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Merck

500586

JQ1 Enantiomers Set

Synonym(s):

JQ1 Enantiomers Set, (S)-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, SGCBD01, BRD2 Inhibitor III, BRD3 Inhibitor II, BRD4 Inhibitor III, BRD6 Inhibitor I, BRDT Inhibitor I, BRD2 Inhibitor III, BRD3 Inhibitor II, BRD4 Inhibitor III, BRD6 Inhibitor I, BRDT Inhibitor I, (S)-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, SGCBD01

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About This Item

Empirical Formula (Hill Notation):
C23H25ClN4O2S
Molecular Weight:
456.99
UNSPSC Code:
12352200

Key Documents

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assay

≥96% (for both enantiomers, HPLC)

form

solid

potency

50 nM Ki

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

yellow-white

solubility

DMSO: 50 mg/mL (Each compound is soluble)

shipped in

ambient

storage temp.

−20°C

Quality Level

100

Disclaimer

Toxicity: Standard Handling (A)

Biochem/physiol Actions

Cell permeable: yes
Primary Target
BRD4
Reversible: yes

General description

A cell-permeable I-BET (Cat. No. 401010) class of thienodiazepine derivative whose (S)-(+), but not (R)-(-), enantiomer is shown to target both bromodomains (BD1 & BD2) of BET (bromodomain and extra terminal) family members BRD2 (KD = 128.4 nM for human BD1; ΔTmobs = 6.47 and 7.97 °C, respectively, for human BD1 and BD2), BRD3 (KD = 59.5 and 82.0 nM, respectively, for human BD1 and BD2), BRD4 (KD = 49.0 and 90.1 nM, respectively, for human BD1 and BD2), and BRD6/BRDT (KD = 190.1, 44.1, 77.5, and 59.2 nM, respectively, for human BD1, human BD2, murine BD1, and murine BD2) in a Kac- (ε-N-acetylated lysine) competitive manner, exhibiting little affinity toward 23 other BD-containing proteins, including the single BD-containing BRD1 and BRD9, and little or no activity against a panel of more than 50 receptors, ion channels, and transporters. Effectively inhibits the oncogenic BRD4-NUT (Nuclear protein in testis) fusion protein-dependent NMC (NUT midline carcinoma) and c-Myc oncoprotein-dependent MM (multiple myeloma) proliferation both in cultures (IC50<1 M) in vitro and in mice (50 mg/kg/day i.p.) in vivo. Also reported to cross the blood-testis boundary in male mice and effectively reduce testis mass, sperm count and motility (50 mg/kg; b.i.d. i.p.) in a reversible manner by targeting BRDT-mediated spermatogenesis without interfering hormone levels.

Other Notes

Matzuk, M. M., et al. 2012. Cell.150, 673.
Delmore, J. E., et al. 2011 Cell.146, 904.

Filippakopoulos, P., et al. 2010. Nature.468, 1067.

Packaging

Packaged under inert gas

Physical form

Set contains 5 mg each of (S)-(+)-JQ1 enantiomer (540696-5MG) and (R)-(-) JQ1 enantiomer (500585-5MG)

Preparation Note

Following reconstitution, aliquot and freeze 9-20°C). Stock solutions are stable for up to 3 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

Certificates of Analysis (COA)

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