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 |
|---|---|---|
| [Acute cholestatic hepatitis induced by glimepiride]. | 2000 Dec |
|
| Comparison of the effects of three sulfonylureas on in vivo insulin action. | 2001 |
|
| Effects of fluconazole and fluvoxamine on the pharmacokinetics and pharmacodynamics of glimepiride. | 2001 Apr |
|
| The NEPI antidiabetes study (NANSY). 1: short-term dose-effect relations of glimepiride in subjects with impaired fasting glucose. | 2001 Dec |
|
| The sulfonylurea glimepiride regulates intracellular routing of the insulin-receptor complexes through their interaction with specific protein kinase C isoforms. | 2001 Feb |
|
| [Glimepiride (Amaryl): a review of its pharmacological and clinical profile]. | 2001 Jul |
|
| Effect of gemfibrozil on the pharmacokinetics and pharmacodynamics of glimepiride. | 2001 Nov |
|
| [Progress in studies on antidiabetic agents]. | 2001 Sep |
|
| Haemodynamic and metabolic effects of low daily dose sulphonylureas in diabetic dog hearts. | 2002 |
|
| [Differential type 2 diabetes therapy based on pathophysiological aspects]. | 2002 Aug |
|
| Sulfonylurea stimulation of insulin secretion. | 2002 Dec |
|
| Vascular effects of glibenclamide vs. glimepiride and metformin in Type 2 diabetic patients. | 2002 Feb |
|
| Antiaggregatory activity of hypoglycaemic sulphonylureas. | 2002 Jul |
|
| Oral hypoglycemic sulfonylurea glimepiride preserves the myoprotective effects of ischemic preconditioning. | 2002 Jun 15 |
|
| Effects of insulin and sulphonylureas on insulin-like growth factor-I levels in streptozotocin-induced diabetic rats. | 2002 Oct-Dec |
|
| Glimepiride and serum adiponectin level in type 2 diabetic subjects: response to Nagasaka et al. | 2003 Dec |
|
| Comparison between repaglinide and glimepiride in patients with type 2 diabetes mellitus: a one-year, randomized, double-blind assessment of metabolic parameters and cardiovascular risk factors. | 2003 Feb |
|
| Impairment of myocardial protection in type 2 diabetic patients. | 2003 Feb |
|
| Plasma adiponectin plays an important role in improving insulin resistance with glimepiride in elderly type 2 diabetic subjects. | 2003 Feb |
|
| Efficacy and safety profile of glimepiride in Mexican American Patients with type 2 diabetes mellitus: a randomized, placebo-controlled study. | 2003 Jan |
|
| Glimepiride reduces mononuclear activation of the redox-sensitive transcription factor nuclear factor-kappa B. | 2003 Jul |
|
| Comparison of the micro- and macro-vascular effects of glimepiride and gliclazide in metformin-treated patients with Type 2 diabetes: a double-blind, crossover study. | 2003 Jun |
|
| Summaries for patients. A comparison of three insulin regimens (morning glargine, bedtime glargine, or bedtime neutral protamine Hagedorn) in addition to a pill for treating type 2 diabetes. | 2003 Jun 17 |
|
| The mechanisms underlying the unique pharmacodynamics of nateglinide. | 2003 Mar |
|
| Lichenoid drug eruption as a result of the recently released sulfonylurea glimepiride. | 2003 Nov |
|
| Risk of hypoglycaemia with oral antidiabetic agents in patients with Type 2 diabetes. | 2003 Oct |
|
| 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 |
|
| Determination of glimepiride in human plasma by liquid chromatography-electrospray ionization tandem mass spectrometry. | 2004 Jan 5 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:00:55 UTC 2023
by
admin
on
Sat Dec 16 08:00:55 UTC 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
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24T6XIR2MZ
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admin on Sat Dec 16 08:00:55 UTC 2023 , Edited by admin on Sat Dec 16 08:00:55 UTC 2023
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3476
Created by
admin on Sat Dec 16 08:00:55 UTC 2023 , Edited by admin on Sat Dec 16 08:00:55 UTC 2023
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| Related Record | Type | Details | ||
|---|---|---|---|---|
|
PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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