97939-09-8

Basic information

• Product Name: s(-)-dimethyl o-chloro-α-hydroxybenzylphosphonate
• Synonyms: s(-)-dimethyl o-chloro-α-hydroxybenzylphosphonate
• CAS NO: 97939-09-8
• Molecular Weight: 250.619
• Mol File: 97939-09-8.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: s(-)-dimethyl o-chloro-α-hydroxybenzylphosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: s(-)-dimethyl o-chloro-α-hydroxybenzylphosphonate(97939-09-8)
• EPA Substance Registry System: s(-)-dimethyl o-chloro-α-hydroxybenzylphosphonate(97939-09-8)

Safety Data

• Hazardous Substances Data: 97939-09-8(Hazardous Substances Data)

Upstream product

• 552-89-6 2-nitro-benzaldehyde 
• 89429-98-1 dimethyl (S)-hydroxy-(2-nitrophenyl)methylphosphonate 
• 609-65-4 o-chlorobenzoyl chloride 
• 89-98-5 2-chloro-benzaldehyde 
• 868-85-9 Dimethyl phosphite 
• 831-56-1 Dimethyl 2-chlorobenzylphosphonate 
• 76387-49-0 Dimethyl 2-chlorobenzoylphosphonate 
• 97939-10-1 [(S)-(2-Amino-phenyl)-hydroxy-methyl]-phosphonic acid dimethyl ester 
• 96-36-6 methyl phosphite 
• 36198-87-5 dimethyl trimethylsilyl phosphite 

Downstream Products

• 1246091-36-0 O,O-dimethyl-1-(4-isopropylphenoxyacetoxy)-1-(2-chlorophenyl)methylphosphonate 
• 1246091-37-1 O,O-dimethyl-1-(4-ethylphenoxyacetoxy)-1-(2-chlorophenyl)methylphosphonate 
• 1246091-30-4 O,O-dimethyl-1-(4-cyanophenoxyacetoxy)-1-(2-chlorophenyl)methylphosphonate 
• 1246091-34-8 O,O-dimethyl-1-(3-methoxyphenoxyacetoxy)-1-(2-chlorophenyl)methylphosphonate 
• 1246091-28-0 O,O-dimethyl-1-(3,4-dichlorophenoxyacetoxy)-1-(2-chlorophenyl)methylphosphonate 
• 1246091-33-7 O,O-dimethyl-1-(4-methoxyphenoxyacetoxy)-1-(2-chlorophenyl)methylphosphonate 
• 1246091-29-1 O,O-dimethyl-1-(4-chloro-3-fluorophenoxyacetoxy)-1-(2-chlorophenyl)methylphosphonate 
• 1207757-79-6 O,O-dimethyl-2,6-pyridinyldi(formyloxy-2-chlorobenzylphosphonate) 
• 1146599-26-9 O,O-dimethyl 1-[(6-chloropyridin-3-yl)methyl]-5-methyl-1H-1,2,3-triazol-4-ylcarbonyloxy-(2-chlorophenyl)methyl-phosphonate 
• 254888-93-2 C₂₁H₂₈Cl₃O₆PSi₂ 
• 667462-15-9 chloro-acetic acid (2-chloro-phenyl)-(dimethoxy-phosphoryl)-methyl ester 
• 254888-84-1 (2,4-dichloro-phenoxy)-acetic acid (2-chloro-phenyl)-(dimethoxy-phosphoryl)-methyl ester 
• 1614827-38-1 O,O-dimethyl 1-((4,6-dichloropyrimidin-2-yl)carbamyloxy)-1-(2-chlorophenyl)methylphosphonate 
• 1352612-25-9 (2-chlorophenyl)(dimethoxyphosphoryl)methyl cinnamate 

Relevant articles and documents

Enantioselective synthesis of α-hydroxy phosphonates via oxidation with (camphorsulfonyl)oxaziridines

Reaction of phosphonate anions with enantiomerically pure (camphorsulfonyl)oxaziridines results in formation of nonracemic α-hydroxy phosphonates. This enantioselective hydroxylation methodology provides convenient access to optically active α-hydroxy pho

Synthesis and anticancer cytotoxicity with structural context of an α-hydroxyphosphonate based compound library derived from substituted benzaldehydes

We synthesized substituted benzaldehyde derived α-hydroxyphosphonates (αOHP), α-hydroxyphosphonic acids (αOHPA) and α-phosphinoyloxyphosphonates (αOPP) and characterized their cytotoxicity against a panel of cancer cell lines. A library containing 56 analogues was screened against Mes-Sa parental and Mes-Sa/Dx5 multidrug resistant uterine sarcoma cell lines, using a fluorescence-based cytotoxicity assay. The cytotoxicity screening revealed that dibenzyl-αOHPs and dimethyl-α-diphenyl-OPPs were the most active clusters, which encouraged us to synthesize further dibenzyl-α-diphenyl-OPP derivatives that elicited pronounced cell killing. Further structure-activity relationships showed the relevance of hydrophobicity and the position of substituents on the main benzene ring as determinants of toxicity. The most active analogs proved to be equally, or even more toxic to the multidrug resistant (MDR) cell line Mes-Sa/Dx5, suggesting these compounds may overcome P-glycoprotein mediated multidrug resistance by evading the drug transporter.

Synthesis and biological activities of O, O-dialkyl 1-((4,6- Dichloropyrimidin-2-yl)carbamyloxy) alkylphosphonates

(Equation present) A series of new 1-((4,6-dichloropyrimidin-2-yl) carbamyloxy) alkylphosphonates were designed and synthesized. The structures of all the title compounds were confirmed by IR, 1H-NMR, 31P-NMR and elemental analysis. The results of the bioassay showed that all of title compounds exhibited weak herbicidal activities against monocotyledons and dicotyledons; however, some of them showed potential plant growth regulatory activities. 2014 Copyright Taylor & Francis Group, LLC.