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

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

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H318Causes serious eye damage

H400Very toxic to aquatic life

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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

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.