4-amino-1,2-dihydro-1,3,5-triazin-2-one

• ChemBase ID: 67537
• Molecular Formular: C3H4N4O
• Molecular Mass: 112.09006
• Monoisotopic Mass: 112.03851077
• SMILES: [nH]1c(=O)nc(N)nc1
• Canonical SMILES: Nc1nc(=O)[nH]cn1
• InChI: InChI=1S/C3H4N4O/c4-2-5-1-6-3(8)7-2/h1H,(H3,4,5,6,7,8)
• InChIKey: MFEFTTYGMZOIKO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-1,2-dihydro-1,3,5-triazin-2-one
• IUPAC Traditional name: 5-azacytosine
• Synonyms: 5-Azacytosine; 4-Amino-1H-[1,3,5]triazin-2-one; 2-Hydroxy-4-aminotriazine; 4-Amino-1,3,5-triazin-2-ol; 4-Amino-2-hydroxy-1,3,5-triazine; NSC 51100; NSC 54006; 5-Azacytosine; 4-Amino-1,3,5-triazin-2-one; 4-Amino-s-triazin-2(1H)-one; 6-Amino-1,3,5-triazin-2(1H)-one; 4-Amino-s-triazin-2-ol; 5-Aza Cytosine; 4-Amino-1,3,5-triazin-2(1H)-one; 4-氨基-1,3,5-三嗪-2-酮; 5-氮杂胞嘧啶

Database IDs

• CAS Number: 931-86-2
• EC Number: 213-242-9
• MDL Number: MFCD00006033; MFCD00149402
• Beilstein Number: 116378
• PubChem SID: 24847153; 24888369; 162033272
• PubChem CID: 19956

CALCULATED PROPERTIES

• Acid pKa: 6.054953
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.598543
• LogD (pH = 7.4): -2.3225734
• Log P: -1.5053818
• Molar Refractivity: 25.5969 cm^3
• Polarizability: 9.472993 Å^3
• Polar Surface Area: 79.84 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: >280°C (dec.); >300 °C(lit.); >300°C

Safety Information

• Storage Condition: 0°C; -20°C Freezer
• Storage Warning: IRRITANT; Irritant
• RTECS: XZ2854300
• German water hazard class: 3
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• GHS Precautionary statements: P264-P270-P301+P312-P330-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95.0% (NT); 95+%; 98%; 98% (dry wt.), may cont. up to ca 7% water
• Grade: purum
• Impurities: ~5% water
• Empirical Formula (Hill Notation): C3H4N4O

DETAILS

MP Biomedicals - 02105466

Crystalline

Sigma Aldrich - 855049

Packaging
5 g in glass bottle
Application
Reactant for:
• Enzymic synthesis of nucleoside analogs using immobilized 2′-deoxyribosyltransferase from Lactobacillus reuteri1
• Reactions with oxide radical ion2
• Potential antitumor and antiproliferative agent against human leukemia cells3

Sigma Aldrich - 11387

Application
Reactant for:
• Enzymic synthesis of nucleoside analogs using immobilized 2′-deoxyribosyltransferase from Lactobacillus reuteri1
• Reactions with oxide radical ion2
• Potential antitumor and antiproliferative agent against human leukemia cells3

Toronto Research Chemicals - A796375

Inhibits the growth of Escherichia coli.

REFERENCES

• Shapir, N., et al.: J. Bacteriol., 184, 5376 (2002)
• Hrdlicka, P., et al.: Bioorg. Med. Chem., 13, 1249 (2002)
• Krecmerova, M., et al.: J. Med. Chem., 50, 1069 (2002)