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SML1246

Sigma-Aldrich

JNK-IN-8

≥96% (HPLC)

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Synonym(s):
3-[[4-(Dimethylamino)-1-oxo-2-buten-1-yl]amino]-N-[3-methyl-4-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]-benzamide
Empirical Formula (Hill Notation):
C29H29N7O2
CAS Number:
1410880-22-6
Molecular Weight:
507.59
MDL number:
MFCD22124890
UNSPSC Code:
12352200
PubChem Substance ID:
329825741
NACRES:
NA.77

Quality Level

100

Assay

≥96% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(C1=CC(NC(C=CCN(C)C)=O)=CC=C1)NC(C=C2C)=CC=C2NC3=NC=CC(C4=CC=CN=C4)=N3

InChI

1S/C29H29N7O2/c1-20-17-24(11-12-25(20)34-29-31-15-13-26(35-29)22-8-5-14-30-19-22)33-28(38)21-7-4-9-23(18-21)32-27(37)10-6-16-36(2)3/h4-15,17-19H,16H2,1-3H3,(H,32,37)(H,33,38)(H,31,34,35)

InChI key

GJFCSAPFHAXMSF-UHFFFAOYSA-N

Application

JNK-IN-8 has been used as an inhibitor to address the importance of JNK signaling in withaferin A (WFA)-induced apoptosis of myelodysplastic syndromes (MDS)-L cells.

Biochem/physiol Actions

JNK-IN-8 and lapatinib synergistically reduce cell viability in human triple negative breast cancers (TNBC) cell lines by inducing apoptosis. JNK-IN-8 and lapatinib result in accumulation of cytotoxic oxidative stress.
JNK-IN-8 is a potent, selective and irreversible inhibitor of JNK1/2/3 that inhibits phosphorylation of c-Jun. JNK-IN-8 forms covalent bonds with a conserved cysteine residue.

Other Notes

JNK-IN-8 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the JNK-IN-8 probe summary on the Chemical Probes Portal website.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Oxidative stress-induced JNK/AP-1 signaling is a major pathway involved in selective apoptosis of myelodysplastic syndrome cells by Withaferin-A
Oben KZ, et al.
Oncotarget, 8(44), 77436?77452-77436?77452 (2017)
A c-Jun N-terminal kinase inhibitor, JNK-IN-8, sensitizes triple negative breast cancer cells to lapatinib.
Ebelt ND, et al.
Oncotarget, 8(62), 104894-104894 (2017)
Yi Huang et al.
Antioxidants (Basel, Switzerland), 11(7) (2022-07-28)
Puerarin was shown to exert anti-oxidative and anti-ferroptosis effects in multiple diseases. The goal of this study was to explore the neuroprotective effect of puerarin on early brain injury (EBI) after subarachnoid hemorrhage (SAH) in rats. A total of 177
Eugene Y Kim et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, fj201800425R-fj201800425R (2018-05-26)
Rheumatoid arthritis (RA) is characterized by hyperplastic pannus formation mediated by activated synovial fibroblasts (RASFs) that cause joint destruction. We have shown earlier that RASFs exhibit resistance to apoptosis, primarily as a result of enhanced expression of myeloid cell leukemia-1
Mei-Chou Lai et al.
Nutrients, 15(3) (2023-02-12)
Degenerative diseases of the brain include Parkinson's disease (PD), which is associated with moveable signs and is still incurable. Hispidin belongs to polyphenol and originates primarily from the medicinal fungi Inonotus and Phellinus, with distinct biological effects. In the study
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