General
Preferred name
ROSIGLITAZONE
Synonyms
ROSIGLITAZONE MALEATE ()
BRL 49653C ()
BRL 49653 ()
BRL49653 ()
Rosiglitazone Hydrochloride ()
Rosiglitazone (BRL-49653) ()
Rosiglitazone XR ()
Rosiglitazone (maleate) ()
Rosiglitazone (hydrochloride) ()
BRL 49653 (hydrochloride) ()
Rosiglitazone (BRL-49653) maleate ()
Rosiglitazone (BRL 49653) ()
Rosiglitazone (BRL-49653) HCl ()
BRL-49653C ()
BRL-49653 HCl ()
Rosiglitazone potassium salt ()
Avandia ()
Rosiglitzazone maleate ()
NSC-717764 ()
BRL-49653 ()
BRL-49653-C ()
Avandamet ()
Rezult ()
Rosvel ()
TDZ-01 ()
Gaudil ()
Rosiglizole ()
Avandaryl ()
NSC-758698 ()
Rosiglitazone (potassium salt) ()
Rosiglitazone-d3 ()
P&D ID
PD010041
CAS
155141-29-0
1217260-35-9
122320-73-4
302543-62-0
316371-84-3
1132641-22-5
Tags
natural product
drug
available
Approved by
FDA
First approval
1999
Drug Status
investigational
approved
withdrawn
Drug indication
Alzheimer disease
Antidiabetic
Type-2 diabetes
Type 2 diabetes
Max Phase
Phase 4
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION Marketed formulations may contain rosiglitazone maleate (PubChem CID 5281055). (GtoPdb)
DESCRIPTION Pregnane X receptor agonist; antibiotic (Tocris Bioactive Compound Library)
DESCRIPTION Potent and selective PPARgamma agonist; antidiabetic agent. (Tocriscreen Plus)
DESCRIPTION Rosiglitazone is an agonist of peroxisome proliferator-activated receptor γ (PPARγ) that binds to PPARγ and sensitizes its response to insulin. It has been indicated for the treatment of type 2 diabetes, however, its application was restricted for increasing the risk of heart failure. (BOC Sciences Bioactive Compounds)
DESCRIPTION Rosiglitazone HCl is a blood glucose-lowering drugs, stimulating insulin secretion by binding to the PPAR receptors in fat cells. (BOC Sciences Bioactive Compounds)
DESCRIPTION Rosiglitazone is a potent antihyperglycemic agent and a potent thiazolidinedione insulin sensitizer with IC50 of 12, 4 and 9 nM for rat, 3T3-L1 and human adipocytes, respectively. (BOC Sciences Bioactive Compounds)
Cell lines
10
Organisms
1
Compound Sets
37
AdooQ Bioactive Compound Library
Axon Medchem Screening Library
Cayman Chemical Bioactives
CeMM library of unique drugs (CLOUD)
ChEMBL Approved Drugs
Concise Guide to Pharmacology 2017/18
Concise Guide to Pharmacology 2019/20
Concise Guide to Pharmacology 2021/22
Concise Guide to Pharmacology 2023/24
DrugBank
DrugBank Approved Drugs
DrugCentral
DrugCentral Approved Drugs
DrugMAP Approved Drugs
DrugMatrix
Enamine BioReference Compounds
EU-OPENSCREEN Bioactive Compound Library
EUbOPEN Chemogenomics Library
Guide to Pharmacology
LSP-MoA library (Laboratory of Systems Pharmacology)
MedChem Express Bioactive Compound Library
NCATS Inxight Approved Drugs
NIH Clinical Collections (NCC)
Novartis Chemogenetic Library (NIBR MoA Box)
NPC Screening Collection
Prestwick Chemical Library
ReFrame library
TargetMol Bioactive Compound Library
The Spectrum Collection
Tocris Bioactive Compound Library
Tocriscreen Plus
Withdrawn 2.0
External IDs
93
Properties
(calculated by RDKit )
Molecular Weight
357.11
Hydrogen Bond Acceptors
6
Hydrogen Bond Donors
1
Rotatable Bonds
7
Ring Count
3
Aromatic Ring Count
2
cLogP
2.49
TPSA
71.53
Fraction CSP3
0.28
Chiral centers
1.0
Largest ring
6.0
QED
0.82
Structural alerts
0
No structural alerts detected
Custom attributes
(extracted from source data)
Target
Peroxisome proliferator-activated receptor gamma
PPAR??
PPAR
PPAR? agonist
Ferroptosis
TRP Channel
Autophagy,Ferroptosis,PPAR,TRP Channel
Target Type
Nuclear Receptors
MOA
peroxisome proliferator-activated receptor agonist
Agonist
Insulin Sensitizers
PPARgamma Agonists
Pathway
Metabolism
DNA Damage/DNA Repair
Apoptosis
Autophagy
Cell Cycle/DNA Damage
Membrane Transporter/Ion Channel
Neuronal Signaling
Vitamin D Related/Nuclear Receptor
Primary Target
PPAR?
Member status
member
ATC
A10BG02
Toxicity type
cardiovascular
Source data