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Vildagliptin

SIGMA/SML2302 - ≥98% (HPLC)

Synonym: Vildagliptin; (2S)-1-[[(3-Hydroxytricyclo[3.3.1.13,7]dec-1-yl)amino]acetyl]-2-pyrrolidinecarbonitrile; LAF-237; NVP-LAF237; (S)-1-(((1R,3R,5R,7S)-3-hydroxyadamantan-1-yl)glycyl)pyrrolidine-2-carbonitrile

CAS Number: 274901-16-5
Empirical Formula (Hill Notation): C17H25N3O2
Molecular Weight: 303.40
MDL Number: MFCD08275142
Linear Formula: C17H25N3O2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-SML2302-50MG 50 mg
$82.30
1/EA
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45-SML2302-250MG 250 mg
$321.00
1/EA
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assay ≥98% (HPLC)
color white to beige
form powder
InChI 1S/C17H25N3O2/c18-9-14-2-1-3-20(14)15(21)10-19-16-5-12-4-13(6-16)8-17(22,7-12)11-16/h12-14,19,22H,1-8,10-11H2/t12-,13+,14-,16+,17-/m0/s1
InChI key SYOKIDBDQMKNDQ-NHMCJKAESA-N
optical activity [α]/D -81 to -91°, c = 0.1 in methanol
SMILES string N#C[C@H]1N(CCC1)C(CN[C@@](C[C@]2([H])C3)(C[C@@](C2)([H])C4)C[C@@]34O)=O
solubility DMSO: 2 mg/mL, clear
storage temp. 2-8°C
Application: Vildagliptin has been used:
• as a dipeptidyl peptidase-4 (DPP4) inhibitor to study its effects on endoplasmic reticulum (ER) pathway under diabetic conditions
• in pharmacological inhibition to investigate the kinetics of transposable element (TE) desilencing and confirm its dependence on DPF-3 (a P-granule-localized N-terminal dipeptidase) enzymatic activity
• to study its electrochemical properties and determination in biological fluid and drug forms

Biochem/physiol Actions: Vildagliptin ia a selective inhibitor of dipeptidyl peptidase 4 (DPP4). This enzyme breaks down the incretins GLP-1 and GIP, gastrointestinal hormones that are released in response to a meal. By preventing GLP-1 and GIP inactivation, GLP-1 and GIP are able to potentiate the secretion of insulin and suppress the release of glucagon by the pancreas.
Biochem/physiol Actions: Vildagliptin may participate in lipid metabolism. It plays a key role in attenuating postprandial hypertriglyceridemia, reducing serum triglycerides, apolipoprotein B, and blood total cholesterol levels. Vildagliptin is used in diabetes mellitus type 2 (DM2) therapy and may also possess vasculoprotective properties. Vildagliptin also helps to improve mitochondrial dysfunction caused by diabetes.
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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