199109-42-7

Basic information

• Product Name: 5-benzyloxy-2,4,6,7-tetramethylbenzofuran-3-methylchloride
• Synonyms: 5-benzyloxy-2,4,6,7-tetramethylbenzofuran-3-methylchloride
• CAS NO: 199109-42-7
• Molecular Weight: 328.839
• Mol File: 199109-42-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-benzyloxy-2,4,6,7-tetramethylbenzofuran-3-methylchloride(CAS DataBase Reference)
• NIST Chemistry Reference: 5-benzyloxy-2,4,6,7-tetramethylbenzofuran-3-methylchloride(199109-42-7)
• EPA Substance Registry System: 5-benzyloxy-2,4,6,7-tetramethylbenzofuran-3-methylchloride(199109-42-7)

Safety Data

• Hazardous Substances Data: 199109-42-7(Hazardous Substances Data)

Downstream Products

• 199108-79-7 N-(5-benzyloxy-2,4,6,7-tetramethylbenzofuran-3-ylmethyl)-(2S)-pyrrolidine-2-methanol 
• 199108-91-3 N-(5-benzyloxy-2,4,6,7-tetramethylbenzofuran-3-ylmethyl)-(3R)-chloropiperidine 
• 199109-11-0 4-benzaldehyde 
• 199109-33-6 4-aniline 
• 199109-13-2 4-benzaldehyde 
• 199109-28-9 4-nitrobenzene 
• 224954-19-2 5-<4-phenylmethyl>-2-imino-4-thiazolidinone 
• 199108-75-3 N-[(2R/S)-6-benzyloxy-2,5,7,8-tetramethylchroman-2-ylmethyl]-(2S)-pyrrolidine-2-methanol 

Relevant articles and documents

Novel antidiabetic and hypolipidemic agents. 3. Benzofuran-containing thiazolidinediones

Several thiazolidinedione derivatives having 5-hydroxy-2,3-dihydro- 2,2,4,6,7-pentamethylbenzofuran moieties and their 5-benzyloxy derivatives and 5-hydroxy-2,4,6,7-tetramethylbenzofuran moieties were synthesized and evaluated in db/db mice. Insertion of an N-Me group into the linker between thiazolidinedione and substituted benzofuran pharmacophores showed considerable improvement in their euglycemic activity. Further improvement has been observed when a pyrrolidine moiety is introduced in the structure to give 5-[4-[N-[3(R/S)-5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethylbenzofuran- 3-ylmethyl]-(2S)-pyrrolidin-2-ylmethoxy]phenylene]thiazolidine-2,4-dione (21a). At a 100 mg/kg/day dose of the maleate salt, compound 21a reduced the plasma glucose and triglyceride to the level of lean littermate, i.e. 8 ± 1 mM, and is the most potent and efficacious compound reported in this series.