537034-15-4

Basic information

• Product Name: N-(2-Aminophenyl)-N'-phenylheptanediamide
• Synonyms: N-(2-Aminophenyl)-N'-phenylheptanediamide;N1-(2-AMinophenyl)-N7-phenylheptanediaMide;HDAC inhibitor IV;Histone Deacetylase Inhibitor IV
• CAS NO: 537034-15-4
• Molecular Formula: C19H23N3O2
• Molecular Weight: 325.40482
• Product Categories: Amines;Aromatics;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 537034-15-4.mol
• Article Data: 2

Chemical Properties

• Melting Point: 159-161°C
• Boiling Point: 627.9±40.0 °C(Predicted)
• Appearance: /
• Density: 1.212±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: DMSO, Methanol
• PKA: 14?+-.0.70(Predicted)
• CAS DataBase Reference: N-(2-Aminophenyl)-N'-phenylheptanediamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-Aminophenyl)-N'-phenylheptanediamide(537034-15-4)
• EPA Substance Registry System: N-(2-Aminophenyl)-N'-phenylheptanediamide(537034-15-4)

Safety Data

• Hazardous Substances Data: 537034-15-4(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

Histone deacetylase inhibitor IV. A cell-permeable pimeloylanilide compound that acts as a FXN-(frataxin gene) specific HDAC inhibitor. Reverses the silencing of FXN transcription in FRDA (Friedrich’s ataxia) cells due to hypoacetylation of histones H3 and H4.

General Description

A cell-permeable pimeloylanilide compound that acts as a FXN- (frataxin gene) specific HDAC (histone deacetylase) inhibitor. Reverses the silencing of FXN transcription in FRDA (Friedreich′s ataxia) cells (~3-fold increase of FXN mRNA at 5 μM in primary FRDA lymphocytes and ~3-fold frataxin expression in FRDA cell line at 2.5 μM) due to hypoacetylation of histones H3 and H4 by increasing acetylation at H3K14, H4K5 and H4K12, without significant changes in acetylation at H3K9, H4K8 and H4K16. In comparison, Trichostatin-A (Cat. No. 647925 and 647926) and SAHA, two other commonly used HDAC inhibitors, exhibit no effect on FXN transcription.

Biochem/physiol Actions

Cell permeable: yes

Upstream product

• 62-53-3 aniline 
• 160777-08-2 7-oxo-7-(phenylamino)heptanoic acid 
• 95-54-5 1,2-diamino-benzene 

Relevant articles and documents

HISTONE DEACETYLASE INHIBITORS AS THERAPEUTICS FOR NEUROLOGICAL DISEASES

The invention provides HDAC inhibitors that may be used as therapeutics for the treatment of a neurodegenerative or neuromuscular condition. The invention provides compounds of formula I. The invention also provides pharmaceutical compositions and articles of manufacture that include these compounds, as well as methods of treating and methods of preventing or delaying the onset of a neurodegenerative or neuromuscular condition.