N-(9H-purin-6-yl)benzamide

• ChemBase ID: 75345
• Molecular Formular: C12H9N5O
• Molecular Mass: 239.23276
• Monoisotopic Mass: 239.08070993
• SMILES: n1cnc2c(c1NC(=O)c1ccccc1)nc[nH]2
• Canonical SMILES: O=C(c1ccccc1)Nc1ncnc2c1nc[nH]2
• InChI: 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)
• InChIKey: QQJXZVKXNSFHRI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(9H-purin-6-yl)benzamide; N-(7H-purin-6-yl)benzamide
• IUPAC Traditional name: adenine,6N-benzoyl; N-(7H-purin-6-yl)benzamide
• Synonyms: 6-(Benzoylamino)-9H-purine; N-(9H-Purin-6-yl)benzamide 94%; N-Benzoyladenine; N-Benzoylaminopurine; N6-Benzoyladenine; N-(7H-Purin-6-yl)benzamide; N6-BENZOYLADENINE; N-苄基氨基嘌呤

Database IDs

• CAS Number: 4005-49-6
• MDL Number: MFCD00443632; MFCD00037927
• Beilstein Number: 20585
• PubChem SID: 24891827; 162040263
• PubChem CID: 97075

CALCULATED PROPERTIES

• Acid pKa: 9.713569
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.3891561
• LogD (pH = 7.4): 1.3878878
• Log P: 1.389798
• Molar Refractivity: 67.4324 cm^3
• Polarizability: 24.82439 Å^3
• Polar Surface Area: 83.56 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 241-244°C

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: Irritant
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-43
• Safety Statements: 36/37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H317
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99%; 98%; 99%

DETAILS

MP Biomedicals - 02100926

Crystalline

Sigma Aldrich - B5258

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.