N-{3-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenyl}formamide

• ChemBase ID: 179006
• Molecular Formular: C9H6F3N3O
• Molecular Mass: 229.1586496
• Monoisotopic Mass: 229.04629649
• SMILES: c1cc(cc(c1)C1(N=N1)C(F)(F)F)NC=O
• Canonical SMILES: O=CNc1cccc(c1)C1(N=N1)C(F)(F)F
• InChI: InChI=1S/C9H6F3N3O/c10-9(11,12)8(14-15-8)6-2-1-3-7(4-6)13-5-16/h1-5H,(H,13,16)
• InChIKey: LNJCRRYRSAHCDV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenyl}formamide
• IUPAC Traditional name: N-{3-[3-(trifluoromethyl)diazirin-3-yl]phenyl}formamide
• Synonyms: N-[3-[3-(Trifluoromethyl)-3H-diazirin-3-yl]phenyl]formamide; 3-(Trifluoromethyl)-3-[m(formylamino)phenyl]diazirine; 3-(Trifluoromethyl)-3-[m(formamide)phenyl]diazirine

Database IDs

• CAS Number: 79684-40-5
• PubChem SID: 164234916
• PubChem CID: 14896211

CALCULATED PROPERTIES

• Acid pKa: 15.034585
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.4526846
• LogD (pH = 7.4): 2.4526846
• Log P: 2.4526846
• Molar Refractivity: 50.1048 cm^3
• Polarizability: 17.559235 Å^3
• Polar Surface Area: 53.82 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T791275

An intermediate in the synthesis of a new photoactivatable probe, 3-(trifluoromethyl-3-(m-[125I]iodophenyl)diazirine ([125I]TID), with a high seed radioactivity (10 Ci/mmol), a carbene-generating reagent.

REFERENCES

• Lee, R., et al.: Biochemistry, 21, 1045 (1982)
• Connolly, D., et al.: J. Biol. Chem., 257, 939 (1982)