4676-33-9

Basic information

• Product Name: 3,4-dimethyl-2,5-bis(3,4-dimethoxyphenyl)furan
• Synonyms: 3,4-dimethyl-2,5-bis(3,4-dimethoxyphenyl)furan
• CAS NO: 4676-33-9
• Molecular Weight: 368.43
• Mol File: 4676-33-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 3,4-dimethyl-2,5-bis(3,4-dimethoxyphenyl)furan(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-dimethyl-2,5-bis(3,4-dimethoxyphenyl)furan(4676-33-9)
• EPA Substance Registry System: 3,4-dimethyl-2,5-bis(3,4-dimethoxyphenyl)furan(4676-33-9)

Safety Data

• Hazardous Substances Data: 4676-33-9(Hazardous Substances Data)

Upstream product

• 1835-04-7 ethyl 3,4-dimethoxyphenyl ketone 
• 1835-05-8 2-bromo-1-(3,4-dimethoxyphenyl)propan-1-one 
• 91-16-7 1,2-dimethoxybenzene 
• 4687-37-0 ethyl 3,4-dimethoxybenzoylacetate 
• 4687-40-5 diethyl 2,3-bis-(3,4-dimethoxybenzoyl)butane-1,4-dioate 
• 4687-44-9 2,5-bis-(3,4-dimethoxy-phenyl)-furan-3,4-dicarboxylic acid diethyl ester 
• 4440-92-0 1,4-bis(3,4-dimethoxyphenyl),2,3-dimethylbutane-1,4-dione 
• 526-06-7 eudesmin 
• 4687-31-4 2,5-bis-(3,4-dimethoxy-phenyl)-3,4-bis-hydroxymethyl-furan 
• 4440-92-0 (2S*,3S*)-1,4-bis(3,4-dimethoxyphenyl)-2,3-dimethylbutane-1,4-dione 

Downstream Products

• 528-63-2 all-cis-3,4-dimethyl-2,5-bis(3,4-dimethoxyphenyl)tetrahydrofuran 
• 24150-24-1 terameprocol 
• 5701-82-6 1,4-bis(3,4-dimethoxyphenyl)-2,3-dimethylbutane 

Relevant articles and documents

Synthesis of nordihydroguaiaretic acid derivatives and their bioactivities on S. pombe and K562 cell lines

Nordihydroguaiaretic acid (NDGA) and its synthetic analogues are potentially useful in treating diseases related to cancers, diabetes, viral and bacterial infections, and inflammation. In this paper, we report the optimal synthetic methods and the bioactivity study of terameprocol 2, NDGA derivative 3, and its cyclized analogue 4. The IC50 of these three compounds 2, 3 and 4 on the growth metabolism of Schizosacchromyces pombe and K562 cell lines were determined by microcalorimetry. The preliminary results showed that the compounds 2, 3 and 4 possessed good inhibition activities on S. pombe and K562 cell lines, and exhibited bidirectional biological effect and Hormesis effect. In particular, terameprocol 2 was found to possess the most potent inhibitory effect on K562 cell lines.

SCALABLE SYNTHETIC PROCESS FOR MAKING TERAMEPROCOL

A manufacturing process for making terameprocol (1) which includes the following reaction scheme, wherein a first general reaction is the formation of a furan intermediate (39) and a second general reaction is the ring-reduction and ring-opening of the furan intermediate (39) to form the terameprocol (1)

Cyclization of Diketones to Pyridazine and Furan Derivatives

Condensation of (+/-)-2,3-bis(3,4-dimethoxybenzoyl)butane-1,4-dione 1 with different hydrazine bases afforded the corresponding pyridazines 2 and 3.Refluxing the diketone 1 with methanolic hydrogen chloride yielded the corresponding 3,4-dimethylfuran derivative 5.Reaction of acetonylacetone 6 with p-sulfamylphenylhydrazine afforded the corresponding 3,6-dimethyl-1H-pyridazine derivative 7.Reaction of 7 with the appropriate isocyanate and isothiocyanate yielded the corresponding benzenesulfonylurea 8 and thiourea 9 derivatives respectively.The structures of the compounds synthesized were affirmed by microanalyses and spectral studies.