N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide

• ChemBase ID: 67688
• Molecular Formular: C5H4Cl2N4O
• Molecular Mass: 207.01746
• Monoisotopic Mass: 205.97621613
• SMILES: C(=O)Nc1c(nc(nc1Cl)N)Cl
• Canonical SMILES: O=CNc1c(Cl)nc(nc1Cl)N
• InChI: InChI=1S/C5H4Cl2N4O/c6-3-2(9-1-12)4(7)11-5(8)10-3/h1H,(H,9,12)(H2,8,10,11)
• InChIKey: XYWHZUCZNRMJGO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide
• IUPAC Traditional name: N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide
• Synonyms: N-(2-Amino-4,6-dichloropyrimidine-5-yl)formamide; N-(2-Amino-4,6-dichloropyrimidin-5-yl)formamide; N-(2-Amino-4,6-dichloro-5-pyrimidinyl)formamide; N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide

Database IDs

• CAS Number: 171887-03-9
• MDL Number: MFCD04112936
• PubChem SID: 162033423
• PubChem CID: 10198177

CALCULATED PROPERTIES

• Acid pKa: 11.341018
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.73704785
• LogD (pH = 7.4): 0.73700356
• Log P: 0.7370509
• Molar Refractivity: 49.4734 cm^3
• Polarizability: 16.89055 Å^3
• Polar Surface Area: 80.9 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%; 98%

DETAILS

Toronto Research Chemicals - A604735

Abacavir intermediate. A purine derivative.

REFERENCES

• Shealy, Y., et al.: J. Pharm. Sci., 62, 1432 (1973)
• Harnden, M., et al.: J. Med. Chem., 33, 187 (1973)
• Daluge, S., et al.: Antimicrob. Agents Chemother., 41, 1082 (1973)
• Foster, R., et al.: Drugs, 55, 729 (1973)