Description References
ChemicalBook > CAS DataBase List > Rosiglitazone

Rosiglitazone

Description References
Product Name
Rosiglitazone
CAS No.
122320-73-4
Chemical Name
Rosiglitazone
Synonyms
AVANDIA;ROSIGLITAZONE HCL;Rosig;RosigL;itazone;BRL 49653;50MG/1G/1KG;ROSIGLIAZONE;roiglitazone;ROSIGLITAZONE
CBNumber
CB7133275
Molecular Formula
C18H19N3O3S
Formula Weight
357.43
MOL File
122320-73-4.mol
More
Less

Rosiglitazone Property

Melting point:
153-155 C
Boiling point:
585.0±35.0 °C(Predicted)
Density 
1.315±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: ≥10mg/mL
pka
6.34±0.50(Predicted)
form 
powder
color 
White to Off-White
Merck 
14,8265
CAS DataBase Reference
122320-73-4(CAS DataBase Reference)
IARC
3 (Vol. 108) 2016
More
Less

Safety

Hazard Codes 
Xi
Risk Statements 
36/38
Safety Statements 
26-37/39
WGK Germany 
3
RTECS 
XJ5813850
HS Code 
2934100000
Hazardous Substances Data
122320-73-4(Hazardous Substances Data)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

H361Suspected of damaging fertility or the unborn child

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P281Use personal protective equipment as required.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

P391Collect spillage. Hazardous to the aquatic environment

P405Store locked up.

P501Dispose of contents/container to..…

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
R2408
Product name
Rosiglitazone
Purity
≥98% (HPLC)
Packaging
10mg
Price
$95.3
Updated
2024/03/01
Sigma-Aldrich
Product number
R2408
Product name
Rosiglitazone
Purity
≥98% (HPLC)
Packaging
50mg
Price
$388
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR2932
Product name
Rosiglitazone
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
300MG
Price
$229
Updated
2024/03/01
TCI Chemical
Product number
R0106
Product name
Rosiglitazone
Purity
>98.0%(HPLC)(T)
Packaging
200mg
Price
$72
Updated
2024/03/01
TCI Chemical
Product number
R0106
Product name
Rosiglitazone
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$216
Updated
2024/03/01
More
Less

Rosiglitazone Chemical Properties,Usage,Production

Description

Rosiglitazone is a type of thiazolidinedione antidiabetics. Thiazolidinedione are agonists for peroxisome-proliferator–activated receptor γ (PPAR-γ). PPAR-γ receptors are ligand-activated nuclear transcription factors that modulate gene expression, lowering blood glucose primarily by increasing insulin sensitivity in peripheral tissues.
Rosiglitazone is widely used to lower blood glucose levels in patients with type 2 diabetes mellitus. Rosiglitazone functionalizes by makes the cells of the body more sensitive to the naturally produced insulin in body. It shouldn’t be used if the patient is injecting or inhaling insulin. Using rosiglitazone with insulin could increase the risk of heart failure. Patients having heart failure with symptoms or moderate to severe heart failure should not use Rosiglitazone.

References

[1] http://www.nejm.org/doi/full/10.1056/NEJMoa072761#t=article
[2] http://circ.ahajournals.org/content/128/8/785
[3] https://www.drugs.com/cdi/rosiglitazone.html

Uses

antidiabetic

Uses

A potent and selective PPARγ agonist.

Uses

Rosiglitazone is an insulin sensitizer; binds to peroxisome proliferator activated receptor gamma (PPAR- γ).

Indications

Rosiglitazone is approved for use as monotherapy and in conjunction with metformin, though it is sometimes combined with a sulfonylurea or insulin. It is usually taken once or twice a day with or without food. Rosiglitazone may cause a modest increase in lowdensity lipoprotein and triglyceride concentrations, but it is unclear whether this effect has any clinical significance or persists in the long term.

Definition

ChEBI: Rosiglitazone is an aminopyridine and a member of thiazolidinediones. It has a role as an insulin-sensitizing drug, a ferroptosis inhibitor and an EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor. It is a conjugate acid of a rosiglitazone(1-).

brand name

Avandia (GlaxoSmithKline).

General Description

Rosiglitazone is 5-[4-[2-(N-methyl-N-(2-pyridyl)amino)ethoxy]benzyl]thiazolidine-2,4-dione, and is availableas the maleate salt in tablets containing the drug alone(Avandia) or in combination products with metformin(Avandamet) or with glimepiride (Avandaryl). The2-aminopyridine moiety allows for salt formation; the marketedformulations contain the 1:1 salt with maleic acid, inwhich the pyridine nitrogen accepts a proton, forming the2-aminopyridinium species.

