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N3538

Sigma-Aldrich

Nateglinide

≥98% (HPLC), solid

Sinonimo/i:

Fastic, N-[(trans-4-isopropylcyclohexyl)carbonyl]-D-phenylalanine, Starlix, Starsis

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About This Item

Formula empirica (notazione di Hill):
C19H27NO3
Numero CAS:
105816-04-4
Peso molecolare:
317.42
Numero MDL:
MFCD00875706
Codice UNSPSC:
12352200
ID PubChem:
329818636
NACRES:
NA.77

Livello qualitativo

100

Saggio

≥98% (HPLC)

Stato

solid

Colore

white to off-white

Solubilità

DMSO: >5 mg/mL
H2O: insoluble

Ideatore

Novartis

Temperatura di conservazione

room temp

Stringa SMILE

CC(C)[C@@H]1CC[C@H](CC1)C(=O)N[C@H](Cc2ccccc2)C(O)=O

InChI

1S/C19H27NO3/c1-13(2)15-8-10-16(11-9-15)18(21)20-17(19(22)23)12-14-6-4-3-5-7-14/h3-7,13,15-17H,8-12H2,1-2H3,(H,20,21)(H,22,23)/t15-,16-,17-/m1/s1
OELFLUMRDSZNSF-BRWVUGGUSA-N

Informazioni sul gene

human ... ABCC8(6833) , KCNJ11(3767)

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Azioni biochim/fisiol

Nateglinide is a Kir6.2/SUR1 channel inhibitor and antidiabetic. It is selective for the SUR1 subtype, which is found on pancreatic islet cells. Nateglinide evokes KATP channel-dependent insulin secretion (50-200 μM) in the absence and presence of insulin.
Nateglinide is a short-acting insulin secretagogue useful in treating type 2 diabetes. It is an insulinotropic agent effective for postprandial hyperglycemia. Nateglinide restores prandial insulin levels in a glucose-dependent manner.

Caratteristiche e vantaggi

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
018K47013
018K47012
018K47011
018K4701

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Julia Kreis et al.
Health policy (Amsterdam, Netherlands), 104(1), 27-31 (2011-12-06)
In Germany, coverage decisions in the statutory health insurance (SHI) system are based on the principles of evidence-based medicine. Recently, an evidence assessment by the Institute for Quality and Efficiency in Health Care (IQWiG) of the oral antidiabetics of the
Julio Rosenstock et al.
Diabetes care, 27(6), 1265-1270 (2004-05-27)
A randomized, parallel-group, open-label, multicenter 16-week clinical trial compared efficacy and safety of repaglinide monotherapy and nateglinide monotherapy in type 2 diabetic patients previously treated with diet and exercise. Enrolled patients (n = 150) had received treatment with diet and
Toshiyuki Takanohashi et al.
European journal of drug metabolism and pharmacokinetics, 37(1), 9-15 (2011-10-21)
Nateglinide and mitiglinide are immediate short-acting insulinotropic agents. Both are administered preprandially to control postprandial hyperglycemia. Glinide drugs are characterized by immediate onset as well as rapid disappearance of effect as compared with sulfonylurea drugs. We examined the rapidity of
[Glinides].
Tomoya Mita et al.
Nihon rinsho. Japanese journal of clinical medicine, 70 Suppl 3, 608-613 (2012-07-10)
A S Abdelmoneim et al.
Diabetes, obesity & metabolism, 14(2), 130-138 (2011-09-20)
Insulin secretagogues promote insulin release by binding to sulfonylurea receptors on pancreatic β-cells (SUR1). However, these drugs also bind to receptor isoforms on cardiac myocytes (SUR2A) and vascular smooth muscle (SUR2B). Binding to SUR2A/SUR2B may inhibit ischaemic preconditioning, an endogenous
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