247016-69-9

Basic information

• Product Name: 6-[[2-[[2-(2S)-2-Cyano-1-pyrrolidinyl]-2-oxoethyl]amino]ethyl]amino-3-pyridinecarbononitriledihydrochloride
• Synonyms: 6-[[2-[[2-(2S)-2-Cyano-1-pyrrolidinyl]-2-oxoethyl]amino]ethyl]amino-3-pyridinecarbononitriledihydrochloride;NVP DPP 728 dihydrochloride;NVP 728
• CAS NO: 247016-69-9
• Molecular Formula: C15H18N6O.2HCl
• Molecular Weight: 387
• Mol File: 247016-69-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 167 °C (approx)
• Boiling Point: 612.1±55.0 °C(Predicted)
• Appearance: /
• Density: 0.1 g/cm3
• Storage Temp.: Desiccate at RT
• Solubility: ≥17.75 mg/mL in DMSO with gentle warming; ≥81 mg/mL in EtOH; ≥82 mg/mL in H2O
• PKA: 7.47±0.20(Predicted)
• CAS DataBase Reference: 6-[[2-[[2-(2S)-2-Cyano-1-pyrrolidinyl]-2-oxoethyl]amino]ethyl]amino-3-pyridinecarbononitriledihydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 6-[[2-[[2-(2S)-2-Cyano-1-pyrrolidinyl]-2-oxoethyl]amino]ethyl]amino-3-pyridinecarbononitriledihydrochloride(247016-69-9)
• EPA Substance Registry System: 6-[[2-[[2-(2S)-2-Cyano-1-pyrrolidinyl]-2-oxoethyl]amino]ethyl]amino-3-pyridinecarbononitriledihydrochloride(247016-69-9)

Safety Data

• Hazardous Substances Data: 247016-69-9(Hazardous Substances Data)

Usage

Uses

NVP DPP 728 Dihydrochloride is a new potent DPP-IV inhibitor class with excellent oral bioavailability and potent antihyperglycemic activity.

Upstream product

• 477290-51-0 6-imidazolidin-1-ylnicotinonitrile 
• 207557-33-3 (S)-1-bromoacetyl-2-pyrrolidinecarbonitrile 
• 33252-28-7 6-chloronicotinonitrile 
• 7531-52-4 L-prolinamide 
• 214398-99-9 (S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide 
• 207557-35-5 (S)-1-(2-chloroacetyl)pyrrolidine-2-carbonitrile 
• 202460-48-8 6-[(2-aminoethyl)amino]pyridine-3-carbonitrile 

Relevant articles and documents

Solid and solution phase syntheses of the 2-cyanopyrrolidide DPP-IV inhibitor NVP-DPP728

DPP-IV inhibitors have been suggested as potential new treatments for type-II diabetes and 2-cyanopyrrolidides have been reported as potent DPP-IV inhibitors. Alternative synthetic approaches to one such compound, NVP-DPP728, are investigated here. One strategy is based in solution phase and is amenable to scale-up. The other is based on solid phase and is appropriate for the rapid analoging of the structural series.

1-[2-[(5-Cyanopyridin-2-yl)amino]-ethylamino]acetyl-2-(S)-pyrrolidine -carbonitrile: A potent, selective, and orally bioavailable dipeptidyl peptidase IV inhibitor with antihyperglycemic properties

Dipeptidyl peptidase IV (DPP-IV) inhibition has the potential to become a valuable therapy for type 2 diabetes We report the first use of solid-phase synthesis in the discovery of a new DPP-IV inhibitor class and a solution-phase synthesis that is practical up to the multikilogram scale. One compound NVP-DPP728 (2), is profiled as a potent, selective, and short-acting DPP-IV inhibitor that has excellent oral bioavailability and potent antihyperglycemic activity.