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Details

Stereochemistry ACHIRAL
Molecular Formula C17H16ClNO4
Molecular Weight 333.766
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MEGLITINIDE

SMILES

COC1=CC=C(Cl)C=C1C(=O)NCCC2=CC=C(C=C2)C(O)=O

InChI

InChIKey=SWLAMJPTOQZTAE-UHFFFAOYSA-N
InChI=1S/C17H16ClNO4/c1-23-15-7-6-13(18)10-14(15)16(20)19-9-8-11-2-4-12(5-3-11)17(21)22/h2-7,10H,8-9H2,1H3,(H,19,20)(H,21,22)

HIDE SMILES / InChI

Molecular Formula C17H16ClNO4
Molecular Weight 333.766
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Meglitinide (HB 699) is an antidiabetic compound. Meglitinide is a short-acting insulin secretagogue that targets one of the main defects that characterizes type 2 diabetes: the progressive loss of early phase prandial insulin secretion. It acts in a glucose-dependent manner to close adenosine triphosphate (ATP)-dependent potassium channels on the β-cell membrane, depolarize the β-cell, resulting in the opening of calcium channels, increased calcium influx and insulin secretion.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Glucagon-like peptide analogues for type 2 diabetes mellitus: systematic review and meta-analysis.
2010-12-09
Mitiglinide: a novel agent for the treatment of type 2 diabetes mellitus.
2010-10
Point: postprandial glucose levels are a clinically important treatment target.
2010-08
Recommendations for management of diabetes during Ramadan: update 2010.
2010-08
Effect of ranolazine on A1C and glucose levels in hyperglycemic patients with non-ST elevation acute coronary syndrome.
2010-06
Repaglinide/metformin fixed-dose combination to improve glycemic control in patients with type 2 diabetes: an update.
2010-05-10
Approach to managing hypoglycemia in elderly patients with diabetes.
2010-05
Optimising the medical management of hyperglycaemia in type 2 diabetes in the Middle East: pivotal role of metformin.
2010-01
Effect of meglitinides on postprandial ghrelin secretion pattern in type 2 diabetes mellitus.
2010-01
Aspects of insulin treatment.
2010-01
Pharmacologic management of the older patient with type 2 diabetes mellitus.
2009-12
Combining insulin with metformin or an insulin secretagogue in non-obese patients with type 2 diabetes: 12 month, randomised, double blind trial.
2009-11-09
Is there evidence that oral hypoglycemic agents reduce cardiovascular morbidity/mortality? Yes.
2009-11
Diabetes medications and body weight.
2009-09
Actos Now for the prevention of diabetes (ACT NOW) study.
2009-07-29
A cardiologic approach to non-insulin antidiabetic pharmacotherapy in patients with heart disease.
2009-07-20
Fixed combination of repaglinide and metformin in the management of type 2 diabetes.
2009-06-24
Balancing risk and benefit with oral hypoglycemic drugs.
2009-06
Fixed-dose single tablet antidiabetic combinations.
2009-06
Improving glycemic and cholesterol control through an integrated approach incorporating colesevelam - a clinical perspective.
2009-05-05
Postprandial hyperglycemia as an etiological factor in vascular failure.
2009-04-29
Antihypertensive therapy, new-onset diabetes, and cardiovascular disease.
2009-04
Effect of insulin-unstimulated diabetic therapy with miglitol on serum cystatin C level and its clinical significance.
2009-01
Medical management of hyperglycemia in type 2 diabetes: a consensus algorithm for the initiation and adjustment of therapy: a consensus statement of the American Diabetes Association and the European Association for the Study of Diabetes.
2009-01
Differences in effects of insulin glargine or pioglitazone added to oral anti-diabetic therapy in patients with type 2 diabetes: what to add--insulin glargine or pioglitazone?
2008-12
Fatal metformin overdose presenting with progressive hyperglycemia.
2008-08
Association between serious ischemic cardiac outcomes and medications used to treat diabetes.
2008-08
Interaction of Aqueous Extract of Pleurotus pulmonarius (Fr.) Quel-Champ. with Glyburide in Alloxan Induced Diabetic Mice.
2008-06
