI-4

    Cat No: I005387 View details
  • CAS No. :1883548-89-7
    Product Name:

    NI-57

    Cat No: I008025 View details
  • CAS No. :1403764-72-6
    Product Name:

    PFI-1 (PF-6405761)

    Cat No: A000272 View details