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SML1246

Sigma-Aldrich

JNK-IN-8

≥96% (HPLC)

Synonym(s):

3-[[4-(Dimethylamino)-1-oxo-2-buten-1-yl]amino]-N-[3-methyl-4-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]-benzamide

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About This Item

Empirical Formula (Hill Notation):
C29H29N7O2
CAS Number:
Molecular Weight:
507.59
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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.

Storage Class Code

11 - Combustible Solids

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)
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
Stefanie Dichtl et al.
Life science alliance, 5(4) (2022-01-15)
Anti-TNF therapies are a core anti-inflammatory approach for chronic diseases such as rheumatoid arthritis and Crohn's Disease. Previously, we and others found that TNF blocks the emergence and function of alternative-activated or M2 macrophages involved in wound healing and tissue-reparative

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