Birabresib

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WARNING: This product is for research use only, not for human or veterinary use.

Description:Birabresib, also known as OTX015 and MK-8628,a potent BET bromodomian inhibitor, which targets the BET bromodomain proteins 2, 3, and 4 (BRD2/3/4). BRDs 2, 3, and 4 are considered potential cancer targets because of their pivotal role in regulating the transcription of growth-promoting genes and cell cycle regulators. OTX015 is the first BRD2/3/4 inhibitor to enter clinical trials. OTX015 showed antiproliferative activity in a large panel of cell lines derived from mature B-cell lymphoid tumors with median IC50 of 240 nmol/L, without significant differences among the different histotypes.

Price and Availability

Birabresib, purity > 98%, is in stock.

Chemical Structure

Theoretical Analysis

MedKoo Cat#: 206116Name: BirabresibCAS#: 202590-98-5Chemical Formula: C25H22ClN5O2SExact Mass: 491.11827Molecular Weight: 491.99248Elemental Analysis: C, 61.03; H, 4.51; Cl, 7.21; N, 14.23; O, 6.50; S, 6.52

Related CAS #:204587-26-8 (dihydrate)202590-98-5

Synonym:OTX015; OTX-015; OTX 015; MK-8628; MK 8628; MK8628; Birabresib.

IUPAC/Chemical Name:(S)-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)-N-(4-hydroxyphenyl)acetamide.

InChi Key:GNMUEVRJHCWKTO-FQEVSTJZSA-N

InChi Code:InChI=1S/C25H22ClN5O2S/c1-13-14(2)34-25-22(13)23(16-4-6-17(26)7-5-16)28-20(24-30-29-15(3)31(24)25)12-21(33)27-18-8-10-19(32)11-9-18/h4-11,20,32H,12H2,1-3H3,(H,27,33)/t20-/m0/s1

SMILES Code:O=C(NC1=CC=C(O)C=C1)C[C@H]2C3=NN=C(C)N3C4=C(C(C)=C(C)S4)C(C5=CC=C(Cl)C=C5)=N2

Technical Data

Additional Information

References

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8: Balaji N, Chinnapattu M, Dixit A, Sahu P, P S S, Mullangi R. Validation of anenantioselective LC-MS/MS method to quantify enantiomers of (±)-OTX015 in mice plasma: Lack of in vivo inversion of (-)-OTX015 to its antipode. Biomed Chromatogr. 2016 Sep 16. doi: 10.1002/bmc.3853. [Epub ahead of print] PubMed PMID: 27632936.

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