| Identification | Back Directory | [Name]
4-METHYL-N1-(3-PHENYLPROPYL)BENZENE-1,2-DIAMINE | [CAS]
749886-87-1 | [Synonyms]
JSH-23
CS-1344
JSH-23 HCL
JSH-23;JSH23;JSH 23
NF-κB Activation Inhibitor II
NFκB Activation Inhibitor II, JSH-23
4-Methyl-N1-(3-phenylpropyl)-1,2-benzenediamine
4-METHYL-N1-(3-PHENYLPROPYL)BENZENE-1,2-DIAMINE
4-methyl-1-N-(3-phenylpropyl)benzene-1,2-diamine
4-Methyl-N1-(3-phenylpropyl)-1,2-phenylenediamine
JSH-23;JSH23;JSH 23;NF-ΚB ACTIVATION INHIBITOR II
1,2-Benzenediamine, 4-methyl-N1-(3-phenylpropyl)-
4-Methyl-N1-(3-phenylpropyl)-1,2-phenylenediamine>
4-METHYL-N1-(3-PHENYLPROPYL)BENZENE-1,2-DIAMINE USP/EP/BP
NF-κB Activation Inhibitor II, JSH-23 - CAS 749886-87-1 - Calbiochem
4-Methyl-N1-(3-phenylpropyl)-1,2-benzenediamine JSH 23
JSH 23 4-Methyl-N1-(3-phenylpropyl)-1,2-benzenediamine | [Molecular Formula]
C16H20N2 | [MDL Number]
MFCD09753595 | [MOL File]
749886-87-1.mol | [Molecular Weight]
240.343 |
| Chemical Properties | Back Directory | [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 | [form ]
solid | [pka]
5.99±0.11(Predicted) | [color ]
off-white to gray-pink | [InChI]
1S/C16H20N2/c1-13-9-10-16(15(17)12-13)18-11-5-8-14-6-3-2-4-7-14/h2-4,6-7,9-10,12,18H,5,8,11,17H2,1H3 | [InChIKey]
YMFNPBSZFWXMAD-UHFFFAOYSA-N | [SMILES]
N(CCCc2ccccc2)c1c(cc(cc1)C)N |
| Hazard Information | Back Directory | [Uses]
A cell-permeable, selective blocker of nuclear translocation of NF-KB p65. NF-KB activation inhibitor II, JSH-23 | [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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