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1457607

USP

Nateglinide

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C19H27NO3
CAS Number:
105816-04-4
Molecular Weight:
317.42
MDL number:
MFCD00875706
UNSPSC Code:
41116107
PubChem Substance ID:
329750535
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

nateglinide

manufacturer/tradename

USP

application(s)

pharmaceutical (small molecule)

format

neat

SMILES string

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

InChI key

OELFLUMRDSZNSF-BRWVUGGUSA-N

Gene Information

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

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Biochem/physiol Actions

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.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

related product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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James F McLeod
Clinical pharmacokinetics, 43(2), 97-120 (2004-01-30)
The prevalence and medical and economic impact of type 2 diabetes mellitus is increasing in Western societies. New agents have been developed that act primarily to reduce postprandial glucose excursions, which may be of particular significance now that postprandial glucose
T L Levien et al.
The Annals of pharmacotherapy, 35(11), 1426-1434 (2001-11-29)
To review the pharmacology, pharmacokinetics, dosing guidelines, adverse effects, drug interactions, and clinical efficacy of nateglinide. Primary and review articles regarding nateglinide were identified by MEDLINE search (from 1966 to January 2001); abstracts were identified through the Institute for Scientific
[NAVIGATOR trial (nateglinide)].
Satoru Tsujii
Nihon rinsho. Japanese journal of clinical medicine, 63 Suppl 2, 483-487 (2005-03-23)
Nateglinide, a new agent for postprandial glucose control in type 2 diabetes.
Srividya Kotapati
Connecticut medicine, 66(5), 269-272 (2002-06-20)
T Ikenoue et al.
Nihon yakurigaku zasshi. Folia pharmacologica Japonica, 116(3), 171-180 (2000-10-14)
An early defect in Type 2 diabetes is the loss of acute insulin release after food intake, which causes prolonged elevation of postprandial glucose levels. Suppressing postprandial hyperglycemia is considered to be very important for preventing diabetic complications. Sulfonylureas are
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