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HomeProduct name listJNK-IN-8

JNK-IN-8

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

JNK-IN-8 Structural

What is JNK-IN-8?

The Uses of JNK-IN-8

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.

What are the applications of Application

JNK Inhibitor XVI is a selective and irreversible type 2 inhibitor of JNK

Definition

ChEBI: 3-[[4-(dimethylamino)-1-oxobut-2-enyl]amino]-N-[3-methyl-4-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]benzamide is a member of benzamides.

Biological Activity

jnk-in-8 is a specific jnk1/2/3 inhibitor with ic50 value of 4.67, 18.7, 0.98 nm respectively [1].c-jun n-terminal kinase (jnk) 1, 2 and 3 belong to the mitogen-activated protein kinase (mapk) family, which are able to phosphorylate c-jun on the ser63 and ser73 residue.they are responsive for stress stimuli, including cytokines and heat shock, and get involved in t cell differentiation and cell apoptosis process. jnk 1 and 2 are ubiquitous in all cell types but jnk 3 is only found in cells of brain, heart and testes tissues.jnk-in-8 is a jnk1/2/3 inhibitor with high specificity. when jnk-in-8 was profiled with a panel of 400 kinases, it exhibited specific binding to jnk 1/2/3 but not to other kinases. crystallization study also found that jnk-in-8 forms covalent bonds with conserved cysteine residue of jnk 1/2/3, resulting in a conformational change of the activation loop that blocks the substrate binding, thereby inhibiting the activity of jnk 1/2/3 [1].in hela cells and a375 cells, pretreatment of cells with jnk-in-8 resulted in the inhibition of c-jun which is a direct phosphorylation substrate of jnk 1/2/3, confirming the inhibitory action of jnk-in-8 on jnk 1/2/3. in hek293-ilr1 cells following stimulation by anisomycin, the jnk-in-8 was observed to inhibit c-jun but not msk1 and p38, and the inhibition was not reversible by removing jnk-in-8 from culture medium. additionally, jnk-in-8 only exhibited on-pathway inhibition of jnk signaling pathway, which can be monitored by the phosphorylation of c-jun [1].

Biochem/physiol Actions

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.

References

[1]. zhang t et al., discovery of potent and selective covalent inhibitors of jnk. chemical biology. 2012, 19(1):140-154.

Properties of JNK-IN-8

Density  1.283±0.06 g/cm3(Predicted)
storage temp.  2-8°C
solubility  ≥25.4 mg/mL in DMSO; insoluble in H2O; ≥9.24 mg/mL in EtOH with gentle warming and ultrasonic
pka 13.34±0.70(Predicted)
form  powder
color  white to beige

Safety information for JNK-IN-8

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for JNK-IN-8

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