3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-amine

• ChemBase ID: 34335
• Molecular Formular: C4H4N6
• Molecular Mass: 136.11476
• Monoisotopic Mass: 136.04974416
• SMILES: n1cnc2[nH]nnc2c1N
• Canonical SMILES: Nc1ncnc2c1nn[nH]2
• InChI: InChI=1S/C4H4N6/c5-3-2-4(7-1-6-3)9-10-8-2/h1H,(H3,5,6,7,8,9,10)
• InChIKey: HRYKDUPGBWLLHO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-amine; 1H-[1,2,3]triazolo[4,5-d]pyrimidin-7-amine
• IUPAC Traditional name: 8-azaadenine
• Synonyms: 3H-[1,2,3]Triazolo[4,5-d]pyrimidin-7-amine; 8-Azaadenine; 8-Aza-6-aminopurine; 6-Amino-8-azapurine; 8-AZAADENINE; 6-氨基-8-氮杂嘌呤; 8-氮杂-6-氨基嘌呤; 8-氮杂腺嘌呤

Database IDs

• CAS Number: 1123-54-2
• EC Number: 214-375-5
• MDL Number: MFCD00005697; MFCD00778514
• Beilstein Number: 141551
• PubChem SID: 160997642; 24891030
• PubChem CID: 70746

CALCULATED PROPERTIES

• Acid pKa: 7.6186466
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.58024544
• LogD (pH = 7.4): -0.7313798
• Log P: -0.531692
• Molar Refractivity: 37.3091 cm^3
• Polarizability: 12.536933 Å^3
• Polar Surface Area: 93.37 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300 °C(lit.)

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: IRRITANT
• RTECS: XZ5680000
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99%; 97%; 99-100%
• Empirical Formula (Hill Notation): C4H4N6

DETAILS

MP Biomedicals - 02100820

Crystalline
Purity: 99-100%

Sigma Aldrich - A5883

General description
Base pairs of azaadenine with thymine (and azaguanine with cytosine) are found by ab initio calculation to be up to 7 kcal/mol more stable than natural AT (and GC) base pairs.1

Sigma Aldrich - 855529

General description
Base pairs of azaadenine with thymine (and azaguanine with cytosine) are found by ab initio calculation to be up to 7 kcal/mol more stable than natural AT (and GC) base pairs.1