Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C24H34N4O5S |
| Molecular Weight | 490.616 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC1=C(C)CN(C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)N[C@@H]3CC[C@H](C)CC3)C1=O
InChI
InChIKey=WIGIZIANZCJQQY-UWUNEBHHSA-N
InChI=1S/C24H34N4O5S/c1-4-21-17(3)15-28(22(21)29)24(31)25-14-13-18-7-11-20(12-8-18)34(32,33)27-23(30)26-19-9-5-16(2)6-10-19/h7-8,11-12,16,19H,4-6,9-10,13-15H2,1-3H3,(H,25,31)(H2,26,27,30)/t16-,19+
| Molecular Formula | C24H34N4O5S |
| Molecular Weight | 490.616 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Haemodynamic and metabolic effects of low daily dose sulphonylureas in diabetic dog hearts. | 2002 |
|
| Influence of diabetic state and that of different sulfonylureas on the size of myocardial infarction with and without ischemic preconditioning in rabbits. | 2002 Aug |
|
| [Molecular mechanisms of insulin secretion]. | 2002 Dec |
|
| Sulfonylurea stimulation of insulin secretion. | 2002 Dec |
|
| Efficacy of glimepiride for the treatment of diabetes occurring during glucocorticoid therapy. | 2002 Dec |
|
| Effect of glimepiride on insulin-stimulated glycogen synthesis in cultured human skeletal muscle cells: a comparison to glibenclamide. | 2002 Dec |
|
| Antiaggregatory activity of hypoglycaemic sulphonylureas. | 2002 Jul |
|
| Rosiglitazone in combination with glimepiride plus metformin in type 2 diabetic patients. | 2002 Jul |
|
| Effect of metabolic inhibition on glimepiride block of native and cloned cardiac sarcolemmal K(ATP) channels. | 2002 Jul |
|
| Glimepiride--well tolerated in daily practice. | 2002 Jul-Aug |
|
| Oral hypoglycemic sulfonylurea glimepiride preserves the myoprotective effects of ischemic preconditioning. | 2002 Jun 15 |
|
| Cholesterol depletion blocks redistribution of lipid raft components and insulin-mimetic signaling by glimepiride and phosphoinositolglycans in rat adipocytes. | 2002 Mar |
|
| Acute effect of glimepiride on insulin-stimulated glucose metabolism in glucose-tolerant insulin-resistant offspring of patients with type 2 diabetes. | 2002 Nov |
|
| Immunoreactive insulin response to a single dose of glimepiride in lean type 2 diabetic subjects. | 2002 Oct |
|
| Dynamics of plasma membrane microdomains and cross-talk to the insulin signalling cascade. | 2002 Oct 30 |
|
| Glyburide and glimepiride pharmacokinetics in subjects with different CYP2C9 genotypes. | 2002 Sep |
|
| [Glimepiride in daily practice]. | 2003 |
|
| [A 50-year history of new drugs in Japan-the development and progress of anti-diabetic drugs and the epidemiological aspects of diabetes mellitus]. | 2003 |
|
| A flaw in the use of sulfonylurea screening to diagnose sulfonylurea overdosages. | 2003 |
|
| Inadvertent sulfonylurea overdosage and hypoglycemia in an elderly woman: failure of serum hypoglycemia screening. | 2003 |
|
| [Glimepiride--an oral antidiabetic agent]. | 2003 |
|
| Glimepiride treatment and IGF-I in adolescents with type 1 diabetes: a prospective, randomized, double-blind, placebo-controlled study. | 2003 Apr |
|
| Prospective multicentre trial comparing the efficacy of, and compliance with, glimepiride or acarbose treatment in patients with type 2 diabetes not controlled with diet alone. | 2003 Aug |
|
| Glimepiride and serum adiponectin level in type 2 diabetic subjects: response to Nagasaka et al. | 2003 Dec |
|
| Change in patients' body weight after 12 months of treatment with glimepiride or glibenclamide in Type 2 diabetes: a multicentre retrospective cohort study. | 2003 Dec |
|
| Effects of glimepiride on HbA(1c) and body weight in Type 2 diabetes: results of a 1.5-year follow-up study. | 2003 Jul |
|
| Effect of glimepiride on serum adiponectin level in subjects with type 2 diabetes. | 2003 Jul |
|
| Glimepiride reduces mononuclear activation of the redox-sensitive transcription factor nuclear factor-kappa B. | 2003 Jul |
