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

• ChemBase ID: 61794
• Molecular Formular: C6H4ClN3
• Molecular Mass: 153.56906
• Monoisotopic Mass: 153.00937482
• SMILES: c1(nc2c(cn1)cc[nH]2)Cl
• Canonical SMILES: Clc1ncc2c(n1)[nH]cc2
• InChI: InChI=1S/C6H4ClN3/c7-6-9-3-4-1-2-8-5(4)10-6/h1-3H,(H,8,9,10)
• InChIKey: HJOQGBBHVRYTDX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-7H-pyrrolo[2,3-d]pyrimidine
• IUPAC Traditional name: 2-chloro-7H-pyrrolo[2,3-d]pyrimidine
• Synonyms: 2-Chloro-1H-pyrrolo[2,3-d]pyrimidine; 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine; 2-Chloro-7-deazapurine

Database IDs

• CAS Number: 335654-06-3
• MDL Number: MFCD07787392
• PubChem SID: 162027533
• PubChem CID: 5706774

CALCULATED PROPERTIES

• Acid pKa: 14.140667
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.3880321
• LogD (pH = 7.4): 1.4240295
• Log P: 1.4245099
• Molar Refractivity: 39.26 cm^3
• Polarizability: 15.094468 Å^3
• Polar Surface Area: 41.57 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: Harmful/Irritant/Keep Cold; IRRITANT
• TSCA Listed: false

Product Information

• Purity: 98%

DETAILS

Toronto Research Chemicals - C379895

An intermediate pyrrolo-pyrimidine compound used in the preparation of tyrosine kinase inhibitors, particularly oral signal transducers and activators of transcription 6 (STAT6) inhibitors.

REFERENCES

• Choi, H. et al.: Bioorg. Med. Chem. Lett., 16, 2173 (2006)
• Nagashima, S. et al.: Bioorg. Med. Chem., 17, 6928 (2006)