1609670-20-3

Basic information

• Product Name: 4-diethoxyphosphoryl-1,2-diphenyl-1,2-dihydro-3H-pyrazol-3-one
• Synonyms: 4-diethoxyphosphoryl-1,2-diphenyl-1,2-dihydro-3H-pyrazol-3-one
• CAS NO: 1609670-20-3
• Molecular Weight: 372.361
• Mol File: 1609670-20-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-diethoxyphosphoryl-1,2-diphenyl-1,2-dihydro-3H-pyrazol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-diethoxyphosphoryl-1,2-diphenyl-1,2-dihydro-3H-pyrazol-3-one(1609670-20-3)
• EPA Substance Registry System: 4-diethoxyphosphoryl-1,2-diphenyl-1,2-dihydro-3H-pyrazol-3-one(1609670-20-3)

Safety Data

• Hazardous Substances Data: 1609670-20-3(Hazardous Substances Data)

Upstream product

• 1227779-17-0 ethyl 3-methoxy-2-diethoxyphosphorylacrylate 
• 122-66-7 diphenyl hydrazine 

Downstream Products

• 1609669-68-2 5-butyl-4-methylene-1,2-diphenylpyrazolidin-3-one 
• 1609669-70-6 5-phenyl-1,2-diphenyl-4-methylenepyrazolidin-3-one 
• 1609669-69-3 4-methylene-1,2-diphenyl-5-vinylpyrazolidin-3-one 
• 1609669-67-1 5-ethyl-4-methylene-1,2-diphenylpyrazolidin-3-one 
• 1609669-66-0 5-methyl-4-methylene-1,2-diphenylpyrazolidin-3-one 

Relevant articles and documents

Anticancer Properties of Novel 4-methylene-1,2-diphenylpyrazolidin-3-ones

The limited success of the currently used antitumor therapies is the driving force for organic chemists to seek new lead structures with anticancer potential. Two α-methylene-γ-lactams with an additional nitrogen atom in the lactam ring, 5-vinyl-1,2-diphenyl-4-methylenepyrazolidin-3-one (2a) and 5-phenyl-1,2-diphenyl-4-methylenepyrazolidin-3-one (2b) have been synthesized. Their anticancer activity was assessed in MCF-7 cells. Both compounds inhibited cell proliferation and induced DNA damage and apoptosis, with 2a being the more potent analog. Synergistic effects of 2a used in combination with known anticancer drugs, 5-fluorouracil, taxol, and oxaliplatin were evaluated. Compound 2a significantly enhanced the antitumor action of oxaliplatin and 5-fluorouracil, but not taxol. Two α-methylene-γ-lactams with an additional nitrogen atom in the lactam ring, 5-vinyl-1,2-diphenyl-4-methylenepyrazolidin-3-one (2a) and 5-phenyl-1,2-diphenyl-4 methylenepyrazolidin-3-one (2b) were synthesized and tested for their anti-cancer activity in MCF-7 cells. Both compounds inhibited cell proliferation and induced DNA damage and apoptosis. Additionally, 2a showed synergistic effect in co-treatment with anti-caner drugs, oxaliplatin and 5-fluorouracil.

Versatile synthesis of 4-methylidenepyrazolidin-3-ones using a Horner-Wadsworth-Emmons approach

A new, versatile method for the synthesis of, so far unknown, variously substituted 4-methylidenepyrazolidin-3-ones as potential cytotoxic agents is described. Target compounds were synthesized from the corresponding 4-diethoxyphosphorylpyrazolidin-3-ones which were used as Horner-Wadsworth- Emmons -reagents for the olefination of formaldehyde. 4-Phosphorylpyrazolidin-3- ones were, in turn, obtained starting from the sodium salt of ethyl 2-diethoxyphosphoryl-3-hydroxy-2-propenoate, ethyl 2-acyl-2- diethoxyphosphorylacetates, or 3-methoxy-2-diethoxyphosphorylacrylate and monosubstituted or 1,2-disubstituted hydrazines. Georg Thieme Verlag Stuttgart · New York.