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| | (±)-JQ1 Basic information |
| Product Name: | (±)-JQ1 | | Synonyms: | [(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 | | CAS: | 1268524-69-1 | | MF: | C23H25ClN4O2S | | MW: | 456.99 | | EINECS: | | | Product Categories: | | | Mol File: | 1268524-69-1.mol |  |
| | (±)-JQ1 Chemical 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. |
| | (±)-JQ1 Usage And Synthesis |
| 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 |
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