Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C19H20ClN3O4S |
Molecular Weight | 421.898 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]3(C[C@@H](C(=O)NC1=CN=CC=N1)C2=CC=C(C(Cl)=C2)S(C)(=O)=O)CCC(=O)C3
InChI
InChIKey=XEANIURBPHCHMG-SWLSCSKDSA-N
InChI=1S/C19H20ClN3O4S/c1-28(26,27)17-5-3-13(10-16(17)20)15(9-12-2-4-14(24)8-12)19(25)23-18-11-21-6-7-22-18/h3,5-7,10-12,15H,2,4,8-9H2,1H3,(H,22,23,25)/t12-,15+/m0/s1
Molecular Formula | C19H20ClN3O4S |
Molecular Weight | 421.898 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Piragliatin is a nonessential, mixed-type (i.e. increases maximal velocity and affinity of glucokinase for glucose) small-molecule activators of glucokinase. Preclinical pharmacology studies confirmed that piragliatin had activity in both pancreatic beta-cell and hepatic cell glucose metabolism. Piragliatin augmented glucose-stimulated insulin secretion (GSIS) in human islets from both normal individuals and patients with type 2 diabetes, primarily by left-shifting the glucose dependency curve of GSIS. In healthy volunteers a single administration of piragliatin showed dose-dependent reduction of fasting plasma glucose. The glucokinase activator piragliatin has an acute glucose-lowering action in patients with mild type 2 diabetes, mainly mediated through a generalized enhancement of beta-cell function and through fasting restricted changes in glucose turnover. Headache and mild hypoglycemia were the most frequent adverse events associated with piragliatin treatment. The effect of piragliatin treatment on the QTc interval was dose/exposure dependent following short-term multiple doses. Piragliatin had been in phase II clinical trial for the treatment of Type 2 diabetes mellitus. However, this development was discontinued.
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
A metabolomics approach to elucidate effects of food deprivation in juvenile rainbow trout (Oncorhynchus mykiss). | 2010 Dec |
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Glucokinase activators (GKAs) promise a new pharmacotherapy for diabetics. | 2010 Jun 16 |
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Glucokinase activation repairs defective bioenergetics of islets of Langerhans isolated from type 2 diabetics. | 2012 Jan 1 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20739378
Single-dose 25 or 100 mg
Route of Administration:
Oral
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:02:08 GMT 2023
by
admin
on
Fri Dec 15 16:02:08 GMT 2023
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Record UNII |
BM1HR7IP1L
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Record Status |
Validated (UNII)
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Record Version |
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C29711
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Related Record | Type | Details | ||
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TARGET -> ACTIVATOR |
Related Record | Type | Details | ||
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ACTIVE MOIETY |