Spermicidal activity of sulfonylureas and meglitinide analogues: role of intrasperm Ca2+ elevation.
2008-03
Optimizing antidiabetic treatment options for patients with type 2 diabetes mellitus and cardiovascular comorbidities.
2008-02
Medication use and disease management of type 2 diabetes in Belgium.
2008-01
Non-insulin antidiabetic therapy in cardiac patients: current problems and future prospects.
2008
Type 2 diabetes and oral antihyperglycemic drugs.
2008
Review: meglitinide analogues reduce glucose levels in type 2 diabetes, but morbidity and mortality effects are unknown.
2007-11-03
Miglitol increases the adiponectin level and decreases urinary albumin excretion in patients with type 2 diabetes mellitus.
2007-11
Are you up-to-date on diabetes medications?
2007-07
Diabetes beyond insulin: review of new drugs for treatment of diabetes mellitus.
2007-06
A K ATP channel-dependent pathway within alpha cells regulates glucagon release from both rodent and human islets of Langerhans.
2007-06
Meglitinide analogues for type 2 diabetes mellitus.
2007-04-18
Oral antidiabetic agents in type 2 diabetes.
2007-04
Spectrum of liver disease in type 2 diabetes and management of patients with diabetes and liver disease.
2007-03
Trends in the prescription and cost of diabetic medications and monitoring equipment in England 1991-2004.
2007-03
Differential effects of oral hypoglycemic agents on glucose control and cardiovascular risk.
2007-02-19
A review of nateglinide in the management of patients with type 2 diabetes.
2007
Bodyweight changes associated with antihyperglycaemic agents in type 2 diabetes mellitus.
2007
Drug-drug and food-drug pharmacokinetic interactions with new insulinotropic agents repaglinide and nateglinide.
2007
[Pharmacologic treatment of diabetes].
2006-12-23
[Management of blood glucose--target of the management and its practice].
2006-11
Actions of glucagon-like peptide-1 on KATP channel-dependent and -independent effects of glucose, sulphonylureas and nateglinide.
2006-09
Comparison of nateglinide and gliclazide in combination with metformin, for treatment of patients with Type 2 diabetes mellitus inadequately controlled on maximum doses of metformin alone.
2006-07
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:22:47 GMT 2025
Edited
by admin
on Mon Mar 31 18:22:47 GMT 2025
Record UNII
8V6OK1I088
Record Status Validated (UNII)
Record Version
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Name Type Language
MEGLITINIDE
INN  
INN  
Official Name English
P-(2-(5-CHLORO-O-ANISAMIDO)ETHYL)BENZOIC ACID
Preferred Name English
meglitinide [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C98079
Created by admin on Mon Mar 31 18:22:47 GMT 2025 , Edited by admin on Mon Mar 31 18:22:47 GMT 2025
Code System Code Type Description
PUBCHEM
41214
Created by admin on Mon Mar 31 18:22:47 GMT 2025 , Edited by admin on Mon Mar 31 18:22:47 GMT 2025
PRIMARY
FDA UNII
8V6OK1I088
Created by admin on Mon Mar 31 18:22:47 GMT 2025 , Edited by admin on Mon Mar 31 18:22:47 GMT 2025
PRIMARY
MESH
C030516
Created by admin on Mon Mar 31 18:22:47 GMT 2025 , Edited by admin on Mon Mar 31 18:22:47 GMT 2025
PRIMARY
NCI_THESAURUS
C66075
Created by admin on Mon Mar 31 18:22:47 GMT 2025 , Edited by admin on Mon Mar 31 18:22:47 GMT 2025
PRIMARY
ChEMBL
CHEMBL149930
Created by admin on Mon Mar 31 18:22:47 GMT 2025 , Edited by admin on Mon Mar 31 18:22:47 GMT 2025
PRIMARY
EVMPD
SUB08713MIG
Created by admin on Mon Mar 31 18:22:47 GMT 2025 , Edited by admin on Mon Mar 31 18:22:47 GMT 2025
PRIMARY
INN
3884
Created by admin on Mon Mar 31 18:22:47 GMT 2025 , Edited by admin on Mon Mar 31 18:22:47 GMT 2025
PRIMARY
CAS
54870-28-9
Created by admin on Mon Mar 31 18:22:47 GMT 2025 , Edited by admin on Mon Mar 31 18:22:47 GMT 2025
PRIMARY
EPA CompTox
DTXSID40203356
Created by admin on Mon Mar 31 18:22:47 GMT 2025 , Edited by admin on Mon Mar 31 18:22:47 GMT 2025
PRIMARY
SMS_ID
100000081442
Created by admin on Mon Mar 31 18:22:47 GMT 2025 , Edited by admin on Mon Mar 31 18:22:47 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY