826992-39-6

Basic information

• Product Name: Phosphonic acid, [2-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-2-oxoethyl]-, diethyl ester
• CAS NO: 826992-39-6
• Molecular Formula: C16H26NO6P
• Molecular Weight: 359.359
• Mol File: 826992-39-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Phosphonic acid, [2-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-2-oxoethyl]-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, [2-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-2-oxoethyl]-, diethyl ester(826992-39-6)
• EPA Substance Registry System: Phosphonic acid, [2-[[2-(3,4-dimethoxyphenyl)ethyl]amino]-2-oxoethyl]-, diethyl ester(826992-39-6)

Safety Data

• Hazardous Substances Data: 826992-39-6(Hazardous Substances Data)

Upstream product

• 56997-75-2 N-(3,4-dimethoxyphenethyl)-α-bromoacetamide 
• 122-52-1 triethyl phosphite 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 14301-31-6 2-chloro-N-(2-(3,4-dimethoxyphenyl)ethyl)acetamide 

Downstream Products

• 56361-03-6 N-[2-(3,4-dimethoxyphenyl)ethyl]-3-phenylacrylamide 
• 1173167-61-7 C₃₂H₂₇BrN₂O₅ 
• 1008762-01-3 C₂₂H₂₃NO₅ 
• 887605-85-8 C₂₁H₂₁NO₄ 
• 1008761-97-4 C₃₂H₃₁Cl₂NO₆ 
• 1008761-94-1 C₂₈H₂₅Cl₂NO₄ 
• 1008762-60-4 C₂₇H₃₀BrNO₆ 
• 1008762-63-7 C₂₈H₃₅BrNO₈P 

Relevant articles and documents

Synthesis and Biological Evaluation of Endocannabinoid Uptake Inhibitors Derived from WOBE437

WOBE437 ((2E,4E)-N-(3,4-dimethoxyphenethyl)dodeca-2,4-dienamide, 1) is a natural product-derived, highly potent inhibitor of endocannabinoid reuptake. In this study, we synthesized almost 80 analogues of 1 with different types of modifications in the dodecadienoyl domain as well as the dimethoxyphenylethyl head group, and we investigated their effects on anandamide uptake into U937 cells. Intriguingly, none of these analogues was a more potent inhibitor of anandamide uptake than WOBE437 (1). At the same time, a number of WOBE437 variants exhibited potencies in the sub-100 nM range, with high selectivity over inhibition of the endocannabinoid-degrading enzyme fatty acid amide hydrolase; two compounds were virtually equipotent with 1. Interestingly, profound activity differences were observed between analogues in which either of the two methoxy substituents in the head group had been replaced by the same bulkier alkoxy group. Some of the compounds described here could be interesting departure points for the development of potent endocannabinoid uptake inhibitors with more drug-like properties.

Synthesis of 2-, 4- And 5-(2-alkylcarbamoyl-l-methylvinyl)-7- alkyloxybenzo[b]furans and their leukotriene 64 receptor antagonistic activity

Variable benzo[6]furan derivatives having (E)- and (Z)-2-alkylcarbamoyl-l- methylvinyl groups at the 2-, 4- and 5-positions and a carboxylpropoxy or (1-phenyl)ethoxy group at the 7-position were prepared to find novel and selective leukotriene B4 (LTB4) receptor antagonists. (E)-2-(2-Diethylcarbamoyl- l-methylvinyl)-7-(1-phenylethoxy)benzo[b]furan (4v) showed selective inhibition to the human BLT2 receptor (hBLT2). On the other hand, (E)-2-acetyl-4-(2-diethylcarbamoyl-l-methylvinyl)-7-(l-phenylethoxy)benzo[b] furan (7v) inhibited both human BLTi receptor (hBLT1) and hBLT 2. The (E)-2-(2-diethylcarbamoyl-l-methylvinyl) group lay on approximately the same plane as the benzo[e]furan ring, whereas the (E)-4-(2-diethylcarbamoyl-l-methylvinyl) group had the torsion angle (45.7°) from the benzo[e]furan ring plane. However, the (Z)-(2-alkylcarbamoyl-l- methylvinyl)benzo[b]furans were inactive. The inhibitory activity depended on the conformation of the 2-diethylcarbamoyl-l-methylvinyl group. The Royal Society of Chemistry 2005.