100134-07-4

Basic information

• Product Name: dimethyl 1-hydroxy-1-(4-methylphenyl)methylphosphonate
• Synonyms: dimethyl 1-hydroxy-1-(4-methylphenyl)methylphosphonate
• CAS NO: 100134-07-4
• Molecular Weight: 230.2
• Mol File: 100134-07-4.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: dimethyl 1-hydroxy-1-(4-methylphenyl)methylphosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl 1-hydroxy-1-(4-methylphenyl)methylphosphonate(100134-07-4)
• EPA Substance Registry System: dimethyl 1-hydroxy-1-(4-methylphenyl)methylphosphonate(100134-07-4)

Safety Data

• Hazardous Substances Data: 100134-07-4(Hazardous Substances Data)

Upstream product

• 2033-24-1 cycl-isopropylidene malonate 
• 104-87-0 4-methyl-benzaldehyde 
• 121-45-9 phosphorous acid trimethyl ester 
• 36198-87-5 dimethyl trimethylsilyl phosphite 
• 874-60-2 4-methyl-benzoyl chloride 
• 33493-30-0 dimethyl 4-methylbenzoylphosphonate 
• 868-85-9 Dimethyl phosphite 
• 96-36-6 methyl phosphite 

Downstream Products

• 89758-98-5 1-hydroxy-1-(4-methylphenyl)-methylphosphonic acid 
• 1352612-23-7 (dimethoxyphosphoryl)(p-tolyl)methyl cinnamate 
• 1332458-72-6 (dimethoxyphosphoryl)(p-tolyl)methyl 2-(4,6-dimethoxypyrimidin-2-yloxy)benzoate 
• 904702-82-5 C₁₉H₂₂FO₆P 
• 904702-85-8 C₁₉H₂₁ClFO₆P 
• 263722-85-6 (2,4-dichloro-phenoxy)-acetic acid (dimethoxy-phosphoryl)-p-tolyl-methyl ester 

Relevant articles and documents

Phosphorylation of (1-aryl-1-hydroxymethyl)phosphonates

The reaction of dimethyl (1-aryl-1-hydroxymethyl)phosphonates with 1-chloro-3-phospholene 1-oxides, diphenylphosphinic chloride or diphenyl chloridophosphonate affords the corresponding (1-phosphoryloxymethyl)phosphonates. The products with two different

Rational synthesis of α-hydroxyphosphonic derivatives including dronic acids

New, green methods have been elaborated for the syntheses of α-hydroxyphosphonates and α-hydroxymethylenebisphosphonic derivatives (HMBPs, dronates). α-Hydroxyphosphonates were prepared via the Pudovik reaction, while the synthesis of HMBPs has been performed in the three-component reaction of carboxylic acids, phosphorus trichloride and phosphorus acid.

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.