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
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) | GHS08,GHS07,GHS09 |
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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 |
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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 |
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
Rosiglitazone Preparation Products And Raw materials
Raw materials
1of4
Preparation Products
Supplier | Tel | 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 | |
---|---|---|---|---|---|---|---|---|
2024-11-22 | Rosiglitazone
122320-73-4
|
US $0.00 / kg | 1kg | 99%min HPLC | 500kg | WUHAN FORTUNA CHEMICAL CO., LTD | ||
2024-11-19 | Rosiglitazone
122320-73-4
|
US $1.00 / g | 1g | 98% | 1000 | Apeloa production Co.,Limited | ||
2024-11-19 | Rosiglitazone
122320-73-4
|
US $33.00-82.00 / mg | 99.87% | 10g | TargetMol Chemicals Inc. |
- Rosiglitazone
122320-73-4
- US $0.00 / kg
- 99%min HPLC
- WUHAN FORTUNA CHEMICAL CO., LTD
- Rosiglitazone
122320-73-4
- US $1.00 / g
- 98%
- Apeloa production Co.,Limited
- Rosiglitazone
122320-73-4
- US $33.00-82.00 / mg
- 99.87%
- TargetMol Chemicals Inc.