2-(chloromethyl)-5-(trifluoromethyl)-1,3,4-oxadiazole

• ChemBase ID: 179091
• Molecular Formular: C4H2ClF3N2O
• Molecular Mass: 186.5196896
• Monoisotopic Mass: 185.98077503
• SMILES: n1c(oc(n1)C(F)(F)F)CCl
• Canonical SMILES: ClCc1nnc(o1)C(F)(F)F
• InChI: InChI=1S/C4H2ClF3N2O/c5-1-2-9-10-3(11-2)4(6,7)8/h1H2
• InChIKey: GPXSXZGMVOSWMN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(chloromethyl)-5-(trifluoromethyl)-1,3,4-oxadiazole
• IUPAC Traditional name: 2-(chloromethyl)-5-(trifluoromethyl)-1,3,4-oxadiazole
• Synonyms: 2-Chloromethyl-5-trifluoromethyl-1,3,4-oxadiazole; 5-(Trifluoromethyl)-2-(chloromethyl)-1,3,4-oxadiazole; 2-(chloromethyl)-5-(trifluoromethyl)-1,3,4-oxadiazole; 5-(CHLOROMETHYL)-2-(TRIFLUOROMETHYL)-1,3,4-OXADIAZOLE

Database IDs

• CAS Number: 723286-98-4
• MDL Number: MFCD09699166
• PubChem SID: 164235001
• PubChem CID: 10442445

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.87048745
• LogD (pH = 7.4): 0.87048745
• Log P: 0.87048745
• Molar Refractivity: 31.6284 cm^3
• Polarizability: 11.052668 Å^3
• Polar Surface Area: 38.92 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Yellow Liquid
• Hydrophobicity(logP): 0.299

Product Information

• Purity: 95%; 98%

DETAILS

Toronto Research Chemicals - T791210

Sitagliptin intermediate. An anti-hypertensive agent for the treatment of diabetes and hypertension.

REFERENCES

• Sarges, R, et al.: J. Med. Chem., 33, 2240 (1990)