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SML2623

Sigma-Aldrich

(+)-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:
Molecular Weight:
400.88
MDL number:
UNSPSC Code:
12352106
NACRES:
NA.77

Pricing and availability is not currently available.

Assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

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

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Show Differences

1 of 4

This Item
SML1525SML1524SML2442
(-)-JQ1 ≥95% (HPLC)

SML1525

(-)-JQ1

(+)-JQ1 ≥98% (HPLC)

SML1524

(+)-JQ1

MS417 ≥98% (HPLC)

SML2442

MS417

assay

≥95% (HPLC)

assay

≥95% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 2 mg/mL, clear

color

white to beige

color

white to beige

color

white to beige

color

white to very dark brown

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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    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
    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
    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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