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Merck
CN

SML0234

Mitiglinide calcium

≥98% (HPLC)

Synonym(s):

(aS,3aR,7aS)-Octahydro-g-oxo-a-(phenylmethyl)-2H-isoindole-2-butanoic acid calcium salt, KAD 1229, Mitiglinide hemicalcium salt, S 21403, [2(S)-cis]-Octahydro-g-oxo-a-(phenylmethyl)-2H-isoindole-2-butanoic acid calclium salt

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About This Item

Empirical Formula (Hill Notation):
C19H24NO3·0.5Ca
CAS Number:
145525-41-3
Molecular Weight:
334.44
NACRES:
NA.77
PubChem Substance ID:
329825247
UNSPSC Code:
12352200
MDL number:
MFCD09955408

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InChI

1S/2C19H25NO3.Ca/c2*21-18(20-12-15-8-4-5-9-16(15)13-20)11-17(19(22)23)10-14-6-2-1-3-7-14;/h2*1-3,6-7,15-17H,4-5,8-13H2,(H,22,23);/q;;+2/p-2/t2*15-,16+,17-;/m00./s1

SMILES string

O=C(C[C@H](Cc1ccccc1)C(=O)O[Ca]OC(=O)[C@H](CC(=O)N2C[C@H]3CCCC[C@H]3C2)Cc4ccccc4)N5C[C@H]6CCCC[C@H]6C5

InChI key

PMRVFZXOCRHXFE-FMEJWYFOSA-L

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +5 to +9° (c=1, MeOH)

storage condition

desiccated

color

white to beige

solubility

DMSO: ≥10 mg/mL at warmed to 60 °C

storage temp.

room temp

Quality Level

100

Biochem/physiol Actions

Mitiglinide calcium is a highly selective KATP channel antagonist
Mitiglinide is a drug for the treatment of type 2 diabetes. It is a highly selective KATP channel antagonist Mitiglinide is a hypoglycemic agent that closes adenosine triphosphate (ATP)–sensitive potassium channels (KATP channel s) in the pancreatic β-islet cells.

Features and Benefits

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000149027
0000149027
0000032796
0000032792
0000018956

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Shuang Cai et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 877(29), 3619-3624 (2009-09-15)
Mitiglinide is a new insulinotropic agent of the glinide class and its precise mechanism is not very clear yet. In this study, a urinary metabonomics method based on ultra-performance liquid chromatography-tandem mass spectrometry was developed to study the effect mechanism
J Zhang et al.
Journal of clinical pharmacy and therapeutics, 37(1), 95-99 (2011-04-27)
Mitiglinide (MGN) is a new insulinotropic agent of the glinide class with rapid onset. The effects of food intake on the pharmacokinetic (PK) profile of mitiglinide tablets after single oral administration have not yet been reported in healthy adults. We
Bo Wang et al.
Cytokine, 57(2), 300-303 (2011-12-02)
Fibroblast growth factor 21 (FGF-21) has been identified as a potent metabolic regulator. Despite the importance of FGF-21 in the regulation of glucose, lipid and energy homeostasis, much less is known about the effect of common anti-diabetic treatment on the
Kohei Kaku et al.
Endocrine journal, 56(6), 739-746 (2009-06-10)
This study was performed to examine the efficacy and safety of the rapid- and short-acting insulinotropic SUR ligand mitiglinide given as add-on therapy for 52 weeks in type 2 diabetic patients whose blood glucose was insufficiently controlled by pioglitazone monotherapy.
Lisa Kitasato et al.
Cardiovascular diabetology, 11, 79-79 (2012-07-04)
The risk of cardiovascular complication in a diabetes patient is similar to that in a nondiabetic patient with a history of myocardial infarction. Although intensive control of glycemia achieved by conventional antidiabetic agents decreases microvascular complications such as retinopathy and
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