Rosiglitazone maleate

ChemicalBook > CAS DataBase List > Rosiglitazone maleate

Rosiglitazone maleate

Product Name: Rosiglitazone maleate
CAS No.: 155141-29-0
Chemical Name: Rosiglitazone maleate
Synonyms: Avandi;BRL-49653c;RSIGLITAZONEMALEATE;RosiglitazoneTartrate;ROSIGLITAZONE MALEATE;Rosiglitazone-d3 Maleate;Rosiglitazone Maleate forM;β-D-Fructopyranose1-Sulfamate;Rosiglitazone Maleate (200 mg);Rosiglitazone maleate USP/EP/BP
CBNumber: CB0133276
Molecular Formula: C22H23N3O7S
Formula Weight: 473.5
MOL File: 155141-29-0.mol

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Rosiglitazone maleate Property

Melting point:: 235-240°C
storage temp.: 2-8°C
solubility: Soluble in DMSO (up to 50 mg/ml).
pka: 6.1; 6.8(at 25℃)
form: White powder
color: White
BCS Class: 1
Stability:: Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months
InChIKey: HCDYSWMAMRPMST-NTCAYCPXSA-N
CAS DataBase Reference: 155141-29-0(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 20/21/22-36/38
Safety Statements: 24/25-37/39-26
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: PHR2513
Product name: Rosiglitazone maleate
Purity: Pharmaceutical Secondary Standard; Certified Reference Material
Packaging: 300MG
Price: $170
Updated: 2024/03/01

Sigma-Aldrich

Product number: 1605817
Product name: Rosiglitazone maleate
Packaging: 200mg
Price: $436
Updated: 2024/03/01

Sigma-Aldrich

Product number: 557366-M
Product name: Rosiglitazone - CAS 155141-29-0 - Calbiochem
Packaging: 10MG
Price: $101
Updated: 2022/05/15

Cayman Chemical

Product number: 11884
Product name: Rosiglitazone (maleate)
Purity: ≥98%
Packaging: 100mg
Price: $47
Updated: 2024/03/01

Cayman Chemical

Product number: 11884
Product name: Rosiglitazone (maleate)
Purity: ≥98%
Packaging: 1g
Price: $188
Updated: 2024/03/01

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Rosiglitazone maleate Chemical Properties,Usage,Production

Description

Rosiglitazone maleate, belongs to a novel class of thiazolidine diones launched for the treatment of non-insulin-dependent diabetes mellitus (NIDDM), a disease characterized by a pancreatic β-cell defect and insulin resistance in the liver and peripheral tissues. The racemic base can be obtained by KnSvenagel condensation between 2, 4-thiazolidinedione and the corresponding 4-substituted benzaldehyde (itself prepared in 2 steps from 2-chloropyridine), followed by reduction of the benzylidene. Rosiglitazone was shown to be a potent agonist of peroxisome proliferator activated receptor-gamma (PPARgamma), a nuclear receptor involved in the differentiation of adipose tissue, without activating liver PPAR-alpha receptors. This activation of PPAR-gamma could mediate the down-regulation of leptin gene expression. In animal models, Rosiglitazone has been shown to normalize glucose metabolism and reduce the exogenous dose of insulin needed to achieve glycemic control. In patients with Type II diabetes, daily doses (4 or 8 mg) of Rosiglitazone significantly improved blood sugar control without affecting cardiac structure or function.

Chemical Properties

White To Off-White Solid

Originator

SmithKline Beecham (US)

Uses

Thiazole alkanes antidiabetic drug

Uses

Thiazolidinediones (TZDs) are a group of structurally related peroxisome proliferator-activated receptor γ (PPARγ) agonists with antidiabetic actions in vivo. Rosiglitazone is a prototypical TZD that has served as a reference compound for this class. It is a potent and selective PPARγ ligand that binds to the PPARγ ligand-binding domain with a Kd value of 43 nM. It activates luciferase-based expression constructs PPARγ1 and PPARγ2 with EC50 values of approximately 30 nM and 100 nM, respectively. Rosiglitazone is active in vivo as an antidiabetic agent in the ob/ob mouse model, and has been used as an oral hypoglycemic agent in the treatment of type 2 diabetes in humans for many years.[Cayman Chemical]

Uses

Insulin sensitizer; binds to peroxisome proliferator activated receptor gamma (PPAR- γ).

Indications

Rosiglitazone maleate is an antihyperglycemic agent in the thiazolidinedione class. It is indicated for the treatment of patients with type 2 diabetes mellitus.

brand name

Avandia (GlaxoSmithKline).

