5,6-diamino-1,2,3,4-tetrahydropyrimidine-2,4-dione; sulfuric acid

• ChemBase ID: 90499
• Molecular Formular: C4H8N4O6S
• Molecular Mass: 240.19452
• Monoisotopic Mass: 240.016455
• SMILES: [nH]1c(=O)[nH]c(=O)c(c1N)N.S(=O)(=O)(O)O
• Canonical SMILES: OS(=O)(=O)O.Nc1[nH]c(=O)[nH]c(=O)c1N
• InChI: InChI=1S/C4H6N4O2.H2O4S/c5-1-2(6)7-4(10)8-3(1)9;1-5(2,3)4/h5H2,(H4,6,7,8,9,10);(H2,1,2,3,4)
• InChIKey: IKARJSDZQCSEJX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,6-diamino-1,2,3,4-tetrahydropyrimidine-2,4-dione; sulfuric acid
• IUPAC Traditional name: @5,6-diaminouracil; sulfuric acid; 5,6-diaminouracil; sulfuric acid
• Synonyms: 5,6-Diaminopyrimidine-2,4-(1H,3H)-dione sulphate; 4,5-Diamino-2,6-dihydroxypyrimidine sulphate; 5,6-Diamino-2,4-dioxo-1,2,3,4-tetrahydropyrimidine sulphate; 5,6-Diaminouracil sulphate; 4,5-Diamino-2,6-dihydroxypyrimidine sulfate; 5,6-Diamino-2,4-dihydroxypyrimidine sulfate; 5,6-Diaminouracil sulfate; 5,6-Diamino-2,4(1H,3H)-pyrimidinedione Sulfate; 4,5-Diaminouracil Sulfate; NSC 264289; NSC 3102; NSC 42280; 5,6-Diaminouracil Sulfate; 5,6-Diamino-2,4-dihydroxypyrimidine hemisulfate salt; 5,6-Diaminouracil sulfate salt; 4,5-二氨基-2,6-二羟基嘧啶硫酸盐; 5,6-二氨基-2,4-二羟基嘧啶硫酸盐; 5,6-二氨基脲嘧啶硫酸盐; 5,6-二氨基-2,4-二羟基嘧啶 半硫酸盐; 5,6-氨基-2,4(1H,3H)-嘧啶二酮 硫酸盐

Database IDs

• CAS Number: 42965-55-9; 32014-70-3
• EC Number: 250-899-0
• MDL Number: MFCD00135845
• Beilstein Number: 3781587
• PubChem SID: 24893462; 162077297
• PubChem CID: 319643

CALCULATED PROPERTIES

• Acid pKa: 9.420796
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -2.2410038
• LogD (pH = 7.4): -2.2445748
• Log P: -2.2404957
• Molar Refractivity: 42.5302 cm^3
• Polarizability: 12.013431 Å^3
• Polar Surface Area: 110.24 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >260 °C (dec.)(lit.); ≥300 °C

Safety Information

• Storage Warning: Irritant
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95.0% (HPLC); 95%
• Grade: purum
• Ignition Residue: ≤1%
• Empirical Formula (Hill Notation): C4H6N4O2 · 0.5H2SO4; C4H6N4O2 · xH2SO4

DETAILS

Apollo Scientific Ltd - OR60179

(1:1)

Sigma Aldrich - D15103

Packaging
10 g in poly bottle

Toronto Research Chemicals - D416790

5,6-Diaminouracil sulfate is an intermediate in the synthesis of Paraxanthine (P192500) and Paraxanthine analogs.

REFERENCES

• Mueller, C.E., et al.: J. Med. Chem., 36, 3341 (1993)