General Description

Rosiglitazone, (±)-5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-2,4-thiazolidinedione(Avandia), is a white to off-white solid with pKavalues of 6.8 and 6.1. Rosiglitazone is readily soluble inethanol and a buffered aqueous solution with pH of 2.3; solubilitydecreases with increasing pH in the physiologicalrange. The molecule has a single chiral center and is presentas a racemate. Even so, the enantiomers are functionally indistinguishablebecause of rapid interconversion.

Biological Activity

rosiglitazone is a potent agonist of peroxisome proliferator-activated receptor γ (pparγ), a subfamily of the nuclear-receptor superfamily which is predominately expressed in adipose tissue and regulates gene expression responding to ligand binding. belonging to the thiazolidinedione (tzd) class, rosiglitazone, like other tzd members, binds to pparγ dna as heterodimers and activate transcription of various metabolic regulators involved in the differentiation of stem cells into adipocytes and increased expression of genes regulating the metabolism of glucose and lipid. rosiglitazone is used to treat patients with type ii diabetes mellitus for its strong ability to improve insulin sensitization through its effects either on fatty acid uptake and storage in adipose tissue or on adiokines.peter j. cox, david a. ryan, frank j. hollis, ann-marie harris, ann k. miller, marika vousden and hugh cowley. absorption, disposition, and metabolism of rosiglitazone, a potent thiazolidinedione insulin sensitizer, in humans. drug metabolism and disposition 2000; 28 (7): 772-780adie vilioen and alan sinclair. safety and efficacy of rosiglitazone in the elderly diabetic patient. vascular health and risk management 2009: 5 389-395

Biochem/physiol Actions

Rosiglitazone is a potent agonist for PPARγ with an EC50 of 43 nM for the human receptor. It is antidiabetic, working as an insulin sensitizer by binding to the PPARγ receptors in fat cells and making the cells more responsive to insulin.

Clinical Use

Although rosiglitazone is extensively biotransformed—playing the major role in both transformations, and some involvementof CYP2C9.21,47 The sulfate conjugate M10 is thepredominant circulating metabolite by 4-hour postdose. Theextraordinarily high plasma protein binding of this metabolite(and the N-demethylated sulfate conjugate M4) in humans accountsfor the lengthy residence time of the radioactivity in thebody, despite the relatively short pharmacokinetic half-life(4–4.5 hours) of rosiglitazone itself.

storage

+4°C

Rosiglitazone Preparation Products And Raw materials

Raw materials

N,N-Dimethylformamide 1,4-Dioxane 4-Fluorobenzaldehyde 2,4-Thiazolidinedione Hydrogen 2-N-Methyl-2-pyridylaminoethanol Piperidinium acetate

