9979. Vildagliptin

Nomenclature

CAS number: 274901-16-5
(2S)-1-[[(3-Hydroxytricyclo[3.3.1.13,7]dec-1-yl)amino]acetyl]-2-pyrrolidinecarbonitrile; 1-[[(3-hydroxy-1-adamantyl)amino]acetyl]-2-cyano-(S)-pyrrolidine; LAF-237; NVP-LAF237; Galvus (Novartis).
C17H25N3O2; mol wt 303.40.
C 67.30%, H 8.31%, N 13.85%, O 10.55%.

Description and 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. Investig. Drugs 5, 1094-1100 (2004).

Chemical structure

Properties

White solid from ethyl acetate, mp 138-140°; from 2-propanol, mp 148-150°. [α] 78.3° (c = 9.73 in methanol).

Therapeutic Category

Antidiabetic.

Keywords

Antidiabetic; Dipeptidyl Peptidase IV Inhibitor