ChemicalBook--->CAS DataBase List--->749886-87-1

749886-87-1

749886-87-1 Structure

749886-87-1 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Exclamation Mark (GHS07)Environment (GHS09)
GHS05,GHS07,GHS09
[Signal word ]

Danger
[Hazard statements ]

H302-H318-H400
[Precautionary statements ]

P273-P280-P305+P351+P338
[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
[Storage Class]

11 - Combustible Solids
Hazard InformationBack 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.
Spectrum DetailBack Directory
[Spectrum Detail]

4-METHYL-N1-(3-PHENYLPROPYL)BENZENE-1,2-DIAMINE(749886-87-1)1HNMR
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