Rivoglitazone

Base Information

• Chemical Name: Rivoglitazone
• CAS No.: 185428-18-6
• Molecular Formula: C20H19N3O4S
• Molecular Weight: 397.455
• UNII: 3A3N0634Q6
• DSSTox Substance ID: DTXSID00870164
• Nikkaji Number: J2.639.094J
• Wikipedia: Rivoglitazone
• Wikidata: Q7338968
• NCI Thesaurus Code: C72841
• Pharos Ligand ID: VPJS947LCXGG
• Metabolomics Workbench ID: 152235
• ChEMBL ID: CHEMBL2104753
• Mol file: 185428-18-6.mol

Synonyms:rivoglitazone

Chemical Property of Rivoglitazone

Chemical Property:

• Vapor Pressure: 8.89E-18mmHg at 25°C
• Refractive Index: 1.682
• Boiling Point: 669.3 °C at 760 mmHg
• Flash Point: 358.6 °C
• PSA: 107.75000
• Density: 1.41 g/cm³
• LogP: 3.38380
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 397.10962727
• Heavy Atom Count: 28
• Complexity: 584

Purity/Quality:

99% ^*data from raw suppliers

RIVOGLITAZONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C=CC(=C2)OC)N=C1COC3=CC=C(C=C3)CC4C(=O)NC(=O)S4
• Recent ClinicalTrials: Study of Rivoglitazone in Type 2 Diabetes Mellitus
• Recent EU Clinical Trials: A RANDOMIZED, DOUBLE-BLIND, PLACEBO AND ACTIVE COMPARATOR-CONTROLLED,
• Uses: Treatment of type II diabetes mellitus.

Technology Process of Rivoglitazone

There total 5 articles about Rivoglitazone 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:

1,4-dioxane (123-91-1,28347-88-8,28347-91-3,39449-24-6,54841-74-6) + 5-(4-methoxycarbonylmethyloxybenzyl)thiazolidine-2,4-dione (185428-88-0) + sodium hydrogencarbonate (144-55-8) + 5-methoxy-N-methyl-1,2-phenylenediamine (129139-48-6) → rivoglitazone (185428-18-6)

Guidance literature:

With hydrogenchloride; In methanol; diethyl ether; N,N-dimethyl-formamide;

Reference yield:

1,4-dioxane (123-91-1,28347-88-8,28347-91-3,39449-24-6,54841-74-6) + 5-(4-methoxycarbonylmethyloxybenzyl)thiazolidine-2,4-dione (185428-88-0) + carbonic-acid (463-79-6) + 5-methoxy-N-methyl-1,2-phenylenediamine (129139-48-6) → rivoglitazone (185428-18-6)

Guidance literature:

With concentrated aqueous hydrochloric acid; In N-methyl-acetamide; methanol; diethyl ether;

Reference yield:

5-(4-methoxycarbonylmethyloxybenzyl)thiazolidine-2,4-dione (185428-88-0) + 5-methoxy-N-methyl-1,2-phenylenediamine (129139-48-6) → rivoglitazone (185428-18-6)

Guidance literature:

5-(4-methoxycarbonylmethyloxybenzyl)thiazolidine-2,4-dione; 5-methoxy-N-methyl-1,2-phenylenediamine; With hydrogenchloride; In dioxane-1,4; water; for 60h; Heating / reflux;

With sodium hydrogencarbonate; In water; at 20 ℃; for 2h;

upstream raw materials:

5-(4-methoxycarbonylmethyloxybenzyl)thiazolidine-2,4-dione

5-methoxy-N-methyl-1,2-phenylenediamine

1,4-dioxane

sodium hydrogencarbonate

Refernces

• 1、 -. "HYDROCHLORIDE OF FUSED-HETEROCYCLE COMPOUND". Example 1. . Retrieved 2008/06/13.
• 2、 -. "Method for preventing and for treating autoimmune disease". . . Retrieved 2008/06/13.