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

4-METHYL-N1-(3-PHENYLPROPYL)BENZENE-1,2-DIAMINE Basic information
Product Name:4-METHYL-N1-(3-PHENYLPROPYL)BENZENE-1,2-DIAMINE
Synonyms:4-METHYL-N1-(3-PHENYLPROPYL)BENZENE-1,2-DIAMINE;JSH-23;4-Methyl-N1-(3-phenylpropyl)-1,2-benzenediamine;4-Methyl-N1-(3-phenylpropyl)-1,2-benzenediamine JSH 23;JSH-23;JSH23;JSH 23;NF-ΚB ACTIVATION INHIBITOR II;NF-κB Activation Inhibitor II;JSH 23 4-Methyl-N1-(3-phenylpropyl)-1,2-benzenediamine;4-Methyl-N1-(3-phenylpropyl)-1,2-phenylenediamine
CAS:749886-87-1
MF:C16H20N2
MW:240.34
EINECS:
Product Categories:Chemical Amines;Amines;Aromatics;Inhibitors
Mol File:Mol File
4-METHYL-N1-(3-PHENYLPROPYL)BENZENE-1,2-DIAMINE Structure
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
pka5.99±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
MSDS Information
4-METHYL-N1-(3-PHENYLPROPYL)BENZENE-1,2-DIAMINE Usage And Synthesis
UsesA cell-permeable, selective blocker of nuclear translocation of NF-KB p65. NF-KB activation inhibitor II, JSH-23
UsesJSH-23 is a cell-permeable, selective blocker of nuclear translocation of NF-KB p65. NF-KB activation inhibitor II.
UsesJSH-23 has been used as a nuclear factor κB (NF-κB) p65 inhibitor.
DefinitionChEBI: 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 DescriptionA 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 Activityjsh-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 ActionsPrimary TargetBlocks nuclear translocation of NF-κB p65 and its transcription activity
targetNF-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.
4-METHYL-N1-(3-PHENYLPROPYL)BENZENE-1,2-DIAMINE Preparation Products And Raw materials
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