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Merck

SML0974

Sigma-Aldrich

(+/-)-JQ1

≥98% (HPLC)

Sinónimos:

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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5 MG
MXP 4,592.00
25 MG
MXP 16,945.00

MXP 4,592.00


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5 MG
MXP 4,592.00
25 MG
MXP 16,945.00

About This Item

Fórmula empírica (notación de Hill):
C23H25ClN4O2S
CAS Number:
Peso molecular:
456.99
Número MDL:
Código UNSPSC:
51111800
ID de la sustancia en PubChem:
NACRES:
NA.77

MXP 4,592.00


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Nivel de calidad

Ensayo

≥98% (HPLC)

Formulario

powder

control farmacológico

regulated under CDSA - not available from Sigma-Aldrich Canada

color

white to beige

solubilidad

DMSO: 2 mg/mL, clear (warmed)

temp. de almacenamiento

2-8°C

cadena SMILES

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

Clave InChI

DNVXATUJJDPFDM-UHFFFAOYSA-N

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Este artículo
SML0262SML1524SML1525
(+/-)-JQ1 ≥98% (HPLC)

SML0974

(+/-)-JQ1

GSK575594A ≥98% (HPLC)

SML0262

GSK575594A

(+)-JQ1 ≥98% (HPLC)

SML1524

(+)-JQ1

(-)-JQ1 ≥95% (HPLC)

SML1525

(-)-JQ1

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥95% (HPLC)

form

powder

form

powder

form

powder

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

drug control

-

drug control

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: 2 mg/mL, clear (warmed)

solubility

DMSO: ≥5 mg/mL

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear

Aplicación

(±)-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]

Acciones bioquímicas o fisiológicas

(+/-)-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

Características y beneficios

(+/-) 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.

Descripción de destino

Brd4 inhibitor

Otras notas

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

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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