|
| Lispro insulin and metformin versus other combination in the diabetes mellitus type 2 management after secondary oral antidiabetic drug failure. | 2003 Jun |
|
| Sulfonylureas and cardiovascular effects: from experimental data to clinical use. Available data in humans and clinical applications. | 2003 Jun |
|
| Characteristics and time course of severe glimepiride- versus glibenclamide-induced hypoglycaemia. | 2003 Jun |
|
| Glimepiride in type 2 diabetes mellitus: a review of the worldwide therapeutic experience. | 2003 Mar |
|
| The mechanisms underlying the unique pharmacodynamics of nateglinide. | 2003 Mar |
|
| [Differences between oral antidiabetics]. | 2003 Mar 20 |
|
| Combined bedtime insulin--daytime sulphonylurea regimen compared with two different daily insulin regimens in type 2 diabetes: effects on HbA1c and hypoglycaemia rate--a randomised trial. | 2003 Mar-Apr |
|
| Effects of sulfonylureas on K(ATP) channel-dependent vasodilation. | 2003 Mar-Apr |
|
| Pitfalls in endosonographic imaging of suspected insulinomas: pancreatic nodules of unknown dignity. | 2003 May |
|
| Study of glimepiride-b-cyclodextrin complex. | 2003 Nov |
|
| Lichenoid drug eruption as a result of the recently released sulfonylurea glimepiride. | 2003 Nov |
|
| The influence of glimepiride on the oxidative state of rats with streptozotocin-induced hyperglycemia. | 2003 Nov |
|
| Efficacy of sulfonylureas with insulin in type 2 diabetes mellitus. | 2003 Nov |
|
| Design of the cooperative study on glycemic control and complications in diabetes mellitus type 2: Veterans Affairs Diabetes Trial. | 2003 Nov-Dec |
|
| Risk of hypoglycaemia with oral antidiabetic agents in patients with Type 2 diabetes. | 2003 Oct |
|
| Glimepiride pharmacokinetics in obese versus non-obese diabetic patients. | 2004 Jan |
|
| Protective actions of gliclazide on high insulin-enhanced neutrophil-endothelial cell interactions through inhibition of mitogen activated protein kinase and protein kinase C pathways. | 2004 Jan |
|
| The influence of glimepiride on the binding kinetics of insulin with its skeletal muscle and liver receptors in rats with short term and prolonged hyperglycemia induced by streptozotocin. | 2004 Jan |
|
| Comparison of the effects of glimepiride and glibenclamide on adipose tissue tumour necrosis factor-alpha mRNA expression and cellularity. | 2004 Jan |
|
| Long-acting sulfonylureas -- long-acting hypoglycaemia. | 2004 Jan 19 |
|
| Determination of glimepiride in human plasma by liquid chromatography-electrospray ionization tandem mass spectrometry. | 2004 Jan 5 |
|
| Prevention of weight gain in type 2 diabetes requiring insulin treatment. | 2004 Mar |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:00:55 GMT 2023
by
admin
on
Sat Dec 16 08:00:55 GMT 2023
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| Record UNII |
24T6XIR2MZ
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| Record Status |
Validated (UNII)
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| Record Version |
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-
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684286-46-2
Created by
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1292314
Created by
admin on Sat Dec 16 08:00:55 GMT 2023 , Edited by admin on Sat Dec 16 08:00:55 GMT 2023
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24T6XIR2MZ
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admin on Sat Dec 16 08:00:55 GMT 2023 , Edited by admin on Sat Dec 16 08:00:55 GMT 2023
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3476
Created by
admin on Sat Dec 16 08:00:55 GMT 2023 , Edited by admin on Sat Dec 16 08:00:55 GMT 2023
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| Related Record | Type | Details | ||
|---|---|---|---|---|
|
PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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