2-aminopyrimidine-4,6-diol

• ChemBase ID: 68062
• Molecular Formular: C4H5N3O2
• Molecular Mass: 127.1014
• Monoisotopic Mass: 127.03817642
• SMILES: c1(nc(cc(n1)O)O)N
• Canonical SMILES: Oc1cc(O)nc(n1)N
• InChI: InChI=1S/C4H5N3O2/c5-4-6-2(8)1-3(9)7-4/h1H,(H4,5,6,7,8,9)
• InChIKey: AUFJTVGCSJNQIF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-aminopyrimidine-4,6-diol
• IUPAC Traditional name: 2-aminopyrimidine-4,6-diol
• Synonyms: 2-Amino-6-hydroxy-4(3H)-pyrimidinone; 2-Amino-4,6-dioxypyrimidine; 4,6-Dihydroxy-2-aminopyrimidine; NSC 15920; NSC 18692; 2-Amino-4,6-dihydroxypyrimidine; 2-Amino-4,6-dihydroxypyrimidine; 2-Aminopyrimidine-4,6-diol; 2-Amino-4,6-pyrimidinediol; 2-aminopyrimidine-4,6-diol; 2-氨基-4,6-嘧啶二醇; 2-氨基-4,6-二羟基嘧啶

Database IDs

• CAS Number: 56-09-7
• EC Number: 200-256-5
• MDL Number: MFCD00006094
• Beilstein Number: 510297
• PubChem SID: 24890936; 162033794
• PubChem CID: 66131

CALCULATED PROPERTIES

• Acid pKa: 12.035489
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.48137408
• LogD (pH = 7.4): 0.48136994
• Log P: 0.48137993
• Molar Refractivity: 31.9575 cm^3
• Polarizability: 11.02735 Å^3
• Polar Surface Area: 92.26 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Aqueous Alkali
• Apperance: White Solid
• Melting Point: >300 °C(lit.); >300°C; >400°C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• RTECS: UW7361000
• German water hazard class: 1
• TSCA Listed: false; 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ~90%; 95+%; 98%
• Empirical Formula (Hill Notation): C4H5N3O2

DETAILS

MP Biomedicals - 02100613

Purity: Approx. 90%

Sigma Aldrich - A50401

Packaging
25, 100 g in poly bottle

Toronto Research Chemicals - A604930

Intermediate in the production of antimicrobial guanylsulfonamides.

REFERENCES

• Barrett, O., et al.: ChemBioChem., 7, 1882 (2006)
• Patel, P., et al.: Bioorg. Med. Chem. Lett., 17, 6610 (2006)
• Gasser, L., et al.: Environ. Sci. Technol., 41, 2445 (2006)
• Can be used catalytically as a ligand in combination with palladium acetate for the efficient Suzuki-Miyaura cross-coupling reaction of arylboronic acids with aryl halides: Synlett, 1897 (2005).