(±)-JQ1
- Product Name
- (±)-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
- Formula Weight
- 456.99
- MOL File
- 1268524-69-1.mol
(±)-JQ1 Property
- 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)
- form
- powder
- pka
- 2.05±0.60(Predicted)
- 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
- WGK Germany
- 3
N-Bromosuccinimide Price
- Product number
- SML0974
- Product name
- (+/-)-JQ1
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $204
- Updated
- 2024/03/01
- Product number
- SML0974
- Product name
- (+/-)-JQ1
- Purity
- ≥98% (HPLC)
- Packaging
- 25mg
- Price
- $324.8
- Updated
- 2024/03/01
- Product number
- T117575
- Product name
- 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
- Packaging
- 25mg
- Price
- $605
- Updated
- 2021/12/16
- Product number
- FJ74795
- Product name
- (+/-)-JQ 1
- Packaging
- 10mg
- Price
- $85
- Updated
- 2021/12/16
- Product number
- FJ74795
- Product name
- (+/-)-JQ 1
- Packaging
- 50mg
- Price
- $297.5
- Updated
- 2021/12/16
(±)-JQ1 Chemical Properties,Usage,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
Raw materials
Preparation Products
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