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

773020800000
Preventing
BASEN

Approved Use

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

Launch Date

1255910400000
PubMed

PubMed

TitleDatePubMed
Synthesis and glycosidase inhibitory activity of new hexa-substituted C8-glycomimetics.
2005 Oct 7
Voglibose potentiates the hepatotoxicity of carbon tetrachloride and acetaminophen by inducing CYP2E1 in rats.
2005 Sep
Pneumatosis cystoides intestinalis after alpha-glucosidase inhibitor treatment in a patient with interstitial pneumonitis.
2006
Voglibose (Basen, AO-128), one of the most important alpha-glucosidase inhibitors.
2006
Efficacy and adverse effects of nateglinide in early type 2 diabetes. Comparison with voglibose in a cross-over study.
2006 Apr
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
Pioglitazone increases circulating adiponectin levels and subsequently reduces TNF-alpha levels in Type 2 diabetic patients: a randomized study.
2006 Mar
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
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
Additive contribution of multiple factors in the development of pneumatosis intestinalis: a case report and review of the literature.
2007 Apr
Indian herbs and herbal drugs used for the treatment of diabetes.
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
Peroxisome proliferator-activated receptors in diabetic nephropathy.
2008
Protective Actions of PPAR-gamma Activation in Renal Endothelium.
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
Design and synthesis of 5a-carbaglycopyranosylamime glycosidase inhibitors.
2009
Alpha-glucosidase inhibition assay in an enzyme-immobilized amino-microplate.
2009 Apr
Voglibose for prevention of type 2 diabetes mellitus.
2009 Aug 8
Topics in type 2 diabetes and insulin resistance.
2009 Feb
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
Suppressive response of confections containing the extractive from leaves of Morus Alba on postprandial blood glucose and insulin in healthy human subjects.
2009 Jul 14
A cardiologic approach to non-insulin antidiabetic pharmacotherapy in patients with heart disease.
2009 Jul 20
Effects of changeover from voglibose to acarbose on postprandial triglycerides in type 2 diabetes mellitus patients.
2009 Jun
[Simultaneous determination of four highly polar anti-diabetic drugs in Chinese traditional patent medicines using high performance liquid chromatography].
2009 Mar
Novel LMNA gene mutation in a patient with Atypical Werner's Syndrome.
2009 Mar
Chronic administration of voglibose, an alpha-glucosidase inhibitor, increases active glucagon-like peptide-1 levels by increasing its secretion and decreasing dipeptidyl peptidase-4 activity in ob/ob mice.
2009 May
Sergliflozin etabonate, a selective SGLT2 inhibitor, improves glycemic control in streptozotocin-induced diabetic rats and Zucker fatty rats.
2009 May 1
Voglibose for prevention of type 2 diabetes mellitus.
2009 May 9
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
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