NVP-DPP728
inhibit human DPP-IV amidolytic activity with a K(i) of 11 nM
General
Type : Cyanide, Pyrrolidine, Pyridine
Chemical_Nomenclature : 6-[2-[[2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl]amino]ethylamino]pyridine-3-carbonitrile
Canonical SMILES : C1C[C@H](N(C1)C(=O)CNCCNC2=NC=C(C=C2)C#N)C#N || C1C[C@H](N(C1)C(=O)CNCCNC2=NC=C(C=C2)C#N)C#N.Cl.Cl
InChI : InChI=1S\/C15H18N6O\/c16-8-12-3-4-14(20-10-12)19-6-5-18-11-15(22)21-7-1-2-13(21)9-17\/h3-4,10,13,18H,1-2,5-7,11H2,(H,19,20)\/t13-\/m0\/s1 || InChI=1S\/C15H18N6O.2ClH\/c16-8-12-3-4-14(20-10-12)19-6-5-18-11-15(22)21-7-1-2-13(21)9-17\;\;\/h3-4,10,13,18H,1-2,5-7,11H2,(H,19,20)\;2*1H\/t13-\;\;\/m0..\/s1
InChIKey : VFFZWMWTUSXDCB-ZDUSSCGKSA-N || VNACOBVZDCLAEV-GXKRWWSZSA-N
Other name(s) : NVP DPP 728 DIHYDROCHLORIDE || NVP-728 || NVP-DPP-728 || HCX5M1YIOM || CHEMBL77538 || (2S)-1-(2-((2-((5-Cyano-2-pyridyl)amino)ethyl)amino)acetyl)pyrrolidine-2-carbonitrile
MW : 298.34
Formula : C15H18N6O
CAS_number : 247016-69-9
UniChem : VFFZWMWTUSXDCB-ZDUSSCGKSA-N, VNACOBVZDCLAEV-GXKRWWSZSA-N
Target
Families : NVP-DPP728 ligand of proteins in family
DPP4N_Peptidase_S9
Protein :
human-DPP4
References (15)
| Title : Evidence for neural contribution to islet effects of DPP-4 inhibition in mice - Ahlkvist_2016_Eur.J.Pharmacol_780_46 |
| Author(s) : Ahlkvist L , Omar B , Pacini G , Ahren B |
| Ref : European Journal of Pharmacology , 780 :46 , 2016 |
| Abstract : |
| PubMedSearch : Ahlkvist_2016_Eur.J.Pharmacol_780_46 |
| PubMedID: 26997369 |
| Title : DPP-4 inhibitors repress NLRP3 inflammasome and interleukin-1beta via GLP-1 receptor in macrophages through protein kinase C pathway - Dai_2014_Cardiovasc.Drugs.Ther_28_425 |
| Author(s) : Dai Y , Dai D , Wang X , Ding Z , Mehta JL |
| Ref : Cardiovasc Drugs Ther , 28 :425 , 2014 |
| Abstract : |
| PubMedSearch : Dai_2014_Cardiovasc.Drugs.Ther_28_425 |
| PubMedID: 25022544 |
| Title : Dipeptidyl peptidase 4 (DPP-4) is expressed in mouse and human islets and its activity is decreased in human islets from individuals with type 2 diabetes - Omar_2014_Diabetologia_57_1876 |
| Author(s) : Omar BA , Liehua L , Yamada Y , Seino Y , Marchetti P , Ahren B |
| Ref : Diabetologia , 57 :1876 , 2014 |
| Abstract : |
| PubMedSearch : Omar_2014_Diabetologia_57_1876 |
| PubMedID: 24939431 |
| Title : The dipeptidyl peptidase IV inhibitor NVP-DPP728 reduces plasma glucagon concentration in cats - Furrer_2010_Vet.J_183_355 |
| Author(s) : Furrer D , Kaufmann K , Tschuor F , Reusch CE , Lutz TA |
| Ref : Vet J , 183 :355 , 2010 |
| Abstract : |
| PubMedSearch : Furrer_2010_Vet.J_183_355 |
| PubMedID: 19128990 |
| Title : Reversal of new-onset diabetes through modulating inflammation and stimulating beta-cell replication in nonobese diabetic mice by a dipeptidyl peptidase IV inhibitor - Tian_2010_Endocrinology_151_3049 |
| Author(s) : Tian L , Gao J , Hao J , Zhang Y , Yi H , O'Brien TD , Sorenson R , Luo J , Guo Z |
| Ref : Endocrinology , 151 :3049 , 2010 |
| Abstract : |
| PubMedSearch : Tian_2010_Endocrinology_151_3049 |
| PubMedID: 20444936 |
| Title : Lead optimization of [(S)-gamma-(arylamino)prolyl]thiazolidine focused on gamma-substituent: Indoline compounds as potent DPP-IV inhibitors - Sakashita_2007_Bioorg.Med.Chem_15_641 |
| Author(s) : Sakashita H , Akahoshi F , Yoshida T , Kitajima H , Hayashi Y , Ishii S , Takashina Y , Tsutsumiuchi R , Ono S |
| Ref : Bioorganic & Medicinal Chemistry , 15 :641 , 2007 |
| Abstract : |
| PubMedSearch : Sakashita_2007_Bioorg.Med.Chem_15_641 |
| PubMedID: 17113301 |
| Title : 3-[2-((2S)-2-cyano-pyrrolidin-1-yl)-2-oxo-ethylamino]-3-methyl-butyramide analogues as selective DPP-IV inhibitors for the treatment of type-II diabetes - Coumar_2007_Bioorg.Med.Chem.Lett_17_1274 |
| Author(s) : Coumar MS , Chang CN , Chen CT , Chen X , Chien CH , Tsai TY , Cheng JH , Wu HY , Han CH , Wu SH , Huang YW , Hsu T , Hsu LJ , Chao YS , Hsieh HP , Jiaang WT |
| Ref : Bioorganic & Medicinal Chemistry Lett , 17 :1274 , 2007 |
| Abstract : |
| PubMedSearch : Coumar_2007_Bioorg.Med.Chem.Lett_17_1274 |
| PubMedID: 17194587 |
| Title : K579, a slow-binding inhibitor of dipeptidyl peptidase IV, is a long-acting hypoglycemic agent - Takasaki_2004_Eur.J.Pharmacol_486_335 |
| Author(s) : Takasaki K , Iwase M , Nakajima T , Ueno K , Nomoto Y , Nakanishi S , Higo K |
| Ref : European Journal of Pharmacology , 486 :335 , 2004 |
| Abstract : |
| PubMedSearch : Takasaki_2004_Eur.J.Pharmacol_486_335 |
| PubMedID: 14985056 |
| Title : 1-[[(3-hydroxy-1-adamantyl)amino]acetyl]-2-cyano-(S)-pyrrolidine: a potent, selective, and orally bioavailable dipeptidyl peptidase IV inhibitor with antihyperglycemic properties - Villhauer_2003_J.Med.Chem_46_2774 |
| Author(s) : Villhauer EB , Brinkman JA , Naderi GB , Burkey BF , Dunning BE , Prasad K , Mangold BL , Russell ME , Hughes TE |
| Ref : Journal of Medicinal Chemistry , 46 :2774 , 2003 |
| Abstract : |
| PubMedSearch : Villhauer_2003_J.Med.Chem_46_2774 |
| PubMedID: 12801240 |
| Gene_locus related to this paper: human-DPP4 |
| Title : Dipeptidyl peptidase IV inhibitor NVP-DPP728 ameliorates early insulin response and glucose tolerance in aged rats but not in aged Fischer 344 rats lacking its enzyme activity - Mitani_2002_Jpn.J.Pharmacol_88_451 |
| Author(s) : Mitani H , Takimoto M , Kimura M |
| Ref : Japanese Journal of Pharmacology , 88 :451 , 2002 |
| Abstract : |
| PubMedSearch : Mitani_2002_Jpn.J.Pharmacol_88_451 |
| PubMedID: 12046989 |
| Title : Dipeptidyl peptidase IV inhibition improves impaired glucose tolerance in high-fat diet-fed rats: study using a Fischer 344 rat substrain deficient in its enzyme activity - Mitani_2002_Jpn.J.Pharmacol_88_442 |
| Author(s) : Mitani H , Takimoto M , Hughes TE , Kimura M |
| Ref : Japanese Journal of Pharmacology , 88 :442 , 2002 |
| Abstract : |
| PubMedSearch : Mitani_2002_Jpn.J.Pharmacol_88_442 |
| PubMedID: 12046988 |
| Title : 1-[2-[(5-Cyanopyridin-2-yl)amino]ethylamino]acetyl-2-(S)-pyrrolidinecarbonitrile: a potent, selective, and orally bioavailable dipeptidyl peptidase IV inhibitor with antihyperglycemic properties - Villhauer_2002_J.Med.Chem_45_2362 |
| Author(s) : Villhauer EB , Brinkman JA , Naderi GB , Dunning BE , Mangold BL , Mone MD , Russell ME , Weldon SC , Hughes TE |
| Ref : Journal of Medicinal Chemistry , 45 :2362 , 2002 |
| Abstract : |
| PubMedSearch : Villhauer_2002_J.Med.Chem_45_2362 |
| PubMedID: 12036346 |
| Title : Preservation of active incretin hormones by inhibition of dipeptidyl peptidase IV suppresses meal-induced incretin secretion in dogs - Deacon_2002_J.Endocrinol_172_355 |
| Author(s) : Deacon CF , Wamberg S , Bie P , Hughes TE , Holst JJ |
| Ref : J Endocrinol , 172 :355 , 2002 |
| Abstract : |
| PubMedSearch : Deacon_2002_J.Endocrinol_172_355 |
| PubMedID: 11834453 |
| Title : NVP-DPP728 (1-[[[2-[(5-cyanopyridin-2-yl)amino]ethyl]amino]acetyl]-2-cyano-(S)- pyrrolidine), a slow-binding inhibitor of dipeptidyl peptidase IV - Hughes_1999_Biochemistry_38_11597 |
| Author(s) : Hughes TE , Mone MD , Russell ME , Weldon SC , Villhauer EB |
| Ref : Biochemistry , 38 :11597 , 1999 |
| Abstract : |
| PubMedSearch : Hughes_1999_Biochemistry_38_11597 |
| PubMedID: 10512614 |
| Title : Inhibition of dipeptidyl peptidase IV with NVP-DPP728 increases plasma GLP-1 (7-36 amide) concentrations and improves oral glucose tolerance in obese Zucker rats - Balkan_1999_Diabetologia_42_1324 |
| Author(s) : Balkan B , Kwasnik L , Miserendino R , Holst JJ , Li X |
| Ref : Diabetologia , 42 :1324 , 1999 |
| Abstract : |
| PubMedSearch : Balkan_1999_Diabetologia_42_1324 |
| PubMedID: 10550416 |