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SML0974

Sigma-Aldrich

(+/-)-JQ1

≥98% (HPLC)

Synonym(s):

N-(2′,5′-Dimethoxy[1,1′-biphenyl]-4-yl)-3-fluoro-4-pyridinecarboxamide, (+/-)-SGCBD01, [(R,S)-4-(4-Chlorophenyl)-2,3,9-trimethyl-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azulen-6-yl]-acetic acid tert-butyl ester

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100 μG
CN¥4,292.44

CN¥4,292.44

Estimated to ship onAugust 04, 2025Details

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100 μG
CN¥4,292.44

About This Item

Empirical Formula (Hill Notation):
C23H25ClN4O2S
CAS Number:
1268524-69-1
Molecular Weight:
456.99
MDL number:
MFCD23726614
UNSPSC Code:
51111800
PubChem Substance ID:
329825622
NACRES:
NA.77

CN¥4,292.44

Estimated to ship onAugust 04, 2025Details

New, lower price on this item!
Request a Bulk Order

Quality Level

100

Assay

≥98% (HPLC)

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

CC1=NN=C2N1C3=C(C(C)=C(C)S3)C(C4=CC=C(Cl)C=C4)=NC2CC(OC(C)(C)C)=O

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

InChI key

DNVXATUJJDPFDM-UHFFFAOYSA-N

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This Item
SAB5200775SAB5200766SAB5200764
Monoclonal Anti-Tarp Gamma2/4/8 (Stargazin) - Apc antibody produced in mouse clone S245-36, purified immunoglobulin

SAB5200772

Monoclonal Anti-Tarp Gamma2/4/8 (Stargazin) - Apc antibody produced in mouse

Monoclonal Anti-Tarp Gamma2/4/8 (Stargazin) - Hrp antibody produced in mouse clone S245-36, purified immunoglobulin

SAB5200775

Monoclonal Anti-Tarp Gamma2/4/8 (Stargazin) - Hrp antibody produced in mouse

Monoclonal Anti-Tarp Gamma2/4/8 (Stargazin) - Atto 594 antibody produced in mouse clone S245-36, purified immunoglobulin

SAB5200766

Monoclonal Anti-Tarp Gamma2/4/8 (Stargazin) - Atto 594 antibody produced in mouse

Monoclonal Anti-Tarp Gamma2/4/8 (Stargazin) - Atto 488 antibody produced in mouse clone S245-36, purified immunoglobulin

SAB5200764

Monoclonal Anti-Tarp Gamma2/4/8 (Stargazin) - Atto 488 antibody produced in mouse

antibody form

purified immunoglobulin

antibody form

purified immunoglobulin

antibody form

purified immunoglobulin

antibody form

purified immunoglobulin

biological source

mouse

biological source

mouse

biological source

mouse

biological source

mouse

species reactivity

mouse, rat

species reactivity

rat, mouse

species reactivity

mouse, rat

species reactivity

rat, mouse

Gene Information

rat ... Cacng2(84347)

Gene Information

rat ... Cacng2(84347)

Gene Information

rat ... Cacng2(84347)

Gene Information

rat ... Cacng2(84347)

clone

S245-36, monoclonal

clone

S245-36, monoclonal

clone

S245-36, monoclonal

clone

S245-36, monoclonal

Application

(±)-JQ1 has been used to study its effect on adipogenesis, by analyzing the its impact on the regulation of genes involved in this process especially peroxisome proliferator-activated receptor (PPAR-g), the CCAAT/enhancer-binding protein (C/EBPa) and, STAT5A and B.[1] JQ1 has been used in drug binding assays as a chemical inhibitor of BRD4 to study the CRBN’s substrate recruiting function in mouse and human.[2]

Biochem/physiol Actions

(+/-)-JQ1 is a Brd4 inhibitor.
(±)-JQ1 is a Brd4 inhibitor. JQ1 is known to suppress cell proliferation and therefore, can be used as a therapeutic drug for a number of cancers including multiple myeloma and acute myeloid leukemia.[3]
The human BET family, which includes BRD2, BRD3, BRD4 and BRDT, play a role in regulation of gene transcription. (+/-)-JQ1 ((+/-)SGCBD01) is a selective BET bromodomain (BRD) inhibitor that inhibits Brd4 (Bromodomain-containing 4). Brd4 forms complexes with chromatin via two tandem bromodomains (BD1 and BD2) that bind to acetylated lysine residues in histones and Brd4 association with acetylated chromatin is believed to regulate the recruitment of elongation factor b and additional transcription factors to specific promoter regions. The nuclear protein in testis (NUT) gene is known to form fusions with Brd4 that create a potent oncogene, leading to rare, but highly lethal tumors referred to as NUT midline carcinomas (NMC). JQ1 inhibits recruitment and binding of Brd4 to TNFα and E-selectin promoter elements, and accelerates recovery time in FRAP (fluorescence recovery after photobleaching) assays using GFP-Brd4. Thus JQ1/SGCBD01 is a useful tool to study the role of Brd4 in transcriptional initiation. For full characterization details, please visit the SGCBD01/JQ1 probe summary on the Structural Genomics Consortium (SGC) website.

To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc

Features and Benefits

(+/-) JQ-1 is an epigenetic chemical probe available through a partnership with the Structural Genomics Consortium (SGC). To learn more and view other SGC epigenetic probes, visit sigma.com/SGC.
This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Target description

Brd4 inhibitor

Other Notes

JQ1 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the JQ1 probe summary on the Chemical Probes Portal website.
Racemic mixture

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    0000134550
    0000091452
    0000051800
    0000051799
    0000013663

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    Ying Liang et al.
    Nature communications, 13(1), 7329-7329 (2022-11-29)
    Technologies for gene activation are valuable tools for the study of gene functions and have a wide range of potential applications in bioengineering and medicine. In contrast to existing methods based on recruiting transcriptional modulators via DNA-binding proteins, we developed
    Ligand-mediated protein degradation reveals functional conservation among sequence variants of the CUL4-type E3 ligase substrate receptor cereblon.
    Akuffo A A, et al.
    The Journal of Biological Chemistry (2018)
    Panagis Filippakopoulos et al.
    Nature, 468(7327), 1067-1073 (2010-09-28)
    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
    Yunlu Jia et al.
    Blood cancer journal, 11(2), 32-32 (2021-02-14)
    Multiple myeloma (MM) is an aggressive plasma cell neoplasm characterized by genomic heterogeneity. Superenhancers (SEs) are defined as large clusters of enhancers in close genomic proximity, which regulate genes for maintaining cellular identity and promote oncogenic transcription to which cancer
    Ziwei Huang et al.
    Clinical epigenetics, 13(1), 10-10 (2021-01-16)
    The aim of this paper was to investigate the protective effects of bromodomain containing 4 (BRD4) inhibition on the temporomandibular joint osteoarthritis (TMJ OA) induced by compressive mechanical stress and to explore the underlying mechanism. In vivo, a rat model
    View All Related Papers

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