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SML1525

(-)-JQ1

≥95% (HPLC)

Synonym(s):

(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, 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)-

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5 mg
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$227.00
$192.95
25 mg
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$825.00

About This Item

Empirical Formula (Hill Notation):
C23H25ClN4O2S
CAS Number:
1268524-71-5
Molecular Weight:
456.99
NACRES:
NA.77
PubChem Substance ID:
329825942
UNSPSC Code:
51111800
MDL number:
MFCD22124456
Assay:
≥95% (HPLC)
Form:
powder
Quality level:
100

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Quality Level

100

assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(OC(C)(C)C)C[C@@H]1C2=NN=C(C)N2C(SC(C)=C3C)=C3C(C4=CC=C(Cl)C=C4)=N1

InChI

1S/C23H25ClN4O2S/c1-12-13(2)31-22-19(12)20(15-7-9-16(24)10-8-15)25-17(11-18(29)30-23(4,5)6)21-27-26-14(3)28(21)22/h7-10,17H,11H2,1-6H3/t17-/m1/s1

InChI key

DNVXATUJJDPFDM-QGZVFWFLSA-N

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 an inactive enantiomer of JQ1 that serves as a negative control.
(-)-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

Features and Benefits

(-) JQ-1 is a negative control for (+) JQ1, an epigenetic chemical probe available through a partnership with the Structural Genomics Consortium (SGC). To learn more and view other SGC epigenetic probes, visit sigma.com/SGC
This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

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Show Differences

1 of 1

This Item
SML1524SML2623SML0974
(-)-JQ1 ≥95% (HPLC)

Sigma-Aldrich

SML1525

(-)-JQ1

(+)-JQ1 ≥98% (HPLC)

Sigma-Aldrich

SML1524

(+)-JQ1

(+)-JQ-1 carboxylic acid ≥95% (HPLC)

Sigma-Aldrich

SML2623

(+)-JQ-1 carboxylic acid

(+/-)-JQ1 ≥98% (HPLC)

Sigma-Aldrich

SML0974

(+/-)-JQ1

assay

≥95% (HPLC)

assay

≥98% (HPLC)

assay

≥95% (HPLC)

assay

≥98% (HPLC)

form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: 2 mg/mL, clear (warmed)

color

white to beige

color

white to beige

color

white to beige

color

white to beige

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000517858
0000517858
0000466963
0000466963
0000382841

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Targeting chromatin readers.
James LI and Frye SV
Clinical Pharmacology and Therapeutics, 93(4), 312-314 (2013)
Jiwoon Lee et al.
Glia, 71(12), 2866-2883 (2023-08-16)
The zebrafish retina possesses tremendous regenerative potential. Müller glia underlie retinal regeneration through their ability to reprogram and generate multipotent neuronal progenitors that re-differentiate into lost neurons. Many factors required for Müller glia reprogramming and proliferation have been identified; however
Epigenetic chemical probes.
Muller S and Brown PJ
Clinical Pharmacology and Therapeutics, 92(6), 689-693 (2012)
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Global Trade Item Number

SKUGTIN
SML1525-25MG04061832825946
SML1525-5MG04061832825953

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