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A2478

Sigma-Aldrich

APHA Compound 8

solid, ≥98% (HPLC)

Synonym(s):

3-(1-Methyl-4-phenylacetyl-1H-2-pyrrolyl)-N-hydroxy-2-propenamide

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About This Item

Empirical Formula (Hill Notation):
C16H16N2O3
CAS Number:
676599-90-9
Molecular Weight:
284.31
UNSPSC Code:
12352202
PubChem Substance ID:
329770785
NACRES:
NA.77

product name

APHA Compound 8, ≥98% (HPLC), solid

assay

≥98% (HPLC)

form

solid

solubility

DMSO: >10 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

Cn1cc(cc1\C=C\C(=O)NO)C(=O)Cc2ccccc2

InChI

1S/C16H16N2O3/c1-18-11-13(10-14(18)7-8-16(20)17-21)15(19)9-12-5-3-2-4-6-12/h2-8,10-11,21H,9H2,1H3,(H,17,20)/b8-7+

InChI key

UFQOXIMRSMFQRI-BQYQJAHWSA-N

Biochem/physiol Actions

One of a class of aroyl pyrrole hydroxy amide (APHA) compounds showing histone deacetylase (HDAC) inhibition, Compound 8 is the most potent and HDAC class I-selective.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

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Non-toxic herpes simplex virus (HSV) vectors can be generated by functional deletion of all immediate-early (IE) genes, providing a benign vehicle with potential for gene therapy. However, deletion of multiple IE genes raises manufacturing concerns and thus limits clinical application

Articles

Histone Modification and Chromatin Remodeling | Epigenetics

Epigenetic modifications are thought to occur through two key interconnected processes—DNA methylation and the covalent modification of histones.

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