ChemicalBook--->CAS DataBase List--->537034-15-4

537034-15-4

537034-15-4 Structure

537034-15-4 Structure
IdentificationBack Directory
[Name]

N-(2-Aminophenyl)-N'-phenylheptanediamide
[CAS]

537034-15-4
[Synonyms]

NKL 22
HDACi-4b
MDK-4154
NKL22, >98%
NKL 22, >98%
HDAC inhibitor IV
Histone Deacetylase Inhibitor IV
N-(2-Aminophenyl)-N'-phenylheptanediamide
N1-(2-AMinophenyl)-N7-phenylheptanediaMide
Heptanediamide, N1-(2-aminophenyl)-N7-phenyl-
HISTONE DEACETYLASE INHIBITOR IV;NKL22;NKL-22;NKL 22
Histone Deacetylase Inhibitor IV - CAS 537034-15-4 - Calbiochem
[Molecular Formula]

C19H23N3O2
[MDL Number]

MFCD16293760
[MOL File]

537034-15-4.mol
[Molecular Weight]

325.4
Chemical PropertiesBack Directory
[Melting point ]

159-161°C
[Boiling point ]

627.9±40.0 °C(Predicted)
[density ]

1.212±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C Freezer
[solubility ]

DMSO, Methanol
[form ]

Beige solid
[pka]

14?+-.0.70(Predicted)
[color ]

Off-White to Pale Beige
[InChI]

1S/C19H23N3O2/c20-16-11-7-8-12-17(16)22-19(24)14-6-2-5-13-18(23)21-15-9-3-1-4-10-15/h1,3-4,7-12H,2,5-6,13-14,20H2,(H,21,23)(H,22,24)
[InChIKey]

ZAIULUYKQLVQFH-UHFFFAOYSA-N
Safety DataBack Directory
[WGK Germany ]

WGK 2
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[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
[IC 50]

HDAC1: 0.199 μM (IC50); HDAC2: 1.59 μM (IC50); HDAC3: 0.069 μM (IC50); HDAC8: 5 μM (IC50)
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

N-(2-Aminophenyl)-N'-phenylheptanediamide(537034-15-4)1HNMR
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