U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C10H21NO7
Molecular Weight 267.2767
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VOGLIBOSE

SMILES

C1[C@@]([H])([C@@]([H])([C@]([H])([C@@]([H])([C@]1(CO)O)O)O)O)NC(CO)CO

InChI

InChIKey=FZNCGRZWXLXZSZ-CIQUZCHMSA-N
InChI=1S/C10H21NO7/c12-2-5(3-13)11-6-1-10(18,4-14)9(17)8(16)7(6)15/h5-9,11-18H,1-4H2/t6-,7-,8+,9-,10-/m0/s1

HIDE SMILES / InChI
Voglibose is an alpha glucosidase inhibitor, which was initially marketed in Japan as an improving agent for postprandial hyperglycemia in diabetes mellitus. Later on the drug was approved for the prevention of type 2 diabetes. The drug is available in Asia under the name Basen.

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: alpha-Glucosidase
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
BASEN

Approved Use

Improvement of postprandial hyperglycemia in diabetes mellitus

Launch Date

7.7302078E11
Preventing
BASEN

Approved Use

Prevention of the onset of type 2 diabetes in patients with impaired glucose tolerance.

Launch Date

1.25591041E12
PubMed

PubMed

TitleDatePubMed
Inhibitory activity of cyanidin-3-rutinoside on alpha-glucosidase.
2004 Aug
Inhibitory effects of mulberry leaf extract on postprandial hyperglycemia in normal rats.
2004 Jun
Functional characterization of the carrier-mediated transport system for glycerol in everted sacs of the rat small intestine.
2004 Nov
Effect of pioglitazone on carotid intima-media thickness and arterial stiffness in type 2 diabetic nephropathy patients.
2004 Oct
Alpha-glucosidase inhibitors for type 2 diabetes mellitus.
2005 Apr 18
Alpha-glucosidase inhibitors for patients with type 2 diabetes: results from a Cochrane systematic review and meta-analysis.
2005 Jan
Suppression of body weight gain preserves acute insulin response to glucose in the portal vein of spontaneously type 2 diabetic rats with visceral obesity.
2005 Mar
Effect of two alpha-glucosidase inhibitors, voglibose and acarbose, on postprandial hyperglycemia correlates with subjective abdominal symptoms.
2005 Mar
alpha-Glucosidase inhibitor reduces the progression of carotid intima-media thickness.
2005 Mar
Synthesis and glycosidase inhibitory activity of new hexa-substituted C8-glycomimetics.
2005 Oct 7
Efficacy and adverse effects of nateglinide in early type 2 diabetes. Comparison with voglibose in a cross-over study.
2006 Apr
Control of plasma glucose with alpha-glucosidase inhibitor attenuates oxidative stress and slows the progression of heart failure in mice.
2006 Apr 1
A rare case of adult-onset nesidioblastosis treated successfully with diazoxide.
2006 Feb
Repeated episodes of paralytic ileus in an elderly diabetic patient treated with voglibose.
2006 Jan
An alpha-glucosidase inhibitor, voglibose, reduces oxidative stress markers and soluble intercellular adhesion molecule 1 in obese type 2 diabetic patients.
2006 Jun
Voglibose inhibits postprandial hypotension in neurologic disorders and elderly people.
2006 May 9
Abnormal glucose tolerance contributes to the progression of chronic heart failure in patients with dilated cardiomyopathy.
2006 Oct
Quantitative determination of voglibose in pharmaceutical tablets using high-performance liquid chromatography-fluorescence detection with post-column derivatization and mass spectrometric detection.
2006 Sep 26
Effect of pioglitazone on urinary liver-type fatty acid-binding protein concentrations in diabetes patients with microalbuminuria.
2006 Sep-Oct
A review of nateglinide in the management of patients with type 2 diabetes.
2007
Determination of miglitol in human plasma by liquid chromatography/tandem mass spectrometry.
2007
