Repaglinide information

Repaglinide
Clinical data
Trade names	Prandin, Novonorm, Enyglid, others
AHFS/Drugs.com	Monograph
MedlinePlus	a600010
License data	EU EMA: by INN; US DailyMed: Repaglinide; US FDA: Prandin;
Pregnancy; category	AU: C; ;
Routes of; administration	By mouth
ATC code	A10BX02 (WHO) ;
Legal status
Legal status	AU: S4 (Prescription only); CA: ℞-only; UK: POM (Prescription only); US: ℞-only; EU: Rx-only;
Pharmacokinetic data
Bioavailability	56% (oral)
Protein binding	>98%
Metabolism	Liver oxidation and glucuronidation (CYP3A4-mediated)
Elimination half-life	1 hour
Excretion	Fecal (90%) and kidney (8%)
Identifiers
	IUPAC name (S)-2-Ethoxy-4-(1-[2-{piperidin-1-yl}phenyl]-3-methylbutylcarbamoylmethyl)benzoic acid;
CAS Number	135062-02-1 ;
PubChem CID	65981;
IUPHAR/BPS	6841;
DrugBank	DB00912 ;
ChemSpider	59377 ;
UNII	668Z8C33LU;
KEGG	D00594 ;
ChEMBL	ChEMBL1272 ;
CompTox Dashboard (EPA)	DTXSID3023552 ;
ECHA InfoCard	100.158.190
Chemical and physical data
Formula	C27H36N2O4
Molar mass	452.595 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	126 to 128 °C (259 to 262 °F)
	SMILES O=C(O)c1ccc(cc1OCC)CC(=O)N[C@H](c2ccccc2N3CCCCC3)CC(C)C;
	InChI InChI=1S/C27H36N2O4/c1-4-33-25-17-20(12-13-22(25)27(31)32)18-26(30)28-23(16-19(2)3)21-10-6-7-11-24(21)29-14-8-5-9-15-29/h6-7,10-13,17,19,23H,4-5,8-9,14-16,18H2,1-3H3,(H,28,30)(H,31,32)/t23-/m0/s1 ; Key:FAEKWTJYAYMJKF-QHCPKHFHSA-N ;
	(verify)

Repaglinide is an antidiabetic drug in the class of medications known as meglitinides, and was invented in 1983. Repaglinide is a medication used in addition to diet and exercise for blood sugar control in type 2 diabetes.^[1] The mechanism of action of repaglinide involves promoting insulin release from β-islet cells of the pancreas; like other antidiabetic drugs, a main side effect concern is hypoglycemia.^[1] It is sold by Novo Nordisk under the name of Prandin in the United States, Gluconorm in Canada, Surepost in Japan, Repaglinide in Egypt, and Novonorm elsewhere. In Japan it is produced by Dainippon Sumitomo Pharma.^[2]^{[failed verification]}

^ ^a ^b "DailyMed - Repaglinide - repaglinide tablet". dailymed.nlm.nih.gov. Retrieved 2015-11-04.
^ "Welcome to Novo Nordisk A/S". Novo Nordisk A/S. Retrieved 2015-11-05.

[:0-1] "DailyMed - Repaglinide - repaglinide tablet". dailymed.nlm.nih.gov. Retrieved 2015-11-04.

[:1-2] "Welcome to Novo Nordisk A/S". Novo Nordisk A/S. Retrieved 2015-11-05.

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