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Vildagliptin

CAT: 0013-GTR19162424-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19162424-02Size:10 mg
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Description
Vildagliptin, previously identified as LAF237, is a new oral anti-hyperglycemic agent (anti-diabetic drug) of the new dipeptidyl peptidase-4 (DPP-4) inhibitor class of drugs. Vildagliptin inhibits the inactivation of GLP-1 and GIP by DPP-4, allowing GLP-1 and GIP to potentiate the secretion of insulin in the beta cells and suppress glucaon release by the alpha cells of the islets of Langerhans in the pancreas. It is currently in clinical trials in the U.S. and has been shown to reduce hyperglycemia in type 2 diabetes mellitus. While the drug is still not approved for use in the US, it was approved in Feb 2008 by European Medicines Agency for use within the EU and is listed on the Australian PBS with certain restrictions. (In Vitro) :Vildagliptin promotes beta cell survival by inhibiting cell apoptosis. Vildagliptin also promotes cell proliferation. (In Vivo) :Vildagliptin (35 mg/kg; once daily by oral gavage) increases plasma active GLP-1 levels in islets of db/db mice.Vildagliptin (10 μmol/kg; orally) significantly decreases glucose excursions and stimulate insulin secretion in obese male Zucker rats.
CAS Number
274901-16-5
Product Name Alternative
LAF-237
Field of Research
Pharmacology & Drug Discovery
Purity
>98% (HPLC)
Solubility
Ethanol: 60 mg/mL (197.75 mM) ; Water: 60 mg/mL (197.75 mM) ; DMSO: 60 mg/mL (197.75 mM)
Smiles
N#C[C@H]1N (C (CN[C@@]23C[C@@]4 (O) C[C@] (C3) ([H]) C[C@@] (C4) ([H]) C2) =O) CCC1
Molecular Formula
C17H25N3O2
Molecular Weight
303.4
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
(S) -1- (2- (((1s,3R,5R,7S) -3-hydroxyadamantan-1-yl) amino) acetyl) pyrrolidine-2-carbonitrile

Chemical Information

Vildagliptin

Vildagliptin is an amino acid amide.

CAS Number274901-16-5
PubChem CID6918537
IUPAC Name(2S)-1-[2-[(3-hydroxy-1-adamantyl)amino]acetyl]pyrrolidine-2-carbonitrile
Molecular FormulaC17H25N3O2
Molecular Weight303.4
XLogP0.9
Topological Polar Surface Area76.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Heavy Atom Count22
Formal Charge0
Complexity523
SMILES
C1C[C@H](N(C1)C(=O)CNC23CC4CC(C2)CC(C4)(C3)O)C#N
InChI
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
InChIKey
SYOKIDBDQMKNDQ-XWTIBIIYSA-N
Chemical Structure
2D Structure
2D structure of Vildagliptin
CAS: 274901-16-5
CID: 6918537
Formula: C17H25N3O2
MW: 303.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight303.4
XLogP30.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Exact Mass303.19467705
Monoisotopic Mass303.19467705
Topological Polar Surface Area76.4 Ų
Heavy Atom Count22
Formal Charge0
Complexity523
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
FV29102-01Vildagliptin

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