Title: Vildagliptin
CAS Registry Number: 274901-16-5
CAS Name: (2
S)-1-[[(3-Hydroxytricyclo[3.3.1.13,7]dec-1-yl)amino]acetyl]-2-pyrrolidinecarbonitrile
Synonyms: 1-[[(3-hydroxy-1-adamantyl) amino]acetyl]-2-cyano-(
S)-pyrrolidine
Manufacturers' Codes: LAF-237; NVP-LAF237
Trademarks: Galvus (Novartis)
Molecular Formula: C17H25N3O2
Molecular Weight: 303.40
Percent Composition: C 67.30%, H 8.31%, N 13.85%, O 10.55%
Literature References: Dipeptidyl peptidase-IV (DPP-IV) inhibitor. Prepn: E. Villhauer,
WO 0034241;
idem, US 6166063 (both 2000 to Novartis); and pharmacology:
idem et al.,
J. Med. Chem. 46, 2774 (2003). Clinical evaluation in type 2 diabetes: B. Ahrén
et al.,
J. Clin. Endocrinol. Metab. 89, 2078 (2004); in combination with metformin:
idem et al.,
Diabetes Care 27, 2874 (2004). Review of development and therapeutic potential: D. Barlocco,
Curr. Opin. Invest. Drugs 5, 1094-1100 (2004).
Properties: White solid from ethyl acetate, mp 138-140°; from 2-propanol, mp 148-150°. [a] -78.3° (c = 9.73 in methanol).
Melting point: mp 138-140°; mp 148-150°
Optical Rotation: [a] -78.3° (c = 9.73 in methanol)
Therap-Cat: Antidiabetic.
Keywords: Antidiabetic; Dipeptidyl Peptidase IV Inhibitors .