2-(3,3,3-trifluoropropanoyl)-1,2,3,4-tetrahydroisoquinoline-7-sulfonyl chloride

• ChemBase ID: 178419
• Molecular Formular: C12H11ClF3NO3S
• Molecular Mass: 341.7338496
• Monoisotopic Mass: 341.01002656
• SMILES: c1c(cc2c(c1)CCN(C2)C(=O)CC(F)(F)F)S(=O)(=O)Cl
• Canonical SMILES: O=C(N1CCc2c(C1)cc(cc2)S(=O)(=O)Cl)CC(F)(F)F
• InChI: InChI=1S/C12H11ClF3NO3S/c13-21(19,20)10-2-1-8-3-4-17(7-9(8)5-10)11(18)6-12(14,15)16/h1-2,5H,3-4,6-7H2
• InChIKey: MBZSKUIXISQENS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,3,3-trifluoropropanoyl)-1,2,3,4-tetrahydroisoquinoline-7-sulfonyl chloride
• IUPAC Traditional name: 2-(3,3,3-trifluoropropanoyl)-3,4-dihydro-1H-isoquinoline-7-sulfonyl chloride
• Synonyms: 1,2,3,4-Tetrahydro-2-(2,2,2-trifluoroacetyl)-7-isoquinolinesulfonyl Chloride; 2-(2,2,2-Trifluoroacetyl)-1,2,3,4-tetrahydroisoquinoline-7-sulfonyl Chloride; 2-(Trifluoroacetyl)-1,2,3,4-tetrahydroisoquinoline-7-sulfonyl Chloride; 1,2,3,4-Tetrahydro-2-(trifluoroacetyl)isoquinoline-7-sulfonyl Chloride

Database IDs

• CAS Number: 74291-57-9
• PubChem SID: 164234329
• PubChem CID: 71752474

CALCULATED PROPERTIES

• Acid pKa: 10.842918
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.1926894
• LogD (pH = 7.4): 2.192535
• Log P: 2.1926913
• Molar Refractivity: 71.9351 cm^3
• Polarizability: 27.48387 Å^3
• Polar Surface Area: 54.45 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T295790

An intermediate for the preparation of 5-heteroaryl thiazoles and their use as phosphoinositide 3-kinase (PI3K) inhibitors.

REFERENCES

• Lowe, S., et al.: Carcinogenesis, 21, 485 (2000)
• Kitada, S., et al.: J. Med. Chem., 46, 4259 (2000)
• Day, C., et al.: J. Biol. Chem., 280, 4738 (2000)