4-chloro-5H,6H,7H-pyrrolo[2,3-d]pyrimidine

• ChemBase ID: 164210
• Molecular Formular: C6H6ClN3
• Molecular Mass: 155.58494
• Monoisotopic Mass: 155.02502489
• SMILES: c1nc(c2c(n1)NCC2)Cl
• Canonical SMILES: Clc1ncnc2c1CCN2
• InChI: InChI=1S/C6H6ClN3/c7-5-4-1-2-8-6(4)10-3-9-5/h3H,1-2H2,(H,8,9,10)
• InChIKey: LJXVPXRXXVHTBP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-chloro-5H,6H,7H-pyrrolo[2,3-d]pyrimidine
• IUPAC Traditional name: 4-chloro-5H,6H,7H-pyrrolo[2,3-d]pyrimidine
• Synonyms: 4-Chloro-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

Database IDs

• CAS Number: 16372-08-0
• MDL Number: MFCD11518925
• PubChem SID: 162258345
• PubChem CID: 45789731

CALCULATED PROPERTIES

• Lipinski's Rule of Five: true
• Acid pKa: 19.758362
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.98018944
• LogD (pH = 7.4): 0.9810702
• Log P: 0.9810815
• Molar Refractivity: 42.4053 cm^3
• Polarizability: 14.545179 Å^3
• Polar Surface Area: 37.81 Å^2
• Rotatable Bonds: 0

PROPERTIES

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - C365370

A pyrolopyrimidine derivative used in the preparation of the antibiotic tubercidin (7-deazadenosine).

REFERENCES

• Ektova, L.V. et al.: Bioorg. Khim., 4, 1250 (1978)