131007-47-1

Basic information

• Product Name: diethyl (4-{[(6-cyclohexyl-4-oxo-3,4-dihydro-1H-isothiochromen-1-yl)carbonyl]amino}benzyl)phosphonate
• CAS NO: 131007-47-1
• Molecular Formula: C₂₇H₃₄NO₅PS
• Molecular Weight: 515.6013
• Mol File: 131007-47-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 731.9°C at 760 mmHg
• Flash Point: 396.4°C
• Density: 1.253g/cm³
• Vapor Pressure: 2.79E-21mmHg at 25°C
• Refractive Index: 1.597
• CAS DataBase Reference: diethyl (4-{[(6-cyclohexyl-4-oxo-3,4-dihydro-1H-isothiochromen-1-yl)carbonyl]amino}benzyl)phosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl (4-{[(6-cyclohexyl-4-oxo-3,4-dihydro-1H-isothiochromen-1-yl)carbonyl]amino}benzyl)phosphonate(131007-47-1)
• EPA Substance Registry System: diethyl (4-{[(6-cyclohexyl-4-oxo-3,4-dihydro-1H-isothiochromen-1-yl)carbonyl]amino}benzyl)phosphonate(131007-47-1)

Safety Data

• Hazardous Substances Data: 131007-47-1(Hazardous Substances Data)

Upstream product

• 131030-56-3 ethyl α-carboxymethylthio-4-cyclohexylphenylacetate 
• 131031-24-8 ethyl 6-cyclohexyl-3,4-dihydro-4-oxo-1H-2-benzothiopyran-1-carboxylate 
• 131030-50-7 ethyl α-chloro-4-cyclohexylphenylacetate 
• 131030-48-3 ethyl 4'-cyclohexylmandelate 
• 20074-79-7 diethyl (4-aminobenzyl)phosphonate 
• 131007-28-8 6-cyclohexyl-3,4-dihydro-4-oxo-1H-2-benzothiopyran-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.