2-amino-4-chloro-N-[(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl]benzamide

• ChemBase ID: 159922
• Molecular Formular: C19H18ClF2N5O2
• Molecular Mass: 421.8283264
• Monoisotopic Mass: 421.11170896
• SMILES: N([C@@H]([C@@](c1ccc(cc1F)F)(Cn1cncn1)O)C)C(=O)c1c(cc(cc1)Cl)N
• Canonical SMILES: Fc1ccc(c(c1)F)[C@]([C@H](NC(=O)c1ccc(cc1N)Cl)C)(Cn1ncnc1)O
• InChI: InChI=1S/C19H18ClF2N5O2/c1-11(26-18(28)14-4-2-12(20)6-17(14)23)19(29,8-27-10-24-9-25-27)15-5-3-13(21)7-16(15)22/h2-7,9-11,29H,8,23H2,1H3,(H,26,28)/t11-,19-/m1/s1
• InChIKey: VPTCDDUYCQBXQL-NSPYISDASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-4-chloro-N-[(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl]benzamide
• IUPAC Traditional name: 2-amino-4-chloro-N-[(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)butan-2-yl]benzamide
• Synonyms: [R-(R*,R*)]-2-Amino-4-chloro-N-[2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]benzamide; 2-Amino-4-chloro-N-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]benzamide

Database IDs

• CAS Number: 206350-07-4
• PubChem SID: 162254057
• PubChem CID: 5482061

CALCULATED PROPERTIES

• Acid pKa: 12.621198
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.7353046
• LogD (pH = 7.4): 2.7356212
• Log P: 2.735628
• Molar Refractivity: 117.0211 cm^3
• Polarizability: 38.793877 Å^3
• Polar Surface Area: 106.06 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol

DETAILS

Toronto Research Chemicals - A603410

Intermediate in the preparation of Albaconazole.

REFERENCES

• Bartroli, J., et al.: J. Med. Chem., 41, 1869 (1998)