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

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

CAS No:
155141-29-0
Formula:
C18H19N3O3S.C4H4O4
Chemical Name:
2,4-Thiazolidinedione, 5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-, (2Z)-2-butenedioate (1:1)
Synonyms:
2,4-Thiazolidinedione,5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-,(2Z)-2-butenedioate (1:1);2,4-Thiazolidinedione,5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-,(Z)-2-butenedioate (1:1);BRL 49653C;Rosiglitazone maleate;Avandia;5-[[4-[2-(N-Methyl-N-2-pyridylamino)ethoxy]phenyl]methyl]thiazolidine-2,4-dione maleate
Categories:
Active Pharmaceutical Ingredients > Antibiotics

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Description

White To Off-White SolidRosiglitazone 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 r

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

Molecular Weight：

473.5

Exact Mass：

473.126

EC Number：

1312995-182-4

HScode：

2933990090

Characteristics

PSA：

171

XLogP3：

3.24950

Appearance：

off-white solid

Density：

1.4±0.1 g/cm3

Melting Point：

235-240°C

Boiling Point：

585°C at 760 mmHg

Flash Point：

307.6ºC

Refractive Index：

1.688

Water Solubility：

68.2 [ug/mL]

Storage Conditions：

-20°C Freezer

Safety Information

wgk germany：

hazard class code：

20/21/22-36/38

safety instructions：

24/25-37/39-26

Marks：

Precautionary statement(s)：

P201, P202, P261, P264, P270, P271, P273, P280, P281, P301+P312, P302+P352, P304+P340, P305+P351+P338, P308+P313, P312, P321, P330, P332+P313, P337+P313, P362, P391, P403+P233, P405, P501

Hazard Statements：

H302

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

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]

Drug Function and Efficacy

The oral absorption bioavailability of this product is 99%, the plasma peak time is about 1 hour, and the plasma elimination half-life (t1/2) is 3 to 4 hours. Eating has no significant effect on the total absorption of this product, but the peak time is delayed by 2.2 hours and the peak value is reduced by 20%. The average oral distribution volume of this product is 17.6L (30%). 99.8% is bound to plasma proteins, mainly albumin. It is mainly excreted from the urine in its original form, and the main metabolic pathway is to bind to sulfate or glucuronic acid through N-demethylation and hydroxylation. All circulating metabolites have no insulin sensitizing effect. In vitro tests have confirmed that most of this product is metabolized through the CYP2C8 pathway of the P450 enzyme system, and a small amount is metabolized through the CYP2C9 pathway. After oral or intravenous administration of 14C-labeled rosiglitazone, 64% is excreted through urine and 23% is excreted through feces. Clinical studies have confirmed that the pharmacokinetic parameters of rosiglitazone are not affected by age, race, smoking or drinking.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Metformin and rosiglitazone maleate tablets
Ingredients	Rosiglitazone maleate, metformin hydrochloride.
Indication	1. There is no clinical interaction with nifedipine, oral contraceptives (ethinyl estradiol, norethindrone) and other drugs metabolized by CYP3A4. 2. When used in combination with glibenclamide, metformin or acarbose, it has no effect on the steady-state pharmacokinetics and clinical efficacy of these drugs. 3. It does not affect the metabolism and clinical treatment of digoxin, warfarin, ethanol, ranitidine, etc. in the body. 4. When used in combination with sulfonylureas, it does not significantly increase the frequency of hypoglycemia caused by the latter. 5. When used in combination with metformin, it does not increase the incidence of gastrointestinal reactions of the latter and does not increase plasma lactate concentration.
Specifications	Each tablet contains 1 gram of metformin hydrochloride and 4 mg of rosiglitazone maleate (calculated as rosiglitazone)

Metformin and rosiglitazone maleate tablets
Ingredients	Rosiglitazone maleate and metformin hydrochloride.
Indication	1. There is no clinical interaction with nifedipine, oral contraceptives (ethinyl estradiol, norethindrone) and other drugs metabolized by CYP3A4. 2. When used in combination with glibenclamide, metformin or acarbose, it has no effect on the steady-state pharmacokinetics and clinical efficacy of these drugs. 3. It does not affect the metabolism and clinical treatment of digoxin, warfarin, ethanol, ranitidine, etc. in the body. 4. When used in combination with sulfonylureas, it does not significantly increase the frequency of hypoglycemia caused by the latter. 5. When used in combination with metformin, it does not increase the incidence of gastrointestinal reactions of the latter and does not increase plasma lactate concentration.
Specifications	Each tablet contains 0.5 g of metformin hydrochloride and 2 mg of rosiglitazone maleate (calculated as rosiglitazone)

Rosiglitazone tartrate tablets
Ingredients	The main ingredient of this product is rosiglitazone maleate, and its chemical name is: (plusmn;)-5-[[4-[2-(methyl-2-pyridylamino)ethoxy]phenyl]methyl]-2,4-thiazolidinedione (Z)-2-butenedioate. Molecular formula: C18H19N3O3SC4H4O4 Molecular weight: 473.52
Indication	1. There is no clinical interaction with nifedipine, oral contraceptives (ethinyl estradiol, norethindrone) and other drugs metabolized by CYP3A4. 2. When used in combination with glibenclamide, metformin or acarbose, it has no effect on the steady-state pharmacokinetics and clinical efficacy of these drugs. 3. It does not affect the metabolism and clinical treatment of digoxin, warfarin, ethanol, ranitidine, etc. in the body. 4. When used in combination with sulfonylureas, it does not significantly increase the frequency of hypoglycemia caused by the latter. 5. When used in combination with metformin, it does not increase the incidence of gastrointestinal reactions of the latter and does not increase plasma lactate concentration.
Specifications	4mg (based on C18H19N303S)
Manufacturer	Shandong Dyne Marine Organism Pharmaceutical Co., Ltd.

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Registered Holders

ITF CHEMICAL LTDA

Brazil
Active
TEVA PHARMACEUTICAL INDUSTRIES LTD

France
Active
DR. REDDYS LABORATORIES LTD.

Philippines
Active

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

Description
Basic Attributes
Characteristics
Safety Information
Use and Manufacturing
Drug Function and Efficacy
Related Drugs
Registered Holders
Recommended Suppliers
Latest News
Learn More Other Chemicals

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

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