Rosiglitazone hydrochloride

Base Information

• Chemical Name: Rosiglitazone hydrochloride
• CAS No.: 302543-62-0
• Molecular Formula: C₁₈H₁₉N₃O₃S*ClH
• Molecular Weight: 393.894
• UNII: S3055SS582
• DSSTox Substance ID: DTXSID90432078
• Wikidata: Q27288508
• ChEMBL ID: CHEMBL1704605
• Mol file: 302543-62-0.mol

Synonyms:2,4-Thiazolidinedione,5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-, monohydrochloride(9CI);2,4-Thiazolidinedione,5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-, hydrochloride (1:1);Rosiglitazone HCL;

Chemical Property of Rosiglitazone hydrochloride

Chemical Property:

• PSA: 96.83000
• LogP: 3.62170
• Solubility.: ≥39.4 mg/mL in DMSO; ≥2.81 mg/mL in H2O with gentle warming and ultrasonic; ≥51.2 mg/mL in EtOH with ultrasonic
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 393.0913904
• Heavy Atom Count: 26
• Complexity: 469

Purity/Quality:

99% ^*data from raw suppliers

5-(4-(2-(Methyl(pyridin-2-yl)amino)ethoxy)benzyl)-thiazolidine-2,4-dione hydrochloride 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CCOC1=CC=C(C=C1)CC2C(=O)NC(=O)S2)C3=CC=CC=N3.Cl

Technology Process of Rosiglitazone hydrochloride

There total 3 articles about Rosiglitazone hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.5%

→ (+)-5-(4-[2-(N-methyl-N-(pyridin-2-yl)amino)ethoxy]-benzyl)thiazolidine-2,4-dione hydrochloride (302543-62-0)

Guidance literature:

In ethanol; acetic acid; at 30 ℃; Purification / work up;

Reference yield:

→ (5R)-5-{4-[(methyl-pyridin-2-yl-amino)-ethoxy]-benzyl}-(5-(2)H)-thiazolidine-2,4-dione hydrochloride (1259828-91-5) + (+)-Rosiglitazone hydrochloride (302543-62-0)

Guidance literature:

Reference yield:

→ (5S)-5-{4-[(methyl-pyridin-2-yl-amino)-ethoxy]-benzyl}-(5-(2)H)-thiazolidine-2,4-dione hydrochloride (1259829-03-2) + (-)-Rosiglitazone hydrochloride (302543-62-0)

Guidance literature:

Refernces

• 1、 -. "A PROCESS FOR THE CRYSTALLIZATION OF ROSIGLITAZONE AND ITS DERIVATIVES FROM MIXED SOLVENTS". Page/Page column 18. . Retrieved 2008/06/13.
• 2、 -. "Hydrochloride salts of 5-[4-[2-(n-methyl-n-(2-pyridyl) amino)ethoxy]benzyl]thiazolidine-2,4-dione". . . Retrieved 2008/06/13.