(2E)-N-hydroxy-3-[1-methyl-4-(phenylacetyl)-1H-pyrrol-2-yl]prop-2-enamide

Base Information

• Chemical Name: (2E)-N-hydroxy-3-[1-methyl-4-(phenylacetyl)-1H-pyrrol-2-yl]prop-2-enamide
• CAS No.: 676599-90-9
• Molecular Formula: C16H16N2O3
• Molecular Weight: 284.31
• European Community (EC) Number: 636-161-4
• Nikkaji Number: J2.132.955J
• Wikidata: Q27096574,Q27166526
• Metabolomics Workbench ID: 150531
• ChEMBL ID: CHEMBL12760
• Mol file: 676599-90-9.mol

Synonyms:(2E)-N-hydroxy-3-[1-methyl-4-(phenylacetyl)-1H-pyrrol-2-yl]prop-2-enamide;CHEMBL12760;MC-1353;3-(1-Methyl-4-phenylacetyl-1H-2-pyrrolyl)-N-hydroxy-2-propenamide;676599-90-9;SCHEMBL8131488;CHEBI:94735;3f07;BDBM50135752;(E)-N-hydroxy-3-[1-methyl-4-(2-phenylacetyl)pyrrol-2-yl]prop-2-enamide;AKOS040748879;DB07350;APHA Compound 8, >=98% (HPLC), solid;EC-000.2464;BRD-K74733595-001-02-9;Q27096574;Q27166526;3-(1-Methyl-4-(phenylacetyl)-1H-pyrrole-2-yl)-N-hydroxyacrylamide;N-Hydroxy-3-(1-methyl-4-phenylacetyl-1H-pyrrol-2-yl)-acrylamide;(E)-N-hydroxy-3-(1-methyl-4-(2-phenylacetyl)-1H-pyrrol-2-yl)acrylamide;(E)-N-Hydroxy-3-(1-methyl-4-phenylacetyl-1H-pyrrol-2-yl)-acrylamide;N-Hydroxy-3-((E)-1-methyl-4-phenylacetyl-1H-pyrrol-2-yl)-acrylamide;N-Hydroxy-3-(1-methyl-4-(2-phenylacetyl)-1H-pyrrol-2-yl)acrylamide;N-hydroxy-3-[1-methyl-4-(1-oxo-2-phenylethyl)-2-pyrrolyl]-2-propenamide;APHA Compound 8;3-(1-Methyl-4-phenylacetyl-1H-2-pyrrolyl)-N-hydroxypropenamide

Chemical Property of (2E)-N-hydroxy-3-[1-methyl-4-(phenylacetyl)-1H-pyrrol-2-yl]prop-2-enamide

Chemical Property:

• Vapor Pressure: 4.66E-14mmHg at 25°C
• Refractive Index: 1.624
• Boiling Point: 574.9°C at 760 mmHg
• Flash Point: 301.5°C
• PSA: 74.82000
• Density: 1.276g/cm³
• LogP: 2.80940
• Storage Temp.: 2-8°C
• Solubility.: DMSO: 10 mg/mL, soluble
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 284.11609238
• Heavy Atom Count: 21
• Complexity: 402

Purity/Quality:

97% ^*data from raw suppliers

APHA Compound 8 ≥98% (HPLC), solid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-41-43
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1C=C(C=C1C=CC(=O)NO)C(=O)CC2=CC=CC=C2
• Isomeric SMILES: CN1C=C(C=C1/C=C/C(=O)NO)C(=O)CC2=CC=CC=C2
• Description: APHA compound 8 is an inhibitor of class I histone deacetylases (HDACs; IC50s = 3.7, 7.4, 0.42, and 2.8 μM for HDAC1, -2, -3, and -8, respectively) as well as class II HDACs (IC50s = 3.1, 0.1, 3.1, and 4.2 μM for HDAC4, -6, -7, and -10, respectively). It is selective for class I and II HDACs over class III HDACs (IC50s = >30 μM for SIRT1, SIRT2, and SIRT3) and the histone acetyltransferase PCAF (IC50 = >30 μM). At 48 hours post-infection, APHA compound 8 increases replication of oncolytic herpes simplex virus (oHSV) in MDA-MB-231 and 4T1 breast cancer cells when used prior to viral infection at concentrations of 10 and 50 μM.

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