5,6-diamino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione hydrate

• ChemBase ID: 121868
• Molecular Formular: C6H12N4O3
• Molecular Mass: 188.18448
• Monoisotopic Mass: 188.09094026
• SMILES: n1(c(=O)n(c(=O)c(c1N)N)C)C.O
• Canonical SMILES: Nc1n(C)c(=O)n(c(=O)c1N)C.O
• InChI: InChI=1S/C6H10N4O2.H2O/c1-9-4(8)3(7)5(11)10(2)6(9)12;/h7-8H2,1-2H3;1H2
• InChIKey: FNLDCZCNGSQKIC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,6-diamino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione hydrate
• IUPAC Traditional name: 5,6-diamino-1,3-dimethylpyrimidine-2,4-dione hydrate
• Synonyms: 5,6-diamino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione hydrate; 4,5-Diamino-1,3-dimethyl-2,6-dioxotetrahydropyrimidine; NSC 15493; 5,6-Diamino-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione; 5,6-Diamino-1,3-dimethyluracil hydrate; 5,6-二氨基-1,3-二甲基-2,4(1H,3H)-嘧啶二酮; 5,6-二氨基-1,3-二甲基脲嘧啶 水合物

Database IDs

• CAS Number: 5440-00-6
• EC Number: 226-621-9
• MDL Number: MFCD00149431
• Beilstein Number: 157451
• PubChem SID: 162216221; 24893488
• PubChem CID: 12257483

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.7935634
• LogD (pH = 7.4): -1.7931488
• Log P: -1.7931435
• Molar Refractivity: 52.3236 cm^3
• Polarizability: 15.628333 Å^3
• Polar Surface Area: 92.66 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 210-214 °C (dec.)(lit.)

Safety Information

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

Product Information

• Grade: technical grade
• Salt Data: H2O
• Empirical Formula (Hill Notation): C6H10N4O2 · xH2O

DETAILS

Sigma Aldrich - D15901

Packaging
25 g in poly bottle
5 g in glass bottle
Application
Reactant involved in the synthesis of biologically active molecules including:
• 1H-Imidazol-1-yl substituted 8-phenylxanthines for use as adenosine receptor ligands1
• Pyrimidinyl purinediones via cyclocondensation2
• Theophylline derivatives as adenosine receptor antagonists3
• Pteridine analogs for use as monoamine oxidase B and nitric oxide synthase inhibitors4
• Fused tricyclic xanthines5
• Cadmium uraciliminoethylpyridine complexes for use as antiproliferatives against C6 glioma cells6