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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
Molecular Weight:
357.43
MDL Number:
MFCD00871760
MOL File:
122320-73-4.mol
MSDS File:
SDS
Last updated:2024-11-19 15:53:33

Rosiglitazone Properties

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)
NCI Dictionary of Cancer Terms Avandia
FDA UNII 05V02F2KDG
NCI Drug Dictionary Avandia
ATC code A10BG02
IARC 3 (Vol. 108) 2016

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS08,GHS07,GHS09
Signal word  Warning
Hazard statements  H319-H410-H361
Precautionary statements  P273-P391-P501-P264-P280-P305+P351+P338-P337+P313P-P201-P202-P281-P308+P313-P405-P501
Hazard Codes  Xi
Risk Statements  36/38
Safety Statements  26-37/39
WGK Germany  3
RTECS  XJ5813850
HS Code  2934100000
NFPA 704
0
2 0

Rosiglitazone price More Price(48)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich R2408 Rosiglitazone ≥98% (HPLC) 122320-73-4 10mg $95.3 2024-03-01 Buy
Sigma-Aldrich R2408 Rosiglitazone ≥98% (HPLC) 122320-73-4 50mg $388 2024-03-01 Buy
Sigma-Aldrich PHR2932 Rosiglitazone Pharmaceutical Secondary Standard; Certified Reference Material 122320-73-4 300MG $229 2024-03-01 Buy
TCI Chemical R0106 Rosiglitazone >98.0%(HPLC)(T) 122320-73-4 200mg $72 2024-03-01 Buy
TCI Chemical R0106 Rosiglitazone >98.0%(HPLC)(T) 122320-73-4 1g $216 2024-03-01 Buy
Product number Packaging Price Buy
R2408 10mg $95.3 Buy
R2408 50mg $388 Buy
PHR2932 300MG $229 Buy
R0106 200mg $72 Buy
R0106 1g $216 Buy

Rosiglitazone Chemical Properties,Uses,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

A potent and selective PPARγ agonist.

Uses

antidiabetic

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

Global( 471)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Weibang Biotechnology Co., Ltd
+8615531157085 abby@weibangbio.com China 8811 58
Zibo Hangyu Biotechnology Development Co., Ltd
+86-0533-2185556 +8617865335152 Mandy@hangyubiotech.com China 10986 58
Apeloa production Co.,Limited
+8619933239880 admin@apcl.com.cn China 852 58
Capot Chemical Co.,Ltd.
+86-(0)57185586718 +86-13336195806 sales@capot.com China 29791 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
Hangzhou FandaChem Co.,Ltd.
+8615858145714 FandaChem@Gmail.com China 9210 55
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29882 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293 sales@sdzschem.com China 2930 58
Biochempartner
0086-13720134139 candy@biochempartner.com CHINA 965 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22963 58

View Lastest Price from Rosiglitazone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Rosiglitazone pictures 2024-11-22 Rosiglitazone
122320-73-4
US $0.00 / kg 1kg 99%min HPLC 500kg WUHAN FORTUNA CHEMICAL CO., LTD
Rosiglitazone pictures 2024-11-19 Rosiglitazone
122320-73-4
US $1.00 / g 1g 98% 1000 Apeloa production Co.,Limited
Rosiglitazone pictures 2024-11-19 Rosiglitazone
122320-73-4
US $33.00-82.00 / mg 99.87% 10g TargetMol Chemicals Inc.
  • Rosiglitazone pictures
  • Rosiglitazone
    122320-73-4
  • US $0.00 / kg
  • 99%min HPLC
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Rosiglitazone pictures
  • Rosiglitazone
    122320-73-4
  • US $1.00 / g
  • 98%
  • Apeloa production Co.,Limited
  • Rosiglitazone pictures
  • Rosiglitazone
    122320-73-4
  • US $33.00-82.00 / mg
  • 99.87%
  • TargetMol Chemicals Inc.

Rosiglitazone Spectrum

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 ROSIGLITAZONE 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 > 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) AVANDIA ROSIGLITAZONE HCL 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 122320-73-4 15141-29-0 122320-70-4 C18H19N3O3S AVANDIA Inhibitor Rosiglitazone API's Active Pharmaceutical Ingredients