Pioglitazone produces rapid and persistent reduction of vascular inflammation in patients with hypertension and type 2 diabetes mellitus who are receiving angiotensin II receptor blockers.
2007 Apr
Indian herbs and herbal drugs used for the treatment of diabetes.
2007 May
Comparison of efficacies of a dipeptidyl peptidase IV inhibitor and alpha-glucosidase inhibitors in oral carbohydrate and meal tolerance tests and the effects of their combination in mice.
2007 May
Thioglycosides as inhibitors of hSGLT1 and hSGLT2: potential therapeutic agents for the control of hyperglycemia in diabetes.
2007 May 5
Combination therapy of pioglitazone with voglibose improves glycemic control safely and rapidly in Japanese type 2-diabetic patients on hemodialysis.
2007 Nov
Administration of miglitol until 30 min after the start of a meal is effective in type 2 diabetic patients.
2007 Oct
[Adverse effects of alpha-glucosidase inhibitors].
2007 Oct 28
Comparison of the effects of pioglitazone and voglibose on circulating total and high-molecular-weight adiponectin, and on two fibrinolysis inhibitors, in patients with Type 2 diabetes.
2007 Sep
Alpha-glucosidase inhibitors in the early treatment of type 2 diabetes.
2008
Change in long-spacing collagen in Descemet's membrane of diabetic Goto-Kakizaki rats and its suppression by antidiabetic agents.
2008
PPAR Agonists and Cardiovascular Disease in Diabetes.
2008
Alpha-glucosidase-like activity detected in a siboglinid polychaete, Oligobrachia mashikoi.
2008 Apr
Alpha glucosidase inhibitor voglibose can prevent pioglitazone-induced body weight gain in Type 2 diabetic patients.
2008 Aug
Acute progression of severe insulin edema accompanied by pericardial and pleural effusion in a patient with type 2 diabetes.
2008 Aug
Switch to oral hypoglycemic agent therapy from insulin injection in patients with type 2 diabetes.
2008 Dec
Effects of antidiabetic drugs on glucose tolerance in streptozotocin-nicotinamide-induced mildly diabetic and streptozotocin-induced severely diabetic mice.
2008 Dec
Hypoglycaemic effects of antidiabetic drugs in streptozotocin-nicotinamide-induced mildly diabetic and streptozotocin-induced severely diabetic rats.
2008 Dec
Involvement of hyperglycemia in deposition of aggregated protein in glomeruli of diabetic mice.
2008 Dec 28
Improvement in medication compliance and glycemic control with voglibose oral disintegrating tablet.
2008 Nov
Pneumatosis cystoides intestinalis following alpha-glucosidase inhibitor treatment: a case report and review of the literature.
2008 Oct 21
Intramolecular direct aldol reactions of sugar diketones: syntheses of valiolamine and validoxylamine G.
2008 Sep 18
Voglibose for prevention of type 2 diabetes mellitus.
2009 Aug 8
Comparison of pre- versus post-meal administration of voglibose in men with or without impaired glucose tolerance.
2009 Feb
Genetically engineered production of 1,1'-bis-valienamine and validienamycin in Streptomyces hygroscopicus and their conversion to valienamine.
2009 Jan
A cardiologic approach to non-insulin antidiabetic pharmacotherapy in patients with heart disease.
2009 Jul 20
[Simultaneous determination of four highly polar anti-diabetic drugs in Chinese traditional patent medicines using high performance liquid chromatography].
2009 Mar
Effects of the combination of dipeptidyl peptidase-IV inhibitor ASP8497 and antidiabetic drugs in streptozotocin-nicotinamide-induced mildly diabetic mice.
2009 Mar 1
Development and validation of LC methods with visible detection using pre-column derivatization and mass detection for the assay of voglibose.
2009 Mar 15
Voglibose for prevention of type 2 diabetes mellitus: a randomised, double-blind trial in Japanese individuals with impaired glucose tolerance.
2009 May 9
Patents

