6-amino-5-bromo-1-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 55936
• Molecular Formular: C5H6BrN3O2
• Molecular Mass: 220.02404
• Monoisotopic Mass: 218.96433845
• SMILES: n1(c(c(c(=O)[nH]c1=O)Br)N)C
• Canonical SMILES: O=c1[nH]c(=O)c(c(n1C)N)Br
• InChI: InChI=1S/C5H6BrN3O2/c1-9-3(7)2(6)4(10)8-5(9)11/h7H2,1H3,(H,8,10,11)
• InChIKey: BRSRMTYPQQXBMO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-5-bromo-1-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 6-amino-5-bromo-1-methyl-3H-pyrimidine-2,4-dione
• Synonyms: 6-Amino-5-bromo-1-methylpyrimidine-2,4(1H,3H)-dione; 6-Amino-5-bromo-1-methyl-2,4(1H,3H)-pyrimidinedione; 1-Methyl-5-bromo-6-aminouracil; 6-Amino-5-bromo-1-methyl-1H-pyrimidine-2,4-dione; NSC 81011; 6-Amino-5-bromo-1-methyluracil

Database IDs

• CAS Number: 14094-37-2
• MDL Number: MFCD01074816
• PubChem SID: 162060699
• PubChem CID: 255445

CALCULATED PROPERTIES

• Acid pKa: 8.008095
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.3086597
• LogD (pH = 7.4): -0.40181124
• Log P: -0.30732068
• Molar Refractivity: 51.4113 cm^3
• Polarizability: 15.677439 Å^3
• Polar Surface Area: 75.43 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO
• Apperance: White Solid
• Melting Point: >300°C
• Partition Coefficient: -0.487
• Hydrophobicity(logP): -0.049

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%; 95+%

REFERENCES

• J. Med. Chem., 38, 2639 (1993)
• Biochem. Biophys. Res. Commun., 198, 626 (1994)