2-(2-amino-5-chlorophenyl)-4-cyclopropyl-1,1,1-trifluorobut-3-yn-2-ol

• ChemBase ID: 164160
• Molecular Formular: C13H11ClF3NO
• Molecular Mass: 289.6807496
• Monoisotopic Mass: 289.04812632
• SMILES: c1(ccc(c(c1)C(O)(C#CC1CC1)C(F)(F)F)N)Cl
• Canonical SMILES: OC(C(F)(F)F)(c1cc(Cl)ccc1N)C#CC1CC1
• InChI: InChI=1S/C13H11ClF3NO/c14-9-3-4-11(18)10(7-9)12(19,13(15,16)17)6-5-8-1-2-8/h3-4,7-8,19H,1-2,18H2
• InChIKey: KEMUGFRERPPUHB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-amino-5-chlorophenyl)-4-cyclopropyl-1,1,1-trifluorobut-3-yn-2-ol
• IUPAC Traditional name: 2-(2-amino-5-chlorophenyl)-4-cyclopropyl-1,1,1-trifluorobut-3-yn-2-ol
• Synonyms: (αR)-2-Amino-5-chloro-α-(2-cyclopropylethynyl)-α-(trifluoromethyl)benzenemethanol; (R)-5-Chloro-α-(cyclopropylethynyl)-2-amino-α-(trifluoromethyl) benzenemethanol

Database IDs

• CAS Number: 927812-33-7
• PubChem SID: 162258295
• PubChem CID: 9838935

CALCULATED PROPERTIES

• Acid pKa: 8.974431
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.2516913
• LogD (pH = 7.4): 3.2406118
• Log P: 3.2520218
• Molar Refractivity: 67.8174 cm^3
• Polarizability: 24.400015 Å^3
• Polar Surface Area: 46.25 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 133-135°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - C365138

Efavirenz (E425000) impurity.

REFERENCES

• Young, S., et al.: Antimicrob. Agents Chemother., 39, 2602 (1995)
• Montgomery, E., et al.: J. Pharm. Biomed. Anal., 25, 267 (1995)
• Maurin, M., et al.: Pharm. Res., 19, 517 (1995)