6-methylimidazo[2,1-b][1,3]thiazole-5-carbaldehyde

• ChemBase ID: 30949
• Molecular Formular: C7H6N2OS
• Molecular Mass: 166.20034
• Monoisotopic Mass: 166.02008382
• SMILES: c12n(c(c(n1)C)C=O)ccs2
• Canonical SMILES: Cc1nc2n(c1C=O)ccs2
• InChI: InChI=1S/C7H6N2OS/c1-5-6(4-10)9-2-3-11-7(9)8-5/h2-4H,1H3
• InChIKey: MCWDDAAVFNMHKO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-methylimidazo[2,1-b][1,3]thiazole-5-carbaldehyde
• IUPAC Traditional name: 6-methylimidazo[2,1-b][1,3]thiazole-5-carbaldehyde
• Synonyms: 6-Methyl-imidazo[2,1-b]thiazole-5-carbaldehyde; 6-methylimidazo[2,1-b][1,3]thiazole-5-carbaldehyde; 5-Formyl-6-methylimidazo[2,1-b]thiazole; NSC 315206; 6-Methylimidazo[2,1-b]thiazole-5-carboxaldehyde

Database IDs

• CAS Number: 75001-31-9
• MDL Number: MFCD02253172
• PubChem SID: 160994256
• PubChem CID: 329947

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.55605465
• LogD (pH = 7.4): 0.5571109
• Log P: 0.5571244
• Molar Refractivity: 54.5654 cm^3
• Polarizability: 15.698853 Å^3
• Polar Surface Area: 34.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 94 - 96°C
• Partition Coefficient: 0.369
• Hydrophobicity(logP): 1.342

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%; 95+%

DETAILS

Toronto Research Chemicals - M313145

Used in the preparation of dihydropyrimidine derivatives as non-nucleoside reverse transcriptase inhibitors for treating HIV infection.

REFERENCES

• Gensler, W., et al.: J. Med. Chem., 20, 635 (1977)
• Beck, B., et al.: Bioorg. Med. Chem. Lett., 10, 1701 (1977)