131031-08-8

Basic information

• Product Name: carboxymethylsulfanyl-(3,4-dimethyl-phenyl)-acetic acid ethyl ester
• CAS NO: 131031-08-8
• Molecular Weight: 282.361
• Mol File: 131031-08-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: carboxymethylsulfanyl-(3,4-dimethyl-phenyl)-acetic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: carboxymethylsulfanyl-(3,4-dimethyl-phenyl)-acetic acid ethyl ester(131031-08-8)
• EPA Substance Registry System: carboxymethylsulfanyl-(3,4-dimethyl-phenyl)-acetic acid ethyl ester(131031-08-8)

Safety Data

• Hazardous Substances Data: 131031-08-8(Hazardous Substances Data)

Upstream product

• 131030-77-8 ethyl 2-(3,4-dimethylphenyl)-2-hydroxyacetate 
• 68-11-1 mercaptoacetic acid 
• 79714-32-2 ethyl α-chloro-α-(3,4-dimethylphenyl)acetate 

Downstream Products

• 180045-14-1 6,7-dimethyl-3,4-dihydro-1H-2-benzothiopyran-4-one-1-carboxylic acid 

Relevant articles and documents

Synthesis of novel 2-benzothiopyran and 3-benzothiepin derivatives and their stimulatory effect on bone formation

In a search for therapeutic agents for the treatment of osteoporosis and bone fracture, we found that 2-benzothiopyran-1-carboxamide derivatives 1, derived from ipriflavone as a lead compound, increase cellular alkaline phosphatase activity in cultures of rat bone marrow stromal cells. Further modification of 1 has led to the discovery of more potent 3-benzothiepin-2- carboxamide derivatives 2. Of these, 3-benzothiepin derivatives bearing a 4- (dialkoxyphosphorylmethyl)phenyl group on the 2-carboxamide moiety such as 2h and 2q exhibited significant improvement of activity compared to ipriflavone. Asymmetric synthesis of 2h and 2q revealed that the (-)-isomers possessed activities superior to those of the (+)-isomers. Further evaluation of these compounds using the mouse osteoblastic cell line MC3T3-E1 revealed that (-)- 2q enhanced the effect of bone morphogenetic protein. In addition, application of a sustained-release agent containing 2q increased the area of newly formed bone in a rat skull defect model. Based on these findings, (-)- 2q was selected for further investigation as a new drug stimulating bone formation. Synthesis and structure-activity relationships for this novel series of 2-benzothiopyran and 3-benzothiepin derivatives are detailed.