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SML3697

Sigma-Aldrich

Anagliptin

≥98% (HPLC)

Synonym(s):

(S)-N-(2-(2-(2-Cyanopyrrolidin-1-yl)-2-oxoethylamino)-2-methylpropyl)-2-methylpyrazolo[1,5-a]pyrimidine-6-carboxamide, N-[2-({2-[(2S)-2-Cyanopyrrolidine-1-yl]-2-oxoethyl}amino)-2-methylpropyl]-2-methylpyrazolo[1,5-a]pyrimidine-6-carboxamide, SK 0403, SK-0403, SK0403

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About This Item

Empirical Formula (Hill Notation):
C19H25N7O2
CAS Number:
739366-20-2
Molecular Weight:
383.45
MDL number:
MFCD19443729
UNSPSC Code:
51111800
UNSPSC Code:
12352200
NACRES:
NA.21

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

Biochem/physiol Actions

Anagliptin is an orally active, potent and selective dipeptidyl peptidase 4 (DPP-IV; DPP4) inhibitor (DPP4/8/9 IC50 = 3.8/68/60 nM). When administered in vivo (0.3% w/w in diet), anagliptin shows anti-atherosclerotic efficay in apoE-deficient mice and ameliorates diabetes in mice with haploinsufficiency of glucokinase on a high-fat diet.

Storage Class

11 - Combustible Solids

wgk_germany

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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Noriyasu Kato et al.
Bioorganic & medicinal chemistry, 19(23), 7221-7227 (2011-10-25)
In the course of our program for discovery of novel DPP-IV inhibitors, a series of pyrazolo[1,5-a]pyrimidines were found to be novel DPP-IV inhibitors. We identified N-[2-({2-[(2S)-2-cyanopyrrolidin-1-yl]-2-oxoethyl}amino)-2-methylpropyl]-2-methylpyrazolo[1,5-a]pyrimidine-6-carboxamide hydrochloride (4a) and described its pharmacological profiles.
Keizo Nakaya et al.
Metabolism: clinical and experimental, 62(7), 939-951 (2013-06-26)
Type 2 diabetes is a chronic metabolic disorder characterized by hyperglycemia with insulin resistance and impaired insulin secretion. DPP-4 inhibitors have attracted attention as a new class of anti-diabetic agents for the treatment of type 2 diabetes. We investigated the
Nasib Ervinna et al.
Endocrinology, 154(3), 1260-1270 (2013-01-23)
Dipeptyl peptidase-4 (DPP-4) inhibitors modulate the progression of atherosclerosis. To gain insights into their mechanism of action, 9-wk-old male apolipoprotein E (apoE)-deficient mice were fed a DPP-4 inhibitor, anagliptin-containing diet. The effects of anagliptin were investigated in, a monocyte cell

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