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Merck
CN

SML2623

(+)-JQ-1 carboxylic acid

≥95% (HPLC)

Synonym(s):

(6S)-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, (S)-[4-(4-Chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine-6-yl]acetic acid, 2-[(6S,Z)-4-(4-Chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]acetic acid

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About This Item

Empirical Formula (Hill Notation):
C19H17ClN4O2S
CAS Number:
202592-23-2
Molecular Weight:
400.88
UNSPSC Code:
12352106
NACRES:
NA.77
MDL number:
MFCD28167916

Key Documents

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Product Name

(+)-JQ-1 carboxylic acid, ≥95% (HPLC)

form

powder

SMILES string

[s]1c2c(c(c1C)C)C(=N[C@H](c4[n]2c(nn4)C)CC(=O)O)c3ccc(cc3)Cl

InChI

1S/C19H17ClN4O2S/c1-9-10(2)27-19-16(9)17(12-4-6-13(20)7-5-12)21-14(8-15(25)26)18-23-22-11(3)24(18)19/h4-7,14H,8H2,1-3H3,(H,25,26)/t14-/m0/s1

InChI key

LJOSBOOJFIRCSO-AWEZNQCLSA-N

assay

≥95% (HPLC)

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

Related Categories

Biochem/physiol Actions

(+)-JQ-1 carboxylic acid is a potent BET (bromodomain and extra terminal domain) inhibitor. (+)-JQ-1 carboxylic acid could serve as precursor to synthesize PROTACs and other conjugates.
potent BET inhibitor; precursor to synthesize PROTACs

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000132387
0000086579
0000086580
0000077086

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John Hines et al.
Cancer research, 79(1), 251-262 (2018-11-06)
Although the number of proteins effectively targeted for posttranslational degradation by PROTAC has grown steadily, the number of E3 ligases successfully exploited to accomplish this has been limited to the few for which small-molecule ligands have been discovered. Although the
Morgan S Gadd et al.
Nature chemical biology, 13(5), 514-521 (2017-03-14)
Inducing macromolecular interactions with small molecules to activate cellular signaling is a challenging goal. PROTACs (proteolysis-targeting chimeras) are bifunctional molecules that recruit a target protein in proximity to an E3 ubiquitin ligase to trigger protein degradation. Structural elucidation of the
Georg E Winter et al.
Science (New York, N.Y.), 348(6241), 1376-1381 (2015-05-23)
The development of effective pharmacological inhibitors of multidomain scaffold proteins, notably transcription factors, is a particularly challenging problem. In part, this is because many small-molecule antagonists disrupt the activity of only one domain in the target protein. We devised a

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