Omarigliptin

Omarigliptin
Systematic (IUPAC) name

(2R,3S,5R)-2-(2,5-difluorophenyl)-5-(2-methylsulfonyl-4,6-dihydropyrrolo[3,4-c]pyrazol-5-yl)oxan-3-amine
Clinical data
Routes of administration	Oral
Legal status
Legal status	Developing
Identifiers
CAS Number	1226781-44-7
ATC code	None
PubChem	CID 46209133
ChemSpider	28424182
UNII	CVP59Q4JE1
KEGG	D10317
ChEMBL	CHEMBL2105762
Synonyms	MK-3102
Chemical data
Formula	C₁₇H₂₀F₂N₄O₃S
Molar mass	398.427506 g/mol
SMILES CS(=O)(=O)n1cc2c(n1)CN(C2)[C@@H]3C[C@@H]([C@H](OC3)c4cc(ccc4F)F)N
InChI InChI=1S/C17H20F2N4O3S/c1-27(24,25)23-7-10-6-22(8-16(10)21-23)12-5-15(20)17(26-9-12)13-4-11(18)2-3-14(13)19/h2-4,7,12,15,17H,5-6,8-9,20H2,1H3/t12-,15+,17-/m1/s1 Key:MKMPWKUAHLTIBJ-ISTRZQFTSA-N

Omarigliptin (MK-3102) is a potent, long-acting oral antidiabetic drug of the DPP-4 inhibitor class used for once-weekly treatment of type 2 diabetes and currently under development by Merck & Co.^[1] It inhibits DPP-4 to increase incretin levels (GLP-1 and GIP),^[2]^[3]^[4] which inhibit glucagon release, which in turn increases insulin secretion, decreases gastric emptying and decreases blood glucose levels.

History

Marizev (omarigliptin) 25 mg and 12.5 mg tablets were approved by Japanese Pharmaceuticals and Medical Devices Agency or PMDA on 28th Sept 2015. Japan was the first country to have approved omarigliptin.^[5] However Merck has announced that the company will not submit marketing application in the US and Europe. ^[6]

References

↑ "Pharmacokinetics of Omarigliptin (Mk-3102), A Once-Weekly Dipeptidyl Peptidase-IV (DPP-4) Inhibitor, in Patients With Renal Impairment" (PDF). Merck & Co., Inc. Retrieved 20 September 2015.
↑ McIntosh, C; Demuth, H; Pospisilik, J; Pederson, R (2005). "Dipeptidyl peptidase IV inhibitors: How do they work as new antidiabetic agents?". Regulatory Peptides 128 (2): 159–65. doi:10.1016/j.regpep.2004.06.001. PMID 15780435.
↑ Behme, Margaret T; Dupré, John; McDonald, Thomas J (2003). "Glucagon-like peptide 1 improved glycemic control in type 1 diabetes". BMC Endocrine Disorders 3 (1): 3. doi:10.1186/1472-6823-3-3. PMC: 154101. PMID 12697069.
↑ Dupre, J.; Behme, M. T.; Hramiak, I. M.; McFarlane, P.; Williamson, M. P.; Zabel, P.; McDonald, T. J. (1995). "Glucagon-like peptide I reduces postprandial glycemic excursions in IDDM". Diabetes 44 (6): 626–30. doi:10.2337/diabetes.44.6.626. PMID 7789625.
↑ "Merck MARIZEV Once-Weekly DPP-4 Inhibitor For Type2 Diabetes Approved In Japan". NASDAQ. 28 September 2015. Retrieved 29 September 2015.
↑ http://www.mercknewsroom.com/news/company-statements/merck-provides-update-filing-plans-omarigliptin-investigational-dpp-4-inhibi

Biguanides	Metformin^# Buformin<sp>‡ Phenformin^‡

TZDs/"glitazones" (PPAR)	Ciglitazone^§ Darglitazone^§ Englitazone^§ Lobeglitazone Netoglitazone^§ Pioglitazone Rivoglitazone^† Rosiglitazone Troglitazone^‡

Dual PPAR agonists	Aleglitazar^† Muraglitazar^§ Saroglitazar Tesaglitazar^§

Secretagogues

K+ ATP

Sulfonylureas	1st generation: Acetohexamide Carbutamide Chlorpropamide Metahexamide Tolbutamide Tolazamide 2nd generation: Glibenclamide (Glyburide)^# Glibornuride Glicetanile Gliclazide Gliflumide Glipizide Gliquidone Glisoxepide Glyclopyramide Glimepiride

Meglitinides/"glinides"	Nateglinide Repaglinide Mitiglinide

GLP-1 agonists

DPP-4 inhibitors

GPR40 Free fatty acid receptor 1

Fasiglifam^†

Analogs/other insulins

fast-acting (Insulin lispro
Insulin aspart
Insulin glulisine)
short-acting (Regular insulin)
long-acting (Insulin glargine
Insulin detemir
NPH insulin)
ultra-long-acting (Insulin degludec^†)
inhalable Exubera^‡
Afrezza

Other

Aldose reductase inhibitors	Epalrestat Fidarestat^§ Ranirestat^† Tolrestat^‡ Zenarestat^§

Alpha-glucosidase inhibitors	Acarbose Miglitol Voglibose

Amylin analog	Pramlintide

Sodium glucose transporter (SGLT2) inhibitors	Canagliflozin Dapagliflozin Empagliflozin Remogliflozin^§ Sergliflozin^§ Tofogliflozin^†

Other	Benfluorex^‡ Bromocriptine

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

Merck & Co., Inc.

Corporate directors:	Richard Clark Johnnetta Cole William Harrison William Kelley Rochelle Lazarus Thomas Shenk Anne Tatlock Samuel Thier Wendell Weeks Peter Wendell

Products:	Alendronate Aprepitant Ertapenem Ezetimibe Ezetimibe/simvastatin Finasteride Fosaprepitant Indinavir Losartan Lovastatin Montelukast Omarigliptin Raltegravir Rizatriptan Rofecoxib Simvastatin Sitagliptin Vorinostat

Publications:	The Merck Manuals Index Manual Veterinary Geriatrics

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Omarigliptin

History

References

See also