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Key Documents

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:
Molecular Weight:
284.31
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77

product name

APHA Compound 8, ≥98% (HPLC), solid

Quality Level

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Seiji Kuroda et al.
Molecular therapy. Methods & clinical development, 17, 612-621 (2020-04-18)
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

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

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