4-METHYL-N1-(3-PHENYLPROPYL)BENZENE-1,2-DIAMINE Chemical Properties

Melting point:

104.4-105.0℃

Boiling point:

418.7±40.0 °C(Predicted)

Density 

1.086±0.06 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

DMSO: >10mg/mL

pka

5.99±0.11(Predicted)

form 

solid

color 

off-white to gray-pink

Safety Information

Hazard Codes 

Xn,N

Risk Statements 

22-41-50/53

Safety Statements 

26-39-60-61

RIDADR 

UN 3077 9 / PGIII

WGK Germany 

3

HS Code 

2921.59.8090

4-METHYL-N1-(3-PHENYLPROPYL)BENZENE-1,2-DIAMINE Usage And Synthesis

Uses

A cell-permeable, selective blocker of nuclear translocation of NF-KB p65. NF-KB activation inhibitor II, JSH-23

Uses

JSH-23 is a cell-permeable, selective blocker of nuclear translocation of NF-KB p65. NF-KB activation inhibitor II.

Uses

JSH-23 has been used as a nuclear factor κB (NF-κB) p65 inhibitor.

Definition

ChEBI: JSH-23 is a diamine that is 1,2-phenylenediamine carrying a methyl substituent at position 4 and a 3-phenylpropyl substituent at position N1. It has a role as a NF-kappaB inhibitor. It is a diamine and a substituted aniline. It is functionally related to a 1,2-phenylenediamine.

General Description

A cell-permeable diamino compound that selectively blocks nuclear translocation of NF-κB p65 and its transcription activity (IC₅₀ = 7.1 μM in a NF-κB reporter assay using RAW 264.7) without affecting IκB degradation. Shown to suppress DNA-binding of NF-κB and downregulate LPS-induced gene expression and apoptotic chromatin condensation.

Biological Activity

jsh-23 is an inhibitor of nf-κb transcriptional activity with ic50 value of 7.1μm [1].jsh-23 is developed to inhibit nf-κb transcriptional activity in lps-stimulated macrophages raw 264.7. it shows a dose-dependent inhibition. this effect is not due to its cytotoxicity. in the same condition, jsh-23 is found to significantly decrease the lps-induced dna binding activity of nf-κb while decrease nuclear amount of nf-κb p65. jsh-23 plays these roles without affecting iκb degradation. in addition, jsh-23 also shows inhibition effects on the expression of the pro-inflammatory transcripts and enzymes, including il-6, il-1β, cox-2 and tnf-α. furthermore, jsh-23 inhibits lps-induced apoptotic chromatin condensation [1].

Biochem/physiol Actions

Primary TargetBlocks nuclear translocation of NF-κB p65 and its transcription activity

target

NF-κB

References

[1] shin hm, kim mh, kim bh, jung sh, kim ys, park hj, hong jt, min kr, kim y. inhibitory action of novel aromatic diamine compound on lipopolysaccharide-induced nuclear translocation of nf-kappab without affecting ikappab degradation. febs lett. 2004 jul 30;571(1-3):50-4.

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