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SML0234

Sigma-Aldrich

Mitiglinide calcium

≥98% (HPLC)

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

Quality Level

100

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

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

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

InChI key

PMRVFZXOCRHXFE-FMEJWYFOSA-L

Biochem/physiol Actions

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Haley M Phillippe et al.
The Annals of pharmacotherapy, 44(10), 1615-1623 (2010-09-16)
To review the pharmacology, pharmacokinetics, efficacy, and safety of mitiglinide, a rapid-acting insulin secretion-stimulating agent to determine its potential role in therapy for the treatment of type 2 diabetes mellitus. A MEDLINE search (1966-May 2010) was conducted for English-language, human
Masanori Abe et al.
Endocrine journal, 57(7), 579-586 (2010-05-15)
Mitiglinide is a rapid- and short-acting insulinotropic sulfonylurea receptor ligand and features rapid hypoglycemic action. To date, no prospective study has evaluated the use of mitiglinide in diabetic patients receiving hemodialysis (HD). In this study we evaluated the efficacy and
Jin Ah Jung et al.
Clinical drug investigation, 32(12), 799-804 (2012-10-27)
In the treatment of diabetes mellitus, combined drugs with different mechanisms of action can be effective when adequate glycaemic control is difficult with monotherapy. A fixed-dose combination (FDC) tablet of mitiglinide and metformin has been developed as a second-line treatment
H Konya et al.
The Journal of international medical research, 37(6), 1904-1912 (2010-02-12)
This study investigated the effects of mitiglinide in 16 patients with type 2 diabetes mellitus treated with 30 mg/day mitiglinide, divided into three doses given just before each meal, for approximately 12 months. A 450 kcal meal tolerance test was
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
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