1H-pyrazolo[3,4-d]pyrimidin-4-amine

• ChemBase ID: 45244
• Molecular Formular: C5H5N5
• Molecular Mass: 135.1267
• Monoisotopic Mass: 135.05449519
• SMILES: c12c(ncnc1N)[nH]nc2
• Canonical SMILES: Nc1ncnc2c1cn[nH]2
• InChI: InChI=1S/C5H5N5/c6-4-3-1-9-10-5(3)8-2-7-4/h1-2H,(H3,6,7,8,9,10)
• InChIKey: LHCPRYRLDOSKHK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-pyrazolo[3,4-d]pyrimidin-4-amine
• IUPAC Traditional name: 1H-pyrazolo[3,4-d]pyrimidin-4-amine
• Synonyms: 1H-Pyrazolo[3,4-d]pyrimidin-4-ylamine; 8-Aza-7-deazaadenine; NSC 1393; 1H-Pyrazolo[3,4-d]pyrimidine-4-ylamine; 4-Amino-1H-pyrazolo[3,4-d]pyrimidine; 4-Aminopyrazolo[3,4-d]pyrimidine; 4-Aminopyrazolo[3,4-d]pyrimidine; 1H-Pyrazolo[3,4-d]pyrimidin-4-amine; 4-Amino-1H-pyrazolo[3,4-d]pyrimidine; 1H-pyrazolo[3,4-d]pyrimidin-4-amine; Adenine antimetabolite; 4-AMINOPYRAZOLO[3,4-d]-PYRIMIDINE; 4-Amino-1H-pyrazolo[3,4-d]pyrimidine; 4-氨基吡唑并[3,4-d]嘧啶; 4-氨基吡唑-1氢-[3,4-d]嘧啶

Database IDs

• CAS Number: 2380-63-4; 20289-44-5
• EC Number: 243-691-6
• MDL Number: MFCD00005688
• Beilstein Number: 5824
• PubChem SID: 162050007; 24891277
• PubChem CID: 75420

CALCULATED PROPERTIES

• Acid pKa: 6.288646
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.7125026
• LogD (pH = 7.4): -0.9620336
• Log P: -0.49420905
• Molar Refractivity: 37.7039 cm^3
• Polarizability: 13.349087 Å^3
• Polar Surface Area: 80.48 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Light Tan Solid
• Melting Point: >310°C; >310°C dec.; >325 °C(lit.); >325°C; 325°C
• Partition Coefficient: -0.30247

Safety Information

• Storage Condition: 0°C; -20°C Freezer
• Storage Warning: IRRITANT; Toxic
• RTECS: UR0717000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811; UN2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Risk Statements: 23/24/25-36/37/38; 25
• Safety Statements: 22-26-36/37/39-45; 36-45
• TSCA Listed: false; 是
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301; H301-H311-H315-H319-H331-H335
• GHS Precautionary statements: P261-P280-P301 + P310-P305 + P351 + P338-P311; P264-P270-P301+P310-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: 95%; 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C5H5N5
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

MP Biomedicals - 02154768

(Adenine antimetabolite) Purity: 95% Off-white to yellow crystals.

Sigma Aldrich - A77806

Packaging
1, 5 g in glass bottle
250 mg in glass bottle
Application
Decreases serum cholesterol markedly in rats.1,2