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B5258

N⁶-Benzoyladenine

Name: N<SUP>6</SUP>-Benzoyladenine
Brand: SIGMA

≥99%, powder

Synonym(s):

6-(Benzoylamino)purine, 6-Benzamidopurine, 6-Benzoyladenine, n6-benzoyl adenosine

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About This Item

Empirical Formula (Hill Notation):

C₁₂H₉N₅O

CAS Number:

4005-49-6

Molecular Weight:

239.23

UNSPSC Code:

41106305

PubChem Substance ID:

24891827

NACRES:

NA.51

MDL number:

MFCD00037927

Assay:

≥99%

Form:

powder

Solubility:

warm ethanol: 10 mg/mL, clear to slightly hazy, colorless to faintly yellow

Storage temp.:

2-8°C

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Properties

Product Name

N⁶-Benzoyladenine, ≥99%

Quality Segment

200

assay

≥99%

form

powder

solubility

warm ethanol: 10 mg/mL, clear to slightly hazy, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

O=C(Nc1ncnc2nc[nH]c12)c3ccccc3

InChI

1S/C12H9N5O/c18-12(8-4-2-1-3-5-8)17-11-9-10(14-6-13-9)15-7-16-11/h1-7H,(H2,13,14,15,16,17,18)

InChI key

QQJXZVKXNSFHRI-UHFFFAOYSA-N

Description

Application

N6-Benzoyladenine is used in the organic synthesis of adenine derivative molecules such as bicyclic adenine nucleoside via a condensation reaction between L-threo-pentofuranose derivative 1 and 6-N-benzoyladenine and to produce oxy-peptide nucleic acids.

Biochem/physiol Actions

N⁶-Benzoyladenine comprises of adenine moiety and is a potent inhibitor of bromodomain-containing protein 4 (BRD4). N⁶-Benzoyladenine modulates tumor necrosis factor α (TNF-α) levels. It elicits cytotoxicity in liver and ileum cancer cells and may serve as a potential candidate agent for cancer chemotherapy.