Details
Stereochemistry | ACHIRAL |
Molecular Formula | C16H22N4O.C4H4O4 |
Molecular Weight | 402.4442 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 3 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)\C=C\C(O)=O.CN1CCCC1=NC(=NC2=CC=CC=C2)N3CCOCC3
InChI
InChIKey=ZSAMTXUUUFXIII-WLHGVMLRSA-N
InChI=1S/C16H22N4O.C4H4O4/c1-19-9-5-8-15(19)18-16(20-10-12-21-13-11-20)17-14-6-3-2-4-7-14;5-3(6)1-2-4(7)8/h2-4,6-7H,5,8-13H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1+
Molecular Formula | C4H4O4 |
Molecular Weight | 116.0722 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Optical Activity | NONE |
Molecular Formula | C16H22N4O |
Molecular Weight | 286.3721 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 2 |
Optical Activity | NONE |
Linogliride is a substituted guanidine structurally unrelated to the sulphonylureas but with a similar mechanism of action. Linogliride potentiates insulin release in isolated islets and in the perfused pancreas. In islets, linogliride is reported to stimulate insulin secretion in the presence of glucose but not in its absence. Linogliride and the sulphonylureas act via closely related mechanisms. Possible extrapancreatic effects of the agent have also been suggested. Linogliride produces hypoglycaemic effects in various non-diabetic and diabetic animals. In normal rats and dogs, it improves glucose tolerance and in fasted rats or mice, linogliride lowers blood glucose. Linogliride showed modest effects in the db/db mice but significantly lowered fasting blood glucose in neonatal streptozotocin-treated rats. Clinical studies with non-insulin-dependent diabetes patients have shown linogliride to be effective at lowering fasting and postprandial plasma glucose levels in non-insulin-dependent diabetes patients. linogliride leads to a decrease in the activity of ATP-sensitive K+ channels.
Originator
Approval Year
PubMed
Title | Date | PubMed |
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Determination of linogliride in biological fluids by high-performance liquid chromatography. | 1984 Nov 28 |
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Linogliride fumarate, representing a new class of oral hypoglycemic agent for diabetes. | 1987 Nov |
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Postreceptor regulation of insulin action in primary cultures of rat hepatocytes by oral hypoglycemic agents: effects of linogliride and chlorpropamide. | 1989 Nov |
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Inhibition of ATP-sensitive K+ channels in pancreatic beta-cells by nonsulfonylurea drug linogliride. | 1991 Jul |
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Effect of linogliride on hormone release from perfused rat pancreas. Fuel dependence and desensitization by tolbutamide. | 1991 Jul |
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Inhibition of ATP-sensitive potassium channels causes reversible cell-cycle arrest of human breast cancer cells in tissue culture. | 1995 Feb |
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Biotransformation of linogliride, a hypoglycemic agent in laboratory animals and humans. | 1995 Jun |
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Mechanisms of hypoxic vasodilation in ferret pulmonary arteries. | 1995 Sep |
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An ATP-sensitive K(+) current that regulates progression through early G1 phase of the cell cycle in MCF-7 human breast cancer cells. | 1999 Sep 1 |
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The preparation and evaluation of salt forms of linogliride with reduced solubilities as candidates for extended release. | 2017 Mar |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8562609
Single dose - 100 mg per subject
Route of Administration:
Oral
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:30:04 UTC 2023
by
admin
on
Fri Dec 15 15:30:04 UTC 2023
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Record UNII |
4326S15UIP
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Record Status |
Validated (UNII)
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Record Version |
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-
Download
Name | Type | Language | ||
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Official Name | English | ||
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Code | English | ||
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Common Name | English |
Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C29711
Created by
admin on Fri Dec 15 15:30:04 UTC 2023 , Edited by admin on Fri Dec 15 15:30:04 UTC 2023
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C044425
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78782-47-5
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T-15
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C87619
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66630041
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4326S15UIP
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CHEMBL40356
Created by
admin on Fri Dec 15 15:30:04 UTC 2023 , Edited by admin on Fri Dec 15 15:30:04 UTC 2023
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PRIMARY |
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PARENT -> SALT/SOLVATE | |||
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PARENT -> SALT/SOLVATE |
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ACTIVE MOIETY |