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Nateglinide

Cat. No. 4231

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Alternative Names: A-4166, Senaglinide

Chemical Name: N-[[4-(1-Methylethyl)cyclohexyl]carbonyl]-D-phenylalanine

Biological Activity

K_ir6 (K_ATP) blocker. Exhibits in vitro tissue selectivity for pancreatic β-cell-type K_ir6 channels over cardiovascular K_ir6 channels; displays high affinity for SUR1/K_ir6.2 channels. Hypoglycemic agent; stimulates insulin secretion from pancreatic β-cells by increasing cytosolic Ca²⁺ concentration.

Technical Data

M.Wt:

317.42

Formula:

C₁₉H₂₇NO₃

Solubility:

Soluble to 100 mM in DMSO

Storage:

Store at RT

CAS No:

105816-04-4

The technical data provided above is for guidance only.
For batch specific data refer to the Certificate of Analysis.

Resources

Certificate of Analysis / Safety Data Sheet

Certificate of Analysis: View current batch

Safety Data Sheet: View Safety Data Sheet

References

Shinkai et al (1989) N-(cyclohexylcarbonyl)-D-phenylalanines and related compounds. A new class of hypoglycemic agents. J.Med.Chem. 32 1436. PMID: 2738878.

Fujitani et al (1997) The ability of a new hypoglycemic agent, A-4166, compared to sulphonylureas, to increase cytosolic Ca²⁺ in pancreatic beta-cells under metabolic inhibition. Br.J.Pharmacol. 120 1191. PMID: 9105692.

Hu et al (1999) Tissue selectivity of antidiabetic agent nateglinide: study on cardiovascular and β-cell K_ATP channels. J.Pharmacol.Exp.Ther. 291 1372. PMID: 10565863.

Chachin et al (2003) Nateglinide, a D-phenylalanine derivative lacking either a sulfonylurea or benzamido moiety, specifically inhibits pancreatic β-cell-type K_ATP channels. J.Pharmacol.Exp.Ther. 304 1025. PMID: 12604678.

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