Sample Use Guides

Tablets are orally administered in a single dose of 0.2 mg as voglibose, three times a day, just before each meal.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
VOGLIBOSE
INN   MART.   MI   USAN   WHO-DD  
USAN   INN  
Official Name English
VOGLIBOSE [USAN]
Common Name English
D-EPI-INOSITOL, 3,4-DIDEOXY-4-((2-HYDROXY-1-(HYDROXYMETHYL)ETHYL)AMINO)-2-C-(HYDROXYMETHYL)-
Systematic Name English
BASEN
Brand Name English
VOGLIBOSE [JAN]
Common Name English
VOGLIBOSE [WHO-DD]
Common Name English
AO-128
Code English
A-71100
Code English
3,4-DIDEOXY-4-((2-HYDROXY-1-(HYDROXYMETHYL)ETHYL)AMINO)-2-C-(HYDROXYMETHYL)-D-EPI-INOSITOL
Systematic Name English
N-(1,3-DIHYDROXY-2-PROPYL)VALIOLAMINE
Common Name English
VOGLIBOSE [MI]
Common Name English
VOGLIBOSE [INN]
Common Name English
VOGLIBOSE [MART.]
Common Name English
Classification Tree Code System Code
WHO-ATC A10BF03
Created by admin on Sat Jun 26 13:01:38 UTC 2021 , Edited by admin on Sat Jun 26 13:01:38 UTC 2021
NCI_THESAURUS C2846
Created by admin on Sat Jun 26 13:01:38 UTC 2021 , Edited by admin on Sat Jun 26 13:01:38 UTC 2021
WHO-VATC QA10BF03
Created by admin on Sat Jun 26 13:01:38 UTC 2021 , Edited by admin on Sat Jun 26 13:01:38 UTC 2021
NCI_THESAURUS C29711
Created by admin on Sat Jun 26 13:01:38 UTC 2021 , Edited by admin on Sat Jun 26 13:01:38 UTC 2021
Code System Code Type Description
DRUG CENTRAL
2845
Created by admin on Sat Jun 26 13:01:38 UTC 2021 , Edited by admin on Sat Jun 26 13:01:38 UTC 2021
PRIMARY
CAS
83480-29-9
Created by admin on Sat Jun 26 13:01:38 UTC 2021 , Edited by admin on Sat Jun 26 13:01:38 UTC 2021
PRIMARY
ChEMBL
CHEMBL476960
Created by admin on Sat Jun 26 13:01:38 UTC 2021 , Edited by admin on Sat Jun 26 13:01:38 UTC 2021
PRIMARY
EVMPD
SUB00085MIG
Created by admin on Sat Jun 26 13:01:38 UTC 2021 , Edited by admin on Sat Jun 26 13:01:38 UTC 2021
PRIMARY
DRUG BANK
DB04878
Created by admin on Sat Jun 26 13:01:38 UTC 2021 , Edited by admin on Sat Jun 26 13:01:38 UTC 2021
PRIMARY
MESH
C102817
Created by admin on Sat Jun 26 13:01:38 UTC 2021 , Edited by admin on Sat Jun 26 13:01:38 UTC 2021
PRIMARY
INN
6797
Created by admin on Sat Jun 26 13:01:38 UTC 2021 , Edited by admin on Sat Jun 26 13:01:38 UTC 2021
PRIMARY
FDA UNII
S77P977AG8
Created by admin on Sat Jun 26 13:01:38 UTC 2021 , Edited by admin on Sat Jun 26 13:01:38 UTC 2021
PRIMARY
WIKIPEDIA
Voglibose
Created by admin on Sat Jun 26 13:01:38 UTC 2021 , Edited by admin on Sat Jun 26 13:01:38 UTC 2021
PRIMARY
EPA CompTox
83480-29-9
Created by admin on Sat Jun 26 13:01:38 UTC 2021 , Edited by admin on Sat Jun 26 13:01:38 UTC 2021
PRIMARY
MERCK INDEX
M11496
Created by admin on Sat Jun 26 13:01:38 UTC 2021 , Edited by admin on Sat Jun 26 13:01:38 UTC 2021
PRIMARY Merck Index
PUBCHEM
444020
Created by admin on Sat Jun 26 13:01:38 UTC 2021 , Edited by admin on Sat Jun 26 13:01:38 UTC 2021
PRIMARY
NCI_THESAURUS
C95221
Created by admin on Sat Jun 26 13:01:38 UTC 2021 , Edited by admin on Sat Jun 26 13:01:38 UTC 2021
PRIMARY