Preparation Products

More
Less

Rosiglitazone Suppliers

Brazil 2 Canada 5 China 345 Europe 3 France 2 Germany 6 India 40 Japan 1 New Zealand 1 Nigeria 1 Poland 1 South Africa 1 South Korea 1 Switzerland 2 United Kingdom 18 United States 52 Global 481
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
Advantage
70
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
Advantage
58
AdooQ BioScience, LLC
Tel
+1 (866) 930-6790
Fax
+1 (866) 333-9607
Email
info@adooq.com
Country
United States
ProdList
2782
Advantage
58
ApexBio Technology LLC
Tel
+1-832-696-8203
Fax
+1-832-641-3177
Email
info@apexbt.com
Country
United States
ProdList
477
Advantage
60
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
Alfa Chemistry
Tel
1-516-6625404
Fax
1-516-927-0118
Email
support@alfa-chemistry.com
Country
United States
ProdList
9171
Advantage
60
EMMX Biotechnology LLC
Tel
888-539-0666
Fax
888-539-0666
Email
info@emmx.com
Country
United States
ProdList
8447
Advantage
60
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32161
Advantage
58
InvivoChem
Tel
+1-708-310-1919 +1-13798911105
Fax
708-557-7486
Email
sales@invivochem.cn
Country
United States
ProdList
6391
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
TargetMol Chemicals Inc.
Tel
+8613564774135
Email
zijue.cai@tsbiochem.com
Country
United States
ProdList
19881
Advantage
58
TargetMol Chemicals Inc.
Tel
Email
support@targetmol.com
Country
United States
ProdList
38631
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
ApexBio Technology
Tel
--
Fax
--
Email
sales@apexbt.com
Country
United States
ProdList
6251
Advantage
58
Alfa Chemistry
Tel
--
Fax
--
Email
info@Alfa-Chemistry.com
Country
United States
ProdList
6814
Advantage
0
EJY Tech, Inc.
Tel
--
Fax
--
Country
United States
ProdList
448
Advantage
30
Abcam
Tel
--
Fax
--
Email
us.orders@abcam.com
Country
United States
ProdList
6001
Advantage
50
Cayman Chemical Company
Tel
--
Fax
--
Email
cayman@caymanchem.com
Country
United States
ProdList
6213
Advantage
81
ICC Chemical Corporation (a subsidiary of ICC Industries Inc.)
Tel
--
Fax
--
Email
fkt@iccchem.com
Country
United States
ProdList
113
Advantage
58
Selleck Chemicals LLC
Tel
--
Fax
--
Email
sales@selleckchem.com
Country
United States
ProdList
1848
Advantage
58
Dalton Research Molecules
Tel
--
Fax
--
Email
researchmolecules@dalton.com
Country
United States
ProdList
44
Advantage
58
OChem Incorporation
Tel
--
Fax
--
Email
sales@ocheminc.com
Country
United States
ProdList
6501
Advantage
60
Ivy Fine Chemicals
Tel
--
Fax
--
Email
sales@ivychem.com
Country
United States
ProdList
6493
Advantage
58
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
Advantage
80
MedChemExpress
Tel
--
Fax
--
Email
sales@medchemexpress.com
Country
United States
ProdList
6398
Advantage
58
Combi-Blocks Inc.
Tel
--
Fax
--
Email
sales@combi-blocks.com
Country
United States
ProdList
6618
Advantage
69
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
Santa Cruz Biotechnology, Inc.
Tel
--
Fax
--
Email
scbt@scbt.com
Country
United States
ProdList
3597
Advantage
60
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6962
Advantage
56
AlliChem, LLC
Tel
--
Fax
--
Email
sales@allichemllc.com
Country
United States
ProdList
6516
Advantage
60
Beta Pharma, Inc.
Tel
--
Fax
--
Email
sales@betapharma.com
Country
United States
ProdList
6226
Advantage
60
LKT Laboratories, Inc.
Tel
--
Fax
--
Email
info@lktlabs.com
Country
United States
ProdList
2164
Advantage
64
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
Altan Corporation
Tel
--
Fax
--
Email
OrderingService@AltanBiochemicals.com
Country
United States
ProdList
1161
Advantage
30
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
ACIC Fine Chemicals Inc.
Tel
--
Fax
--
Email
sales@acic.com
Country
United States
ProdList
492
Advantage
48
2A PharmaChem USA
Tel
--
Fax
--
Email
sales@2apharmachem.com
Country
United States
ProdList
6137
Advantage
39
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
APAC Pharmaceutical, LLC
Tel
--
Fax
--
Email
sales@apacpharma.com
Country
United States
ProdList
6322
Advantage
38
Molcan Corporation
Tel
--
Fax
--
Email
info@molcan.com
Country
United States
ProdList
686
Advantage
60
SynFine Research
Tel
--
Fax
--
Email
research@synfine.com
Country
United States
ProdList
1024
Advantage
68
Lab Express
Tel
--
Fax
--
Email
sales@labexpress.com
Country
United States
ProdList
1577
Advantage
67
Fine Chem Trading LTD
Tel
--
Fax
--
Email
chemfinder@chemfinder.co.uk
Country
United States
ProdList
1609
Advantage
64
BOSCHE SCIENTIFIC, LLC
Tel
--
Fax
--
Email
Sales@BoscheSci.com
Country
United States
ProdList
6477
Advantage
55
American Custom Chemicals Corporation
Tel
--
Fax
--
Email
sales@acccorporation.com
Country
United States
ProdList
6820
Advantage
51
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
American Radiolabeled Chemicals, Inc.
Tel
--
Fax
--
Email
arcinc@arc-inc.com
Country
United States
ProdList
2608
Advantage
60
More
Less

View Lastest Price from Rosiglitazone manufacturers

Apeloa production Co.,Limited
Product
Rosiglitazone 122320-73-4
Price
US $1.00/g
Min. Order
1g
Purity
98%
Supply Ability
1000
Release date
2024-06-11
Hebei Weibang Biotechnology Co., Ltd
Product
Rosiglitazone 122320-73-4
Price
US $100.00/KG
Min. Order
1KG
Purity
99%min
Supply Ability
200TON
Release date
2024-11-08
Zibo Hangyu Biotechnology Development Co., Ltd
Product
Rosiglitazone 122320-73-4
Price
US $80.00-800.00/KG
Min. Order
1KG
Purity
0.99
Supply Ability
20 tons
Release date
2023-10-20

122320-73-4, RosiglitazoneRelated Search:

Tribenuron methyl PHENYL VALERATE Thiophanate-methyl 2-Aminopyridine 3-Aminopyridine Methyl salicylate Kresoxim-methyl METSULFURON METHYL 4-Dimethylaminopyridine Pioglitazone hydrochloride Methyl rosiglitazone sodium ROSIGLITAZONE MALEATE Methyl bromide ROSIGLITAZONE HYDROCHLORIDE 99%,Rosiglitazone hydrochloride 2-[(N-METHYL-N-2-PYRIDINYL) AMINO]ETHANOL (FOR ROSIGLITAZONE) Thiazole Ethoxy

  • 5-(4-[2-(METHYL-PYRIDIN-2-YL-AMINO)-ETHOXY]-BENZYL)-THIAZOLIDINE-2,4-DIONE
  • 5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]-phenyl]methyl]-2,4-thiazolidine-dione
  • AVANDIA
  • ROSIGLITAZONE
  • ROSIGLITAZONE HCL
  • Rosiglitazone free base
  • Rosiglitazone and its intermediates
  • ROSIGLITAZONE 99%
  • RosiglitazoneBase/Hcl/Maleate
  • 5-[4-[2-(N-Methyl-N-(2-pyridyl)amino)ethoxy]benzylidine]-2,4-thiazolidinedione
  • 5-[[4-[2-(methyl-pyridin-2-yl-amino)ethoxy]phenyl]methyl]thiazolidine-2,4-dione
  • BRL 49653
  • ROEIGLITAZONEMALEATE
  • ROSIGLITAZONEHCL
  • ROSIGLIAZONE
  • ROSIGLIAZONE (5-{4-[2-(N-methyl-N-2-pyridyl)amino]-ethoxy}benzyl}-2,4-thiazolidinedione)
  • 5-[[4-[2-[methyl(pyridin-2-yl)amino]ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
  • 5-[4-[2-[methyl(2-pyridyl)amino]ethoxy]benzyl]thiazolidine-2,4-quinone
  • 2,4-Thiazolidinedione, 5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-
  • (RS)-5-[4-(2-[Methyl(pyridin-2-yl)aMino]ethoxy)benzyl]thiazolidine-2,4-dione
  • 50MG/1G/1KG
  • Rosiglitazone(BRL 49653)
  • roiglitazone
  • 2-[(2-benzoylphenyl)aMino]-3-{4-[2-(5-Methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl}propanoic acid
  • Rosiglitazone (Avandia)
  • 5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-2,4-tiazolidinedione
  • Rosiglitazone 5-[[4-[2-(Methyl-2-pyridinylamino)ethoxy]-phenyl]methyl]-2,4-thiazolidine-dione
  • Rosiglitazone, >=98.5%
  • 5-[4-[2-(N-Methyl-N-(2-pyridyl)amino)ethoxy]benzyl]thiazolidine-2,4-dione
  • 5-[[4-[2-[methyl(2-pyridinyl)amino]ethoxy]phenyl]methyl]thiazolidine-2,4-dione hydrochloride
  • itazone
  • Rosig
  • Rosiglitazone &gt
  • Rosiglitazone Rosiglitazone
  • Rosiglitazone,>98%
  • 5-[4-[2-[Methyl(2-pyridyl)amino]ethoxy]benzyl]thiazolidine-2,4-dione
  • RosigL
  • Rosiglitazone USP/EP/BP
  • Rosiglitazone (base,meleate)
  • RosiglitazoneQ: What is Rosiglitazone Q: What is the CAS Number of Rosiglitazone Q: What is the storage condition of Rosiglitazone Q: What are the applications of Rosiglitazone
  • Rosiglitazone 122320-73-4
  • Rosiglitazone Maleate (1605817)
  • diabetic,PPAR,neuroprotection,senescence,PPARγ,Inhibitor,cancer,diabetes,Autophagy,BRL 49653,BRL-49653,HCC,antihyperglycemic,TRP Channel,bladder,Rosiglitazone,mellitus,Peroxisome proliferator-activated receptors,inhibit,carcinoma,smoke,Apoptosis,ovarian cancer,Transient receptor potential channels,hepatocellular,Ferroptosis
  • Rosiglitazone Monomer
  • Rosiglitazone, PPARgamma agonist
  • Rosiglitazone, 10 mM in DMSO
  • 122320-73-4
  • 15141-29-0
  • 122320-70-4
  • C18H19N3O3S
  • AVANDIA
  • Inhibitor
  • Rosiglitazone
  • API's
  • Active Pharmaceutical Ingredients