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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H26F3N3O3
Molecular Weight 401.4232
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EVOGLIPTIN

SMILES

CC(C)(C)OC[C@H]1N(CCNC1=O)C(=O)C[C@H](N)CC2=C(F)C=C(F)C(F)=C2

InChI

InChIKey=LCDDAGSJHKEABN-MLGOLLRUSA-N
InChI=1S/C19H26F3N3O3/c1-19(2,3)28-10-16-18(27)24-4-5-25(16)17(26)8-12(23)6-11-7-14(21)15(22)9-13(11)20/h7,9,12,16H,4-6,8,10,23H2,1-3H3,(H,24,27)/t12-,16-/m1/s1

HIDE SMILES / InChI
Evogliptin (Suganon) is an orally bioavailable, selective dipeptidyl peptidase-4 (DPP-4; CD26 antigen) inhibitor being developed by Dong-A ST for the treatment of type 2 diabetes mellitus. Evogliptin was approved in South Korea on 2 October 2015 for blood glucose lowering in patients with type 2 diabetes mellitus inadequately controlled by diet and exercise alone or by metformin plus diet and exercise. In July 2015, Dong-A ST signed a licensing out agreement for evogliptin with Geropharm for Russia, Ukraine and Kazakhstan markets. In April 2015, Dong-A ST signed a licensing agreement with Eurofarma Laboratorios of Brazil for 17 Latin America countries including Mexico. Evogliptin is a potent DPP-4 inhibitor with a 50 % inhibitory concentration (IC50) against soluble human DPP-4 of 0.98 nmol/L and an IC50 of 1.26 nmol/L against membrane-bound human DPP-4. It displayed 6000-fold higher potency for human DPP-4 than for human DPP-8 and DPP-9, and 20,000-fold greater potency for DPP-4 than for DPP-1, DPP-2 and other closely-related enzymes. Evogliptin is effective in improving glycosylated hemoglobin (HbA1c) and fasting plasma glucose without inducing hypoglycemia events, which potentially can improve adherence and prevent complications. It is also found that evogliptin has benefits on insulin secretory and β-cell functions. Based on the current clinical data, evogliptin has a neutral effect on body weight. These attributes contribute to the clinical practice in monotherapy or in combination with other antidiabetic agents. Evogliptin was generally well tolerated in clinical trials.

Approval Year

PubMed

PubMed

TitleDatePubMed
Evogliptin: First Global Approval.
2015 Nov
Patents

Sample Use Guides

The recommended dosage of oral evogliptin is 5 mg once daily without regard to food. Dosage adjustment is not required in patients with renal impairment and the drug has a low potential for interaction with other concurrently administered drugs
Route of Administration: Oral
Evogliptin is a potent DPP-4 inhibitor with a 50 % inhibitory concentration (IC50) against soluble human DPP-4 of 0.98 nmol/L and an IC50 of 1.26 nmol/L against membrane-bound human DPP-4. It displayed 6000-fold higher potency for human DPP-4 than for human DPP-8 and DPP-9, and 20,000-fold greater potency for DPP-4 than for DPP-1, DPP-2 and other closely-related enzymes.
Name Type Language
EVOGLIPTIN
INN   WHO-DD  
INN  
Official Name English
Evogliptin [WHO-DD]
Common Name English
(R)-4-((R)-3-AMINO-4-(2,4,5-TRIFLUOROPHENYL)-BUTANOYL)-3-(T-BUTOXYMETHYL)-PIPERAZIN-2-ONE
Systematic Name English
evogliptin [INN]
Common Name English
DA1229
Code English
DA-1229
Code English
2-PIPERAZINONE, 4-((3R)-3-AMINO-1-OXO-4-(2,4,5-TRIFLUOROPHENYL)BUTYL)-3-((1,1-DIMETHYLETHOXY)METHYL)-, (3R)-
Systematic Name English
Classification Tree Code System Code
WHO-ATC A10BH07
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WHO-ATC A10BD22
Created by admin on Sat Dec 16 02:59:29 GMT 2023 , Edited by admin on Sat Dec 16 02:59:29 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C171769
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EPA CompTox
DTXSID00153545
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WIKIPEDIA
Evogliptin
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DRUG CENTRAL
5239
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PUBCHEM
25022354
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CAS
1222102-29-5
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FDA UNII
09118300L7
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SMS_ID
100000178150
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INN
9654
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DRUG BANK
DB12625
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