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(±)-JQ1

CAS No.
1268524-69-1
Chemical Name:
(±)-JQ1
Synonyms
rac JQ-1;(+/-)-JQ1;(+/-)-SGCBD01;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;[(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;6H-Thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine-6-acetic acid, 4-(4-chlorophenyl)-2,3,9-trimethyl-, 1,1-dimethylethyl ester;tert-butyl 2-[7-(4-chlorophenyl)-4,5,13-trimethyl-3-thia-1,8,11 ,12-tetraazatricyclo[8.3.0.0,2,6]trideca-2(6),4,7,10,1 2-pentaen-9-yl]acetate
CBNumber:
CB62589817
Molecular Formula:
C23H25ClN4O2S
Molecular Weight:
456.99
MDL Number:
MFCD23726614
MOL File:
1268524-69-1.mol
MSDS File:
SDS
Last updated:2023-05-04 17:34:32

(±)-JQ1 Properties

Boiling point 610.4±65.0 °C(Predicted)
Density 1.33±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO: soluble2mg/mL, clear (warmed)
pka 2.05±0.60(Predicted)
form powder
color white to beige
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.

SAFETY

Risk and Safety Statements

WGK Germany  3

(±)-JQ1 price More Price(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0974 (+/-)-JQ1 ≥98% (HPLC) 1268524-69-1 5mg $204 2024-03-01 Buy
Sigma-Aldrich SML0974 (+/-)-JQ1 ≥98% (HPLC) 1268524-69-1 25mg $324.8 2024-03-01 Buy
TRC T117575 rac-tert-Butyl2-(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 1268524-69-1 25mg $605 2021-12-16 Buy
Biosynth Carbosynth FJ74795 (+/-)-JQ 1 1268524-69-1 10mg $85 2021-12-16 Buy
AK Scientific 3598DH Tert-butyl2-[7-(4-chlorophenyl)-4,5,13-trimethyl-3-thia-1,8,11,12-tetrazatricyclo[8.3.0.02,6]trideca-2(6),4,7,10,12-pentaen-9-yl]acetate 1268524-69-1 50mg $451 2021-12-16 Buy
Product number Packaging Price Buy
SML0974 5mg $204 Buy
SML0974 25mg $324.8 Buy
T117575 25mg $605 Buy
FJ74795 10mg $85 Buy
3598DH 50mg $451 Buy

(±)-JQ1 Chemical Properties,Uses,Production

Description

(±) JQ1 (1268524-69-1) is a potent BET bromodomain inhibitor. IC50 = 17.7, 32.6, 76.9 and 12942 nM respectively for BRD2 (N-terminal (N)), BRD4 (C-terminal (C)), BRD4 (N) and CREBBP respectively. 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 establishing proof-of-concept for targeting protein-protein interactions of epigenetic readers.1 Chiral version is available for purchase (Cat#10-1584).

Uses

rac-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 is the isomer of (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 (T117580), which is BET bromodomain inhibitor, also activates HIV latency through antagonizing Brd4 inhibition of Tat-transactivation.

Uses

(±)-JQ1 has been used to study its effect on adipogenesis, by analysing 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. 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.

Definition

ChEBI: LSM-6732 is an organonitrogen heterocyclic compound, an organosulfur heterocyclic compound and a tert-butyl ester.

Biochem/physiol Actions

(±)-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.

References

1) Filippakopoulos et al. (2010), Selective inhibition of BET bromodomains; Nature, 468 1067

(±)-JQ1 Preparation Products And Raw materials

(±)-JQ1 Suppliers

Global( 26)Suppliers
Supplier Tel Email Country ProdList Advantage
Accela ChemBio Inc.
+1-858-6993322 info@accelachem.com United States 17322 58
Henan Alfa Chemical Co., Ltd
+86-18339805032; +8618339805032 alfa4@alfachem.cn China 13226 58
Hangzhou MolCore BioPharmatech Co.,Ltd.
+86-057181025280; +8617767106207 sales@molcore.com China 49734 58
Nantong HI-FUTURE Biology Co., Ltd.
+undefined18051384581 sales@chemhifuture.com China 3135 58
Aladdin Scientific
+1-+1(833)-552-7181 sales@aladdinsci.com United States 52925 58
Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131957 58
Taizhou Tongxin Bio-Tech Co., Ltd 0523-18601685-898 18652728585 sales@allyrise.com China 2769 60
Shanghai YuanQi Biotechnology Co., Ltd. +86-2332782371 +86-18120098618 sales@adobechem.com China 1250 50
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51456 80
Taizhou Ruixin Chemical Co., Ltd. 0576-89085261 15867635987 jasonhu09@163.com China 442 50
[(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 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 rac JQ-1 6H-Thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine-6-acetic acid, 4-(4-chlorophenyl)-2,3,9-trimethyl-, 1,1-dimethylethyl ester (+/-)-JQ1 tert-butyl 2-[7-(4-chlorophenyl)-4,5,13-trimethyl-3-thia-1,8,11 ,12-tetraazatricyclo[8.3.0.0,2,6]trideca-2(6),4,7,10,1 2-pentaen-9-yl]acetate 1268524-69-1