General Description

A thiazolidinedione compound that acts as an anti-diabetic agent and serves as a potent and selective agonist of peroxisome proliferator-activated receptor-g (PPARg) (K_d ~40 nM) in fat cells. Shown to reduce fatty acid uptake and ameliorate lipid metabolism and insulin resistance in animal models of type II diabetes. Reported to activate both a1- and a2-containing AMPK complexes. Unlike troglitazone, it does not induce the activity of P4503A4. Significantly improves the differentiation of C3H10T1/2 stem cells into adipocytes. Shown to block estrogen synthesis by interfering with androgen binding to aromatase, but without affecting aromatase mRNA or protein expression.

storage

+4°C

References

1) Cantello et al. (1994), [[omega-(Heterocyclylamino)alkoxy]benzyl]-2,4-thiazolidinediones as potent antihyperglycemic agents; J. Med. Chem., 37 3977 2) Lehmann et al. (1995) An antidiabetic thiazolidinedione is a high affinity ligand for peroxisome proliferator-activated receptor gamma (PPARgamma); J. Biol. Chem., 270 12953 3) Wilson et al. (1996), The structure-activity relationship between peroxisome proliferator-activated receptor gamma agonism and the antihyperglycemic activity of thiazolidinediones; J. Med. Chem., 39 665 4) Haruya et al. (2012), PPARγ agonists induce a white-to-brown fat conversion through stabilization of PRDM16 protein; Cell Metab., 15 395 5) Ruiz-Ojeda et al. (2016), Cell Models and their Application for Studying Adipogenic Differentiation in Relation to Obesity: A Review; Int. J. Mol. Sci., 17 E1040

Rosiglitazone maleate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Rosiglitazone maleate manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Rosiglitazone maleate 155141-29-0
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98.0%
Supply Ability: 1kg/month
Release date: 2023-02-13

XINGTAI XINGJIU NEW MATERIAL TECHNOLOGY CO., LTD

Product: Rosiglitazone maleate 155141-29-0
Price: US $80.00/KG
Min. Order: 1KG
Purity: 99.9%
Supply Ability: 500MT/month
Release date: 2022-02-11

Shaanxi Dideu Medichem Co. Ltd

Product: Rosiglitazone Maleate 155141-29-0
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20T
Release date: 2020-05-07

155141-29-0, Rosiglitazone maleateRelated Search:

TRIS MALEATE Rosiglitazone Benzyl chloride Benzyl benzoate Benzyl alcohol DIETHOXYMETHANE Rosiglitazone hydrochloride Ethoxymethylenemalononitrile Disodium fumarate Enalapril maleate Cinepazide maleate Benzyl isocyanate 2,4-Thiazolidinedione Ethoxyquin Ethoxyethyne Ethoxyamine hydrochloride Benzyl Maleic acid

5-((4-[2-(METHYL-2-PYRIDINYLAMINO)-ETHOXY]-PHENYL)-METHYLENE)-2,4-THIAZOLIDINEDIONE

5-{p-[2-(methyl-2-pyridylamino)ethoxy]benzyl}-2,4-thiazolidinedione maleate

ROSIGLITAZONE MALEATE

RosiglitazoneTartrate

Avandi

BRL-49653c

RSIGLITAZONEMALEATE

5-(4-(2-(Methyl(pyridin-2-yl)aMino)ethoxy)benzyl)thiazolidine-2,4-dione Maleate

Rosiglitazone Maleate (200 mg)

5-[[4-[2-(Methyl-2-pyridinylaMino)ethoxy]phenyl]Methyl]-2,4-thiazolidinedione (2Z)-2-Butenedioate

Rosiglitazone Maleate forM

Rosiglitazone-d3 Maleate

5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-2,4-thiazolidinedione,(2Z)-2-butenedioate (1:1)

5-[[4-[2-(Methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-2,4-thiazolidinedione maleate salt

5-[[4-[2-[methyl(2-pyridinyl)amino]ethoxy]phenyl]methyl]thiazolidine-2,4-dione

Rosiglitazone maleate Solution, 1000ppm

2,4-Thiazolidinedione, 5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-, (2Z)-2-butenedioate (1:1)

Rosiglitazone maleate USP/EP/BP

Rosiglitazone maleateQ: What is Rosiglitazone maleate Q: What is the CAS Number of Rosiglitazone maleate Q: What is the storage condition of Rosiglitazone maleate Q: What are the applications of Rosiglitazone maleate

2,4-Thiazolidinedione, 5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-, (2Z)-2-butenedioate (1:1) (9CI, ACI)

5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-2,4-Thiazolidinedione (2Z)-2-butenedioate (1:1) (9CI ACI)

β-D-Fructopyranose1-Sulfamate

Rosiglitazone (BRL-49653) maleate

155141-29-0

C18H19N3O3SC4H4O4C22H23N3O7S

C18H19N3O3SC4H4O4C

C18H19N3O3SoC4H4O4

C18H19N3O3SC4H4O4

C22H23N3O7S

API

Inhibitor

Antidiabetic

Intermediates & Fine Chemicals

Pharmaceuticals

API's

Rosiglitazone

Heterocycles

Sulfur & Selenium Compounds

Active Pharmaceutical Ingredients

155141-29-0