B5258

N⁶-Benzoyladenine

≥99%

• Synonym(s): 6-(Benzoylamino)purine, 6-Benzamidopurine, 6-Benzoyladenine, n6-benzoyl adenosine
• Empirical Formula (Hill Notation): C₁₂H₉N₅O
• CAS Number: 4005-49-6
• Molecular Weight: 239.23
• MDL number: MFCD00037927
• UNSPSC Code: 41106305
• PubChem Substance ID: 24891827
• NACRES: NA.51

Properties

• Quality Level: 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.

Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Warning
• Hazard Statements: H302,H317,H361d
• Precautionary Statements: P202 - P261 - P280 - P301 + P312 - P302 + P352 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Repr. 2 - Skin Sens. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves