ABT-341

cyclohexene-constrained phenethylamine inhbitor

General

Type : Trifluoro, Triazol

Chemical_Nomenclature : [(4R,5S)-5-amino-4-(2,4,5-trifluorophenyl)cyclohexen-1-yl]-[3-(trifluoromethyl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]methanone

Canonical SMILES : C1CN2C(=NN=C2C(F)(F)F)CN1C(=O)C3=CCC(C(C3)N)C4=CC(=C(C=C4F)F)F

InChI : InChI=1S\/C19H17F6N5O\/c20-12-7-14(22)13(21)6-11(12)10-2-1-9(5-15(10)26)17(31)29-3-4-30-16(8-29)27-28-18(30)19(23,24)25\/h1,6-7,10,15H,2-5,8,26H2\/t10-,15+\/m1\/s1

InChIKey : NVVSPGQEXMJZIR-BMIGLBTASA-N

Other name(s) : KIQ  ||  DB08044  ||  (1s,6r)-3-{[3-(Trifluoromethyl)-5,6-Dihydro[1,2,4]triazolo[4,3-A]pyrazin-7(8h)-Yl]carbonyl}-6-(2,4,5-Trifluorophenyl)cyclohex-3-En-1-Amine  ||  SCHEMBL2742699  ||  ZINC14950371  ||  KB-78367  ||  LS-193167


MW : 445.36

Formula : C19H17F6N5O

CAS_number :

PubChem : 11974440

UniChem : NVVSPGQEXMJZIR-BMIGLBTASA-N

Target

Families : ABT-341 ligand of proteins in family
DPP4N_Peptidase_S9

Structure :
2I78

Protein :
human-DPP4

References (4)

Title : Retrospective and Prospective Human Intravenous and Oral Pharmacokinetic Projection of Dipeptidyl peptidase-IV Inhibitors Using Simple Allometric Principles - Case Studies of ABT-279, ABT-341, Alogliptin, Carmegliptin, Sitagliptin and Vildagliptin - Gilibili_2015_J.Pharm.Pharm.Sci_18_434
Author(s) : Gilibili RR , Bhamidipati RK , Mullangi R , Srinivas NR
Ref : J Pharm Pharm Sci , 18 :434 , 2015
Abstract :
PubMedSearch : Gilibili_2015_J.Pharm.Pharm.Sci_18_434
PubMedID: 26517136

Title : One-pot high-yielding synthesis of the DPP4-selective inhibitor ABT-341 by a four-component coupling mediated by a diphenylprolinol silyl ether -
Author(s) : Ishikawa H , Honma M , Hayashi Y
Ref : Angew Chem Int Ed Engl , 50 :2824 , 2011
PubMedID: 21387497

Title : One-pot reactions accelerate the synthesis of active pharmaceutical ingredients -
Author(s) : Vaxelaire C , Winter P , Christmann M
Ref : Angew Chem Int Ed Engl , 50 :3605 , 2011
PubMedID: 21374777

Title : Discovery of ((4R,5S)-5-amino-4-(2,4,5- trifluorophenyl)cyclohex-1-enyl)-(3- (trifluoromethyl)-5,6-dihydro- [1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)methanone (ABT-341), a highly potent, selective, orally efficacious, and safe dipeptidyl peptidase IV inhibitor for the treatment of type 2 diabetes - Pei_2006_J.Med.Chem_49_6439
Author(s) : Pei Z , Li X , von Geldern TW , Madar DJ , Longenecker K , Yong H , Lubben TH , Stewart KD , Zinker BA , Backes BJ , Judd AS , Mulhern M , Ballaron SJ , Stashko MA , Mika AK , Beno DW , Reinhart GA , Fryer RM , Preusser LC , Kempf-Grote AJ , Sham HL , Trevillyan JM
Ref : Journal of Medicinal Chemistry , 49 :6439 , 2006
Abstract :
PubMedSearch : Pei_2006_J.Med.Chem_49_6439
PubMedID: 17064063
Gene_locus related to this paper: human-DPP4