ChemicalBook >> CAS DataBase List >>(R)-(-)-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)-(-)-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

CAS No.
1268524-71-5
Chemical Name:
(R)-(-)-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
Synonyms
(-)-JQ-1;(R)-(-)-JQ1;JQ-1;JQ1;-JQ1;JQ 1;(R)-(-)-JQ1 Enantiomer;(-)-JQ-1;(R)-(-)-JQ1 ENANTIOMER;(R)-(-)-tert-Butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-...;(R)-tert-Butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno-[3,2-f][1,2,4]triazolo[4,3-a][1;(R)-(-)-tert-Butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4];(R)-6-(Boc-methyl)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine;inhibit,Inhibitor,(R)-(-)-JQ-1 Enantiomer,(R) ( ) JQ1 Enantiomer,(R)()JQ1 Enantiomer,Epigenetic Reader Domain
CBNumber:
CB62604226
Molecular Formula:
C23H25ClN4O2S
Molecular Weight:
456.99
MDL Number:
MFCD22124456
MOL File:
1268524-71-5.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

(R)-(-)-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 Properties

Boiling point 610.4±65.0 °C(Predicted)
Density 1.33
storage temp. 2-8°C
solubility DMSO: soluble20mg/mL, clear
pka 2.05±0.60(Predicted)
form powder
color white to beige
InChIKey DNVXATUJJDPFDM-QGZVFWFLSA-N

(R)-(-)-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 price More Price(27)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML1525 (-)-JQ1 ≥95% (HPLC) 1268524-71-5 5mg $206 2024-03-01 Buy
Sigma-Aldrich SML1525 (-)-JQ1 ≥95% (HPLC) 1268524-71-5 25mg $748 2024-03-01 Buy
Cayman Chemical 11232 (-)-JQ1 ≥98% 1268524-71-5 1mg $28 2024-03-01 Buy
Cayman Chemical 11232 (-)-JQ1 ≥98% 1268524-71-5 5mg $98 2024-03-01 Buy
Cayman Chemical 11232 (−)-JQ1 ≥98% 1268524-71-5 25 mg $245 2024-03-01 Buy
Product number Packaging Price Buy
SML1525 5mg $206 Buy
SML1525 25mg $748 Buy
11232 1mg $28 Buy
11232 5mg $98 Buy
11232 25 mg $245 Buy

(R)-(-)-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 Chemical Properties,Uses,Production

Description

The bromodomain and extra terminal domain (BET) family of proteins, including BRD2, BRD3, and BRD4, play a key role in many cellular processes, including inflammatory gene expression, mitosis, and viral/host interaction by controlling the assembly of histone acetylation-dependent chromatin complexes. (±)-JQ1 displaces BET proteins from chromatin by competitively binding to the acetyl-lysine recognition pocket of BET bromodomains. The (−)-JQ1 stereoisomer has no appreciable affinity to BET bromodomains, whereas enantiomerically pure (+)-JQ1 binds to BRD4 bromodomains 1 and 2 with Kd values of ~50 and 90 nM, respectively.

Uses

(R)-(-)-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 enantiomer 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.

Definition

ChEBI: LSM-6333 is an organonitrogen heterocyclic compound, an organosulfur heterocyclic compound and a tert-butyl ester.

General Description

JQ1 is a member of the triazolo-diazepine compound family which functions as a pan-BET (bromodomain and extra-terminal motif) family inhibitor. Its core structure is composed of thienodiazepine.

Biochem/physiol Actions

(-)-JQ1 is the negative control probe for (+)-JQ1, the active enantiomer of (+/-)-JQ1, which is a potent and selective BET bromodomain inhibitor. (-)-JQ1 shows no significant interaction with BRD1-4 or other bromodomains.For characterization details of the active probe, (+)-JQ1, please visit the JQ1 probe summary on the Structural Genomics Consortium (SGC) website.(+)-JQ1, the active enantiomer, is available from Sigma. To learn more about and purchase (+)-JQ1, click here.To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc

storage

Store at -20°C

50508-66-2
1268524-71-5
1268524-70-4
Synthesis of (R)-(-)-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 from 2-AMino-3-(p-chlorobenzoyl)-4,5-diMethylthiophene

(R)-(-)-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 Suppliers

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Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(R)-(-)-JQ1 Enantiomer pictures 2020-01-02 (R)-(-)-JQ1 Enantiomer
1268524-71-5
US $1.00 / KG 1KG Min98% HPLC g/kg/ton Career Henan Chemical Co
(R)-(-)-JQ1 Enantiomer (R)-(-)-JQ1 (R)-tert-Butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno-[3,2-f][1,2,4]triazolo[4,3-a][1 (R)-(-)-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 (-)-JQ-1 (R)-(-)-tert-Butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4] JQ-1;JQ1;-JQ1;JQ 1 (6R)-4-(4-Chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine-6-acetic acid 1,1-dimethylethyl ester (-)-JQ-1;(R)-(-)-JQ1 ENANTIOMER 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, (6R)- (R)-(-)-tert-Butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-... (R)-6-(Boc-methyl)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine inhibit,Inhibitor,(R)-(-)-JQ-1 Enantiomer,(R) ( ) JQ1 Enantiomer,(R)()JQ1 Enantiomer,Epigenetic Reader Domain tert-Butyl (R)-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 1268524-71-5 268524-71-5 Inhibitor