96851-20-6

Upstream product

• 358-23-6 trifluoromethylsulfonic anhydride 
• 24630-67-9 hydroxymethyl-phosphonic acid dimethyl ester 
• 1025373-45-8 trifluoromethanesulfonic acid anhydride 

Downstream Products

• 206861-69-0 {[2-(9-Phenyl-9H-xanthen-9-yloxy)-ethylamino]-methyl}-phosphonic acid dimethyl ester 
• 208709-92-6 (S)-2-{(S)-5-(2-Chloro-phenyl)-2-[(dimethoxy-phosphorylmethyl)-amino]-pent-4-ynoylamino}-4-methyl-pentanoic acid methyl ester 
• 208710-04-7 (S)-5-(2,4-Difluoro-phenyl)-2-[(dimethoxy-phosphorylmethyl)-amino]-pent-4-ynoic acid methyl ester 
• 143825-24-5 (R)-2-tert-butoxycarbonylamino-3-[5-chloro-1-(dimethoxy-phosphorylmethyl)-1H-benzoimidazol-2-yl]propionic acid benzyl ester 
• 143825-22-3 (R)-2-tert-butoxycarbonylamino-3-[6-chloro-1-(dimethoxy-phosphorylmethyl)-1H-benzoimidazol-2-yl]propionic acid benzyl ester 
• 1027445-61-9 2-tert-butoxycarbonylamino-3-[5,6-dichloro-1-(dimethoxy-phosphorylmethyl)-1H-benzoimidazol-2-yl]-propionic acid benzyl ester 
• 1241921-50-5 C₄₁H₇₁O₁₂PSi₃ 
• 1396787-61-3 methyl 3-(benzyl((dimethoxyphosphoryl)methyl)amino)-2,2-dimethylheptanoate 
• 1396787-55-5 methyl 1-[benzyl(dimethoxyphosphoryl)amino]cyclohexanecarboxylate 
• 1396787-54-4 methyl 2-{benzyl[(dimethoxyphosphoryl)methyl]amino}-2-methylpropanoate 
• 876755-33-8 tert-butoxycarbonylamino-[(R)-4-(dimethoxy-phosphorylmethoxy)-phenyl]-acetic acid 
• 899426-66-5 [(1R,2R,3S,4R,5S,6S)-3-(tert-Butyl-diphenyl-silanyloxy)-2,4,5,6-tetrakis-methoxymethoxy-cyclohexyloxymethyl]-phosphonic acid dimethyl ester 

Relevant academic research and scientific papers

Design, synthesis, and functional evaluation of a novel series of phosphonate-functionalized 1,2,3-triazoles as positive allosteric modulators of α7 nicotinic acetylcholine receptors

The α7 nicotinic acetylcholine receptor is a pentameric ligand-gated ion channel widely distributed in the central nervous system, mainly in the hippocampus and cortex. The enhancement of its activity by positive allosteric modulators (PAMs) is a promising therapeutic strategy for cognitive deficits and neurodegenerative disorders. With the aim of developing novel scaffolds with PAM activity, we designed and synthesized a series of phosphonate-functionalized 1,4-disubstituted 1,2,3-triazoles using supported copper nanoparticles as the cycloaddition reaction catalyst and evaluated their activity on α7 receptors by single-channel and whole-cell recordings. We identified several triazole derivatives that displayed PAM activity, with the compound functionalized with the methyl phosphonate group being the most efficacious one. At the macroscopic level, α7 potentiation was evidenced as an increase of the maximal currents elicited by acetylcholine with minimal effects on desensitization, recapitulating the actions of type I PAMs. At the single-channel level, the active compounds did not affect channel amplitude but significantly increased the duration of channel openings and activation episodes. By using chimeric and mutant α7 receptors, we demonstrated that the new α7 PAMs share transmembrane structural determinants of potentiation with other chemically nonrelated PAMs. To gain further insight into the chemical basis of potentiation, we applied structure-activity relationship strategies involving modification of the chain length, inversion of substituent positions in the triazole ring, and changes in the aromatic nucleus. Our findings revealed that the phosphonate-functionalized 1,4-disubstituted 1,2,3-triazole is a novel pharmacophore for the development of therapeutic agents for neurological and neurodegenerative disorders associated with cholinergic dysfunction.

HERBICIDAL COMPOUNDS

Compounds of the formula (I) wherein the substituents are as defined in claim 1, useful as a pesticides, especially as herbicides.

PRE-HARVEST DESICCATION METHOD

A method for the pre-harvest desiccation of crop plants which comprises applying to the crop plants an effective amount of a compound of formula (I) or an agronomically acceptable salt or zwitterionic species thereof, wherein the substituents are as defined in claim 1.

HERBICIDAL COMPOUNDS

Compounds of the formula (I) wherein the substituents are as defined in claim 1, useful as a pesticides, especially as herbicides.

Method for the efficient synthesis of highly-substituted oxetan- and azetidin-, dihydrofuran- and pyrrolidin-3-ones and its application to the synthesis of (±)-pseudodeflectusin

Highly substituted four- and five-membered heterocycles were prepared starting with O,P- and N,P-acetals by using a one-pot method involving base induced cyclization and a Horner-Wadsworth-Emmons (HWE) olefination reaction. Divergent synthesis of various heterocycles was achieved by using this method and transformations of the alkenyl group in the products of these processes were exemplified. Finally, a short and efficient synthesis of (±)- pseudodeflectusin based on the new methodology was achieved.

METHOD FOR INHIBITING PROLIFERATION OF TUMOR CELLS

Disclosed are methods for synergistically inhibiting the proliferation of tumor cells by contacting the tumor cells with a MEK inhibitor compound and erlotinib, either sequentially or simultaneously. Also disclosed are methods for inhibiting the proliferation of tumor cells in a human, by administering to the human, sequentially or simultaneously, an amount of erlotinib and a MEK inhibitor compound, wherein the amounts are effective, in combination, to synergistically inhibit the proliferation of the tumor cells in the human.

Substituted hydantoins

The present invention relates to compounds of the formula methods for the preparation thereof, and methods for their use. The compounds are useful in treating diseases characterized by the hyperactivity of MEK. Accordingly the compounds are useful in the treatment of diseases, such as cancer, cognitive and CNS disorders, and inflammatory/autoimmune diseases.

TARGETING CHELANTS AND CHELATES

Novel chelants and other compounds, and compositions thereof are provided, that are useful for detection and treatment of cancer and other abnormal and disease-state cells and tissues.

Chemical synthesis and molecular recognition of phosphatase-resistant analogues of phosphatidylinositol-3-phosphate

The remodeling of phosphatidylinositol polyphosphates in cellular membranes by phosphatases and kinases orchestrates the signaling by these lipids in space and time. To provide chemical tools to study the changes in cell physiology mediated by these lipids, three new metabolically stabilized (ms) analogues of phosphatidylinositol-3-phosphate (Ptdlns(3)P) were synthesized. We describe herein the total asymmetric synthesis of 3-methylphosphonate, 3-(monofluoromethyl)phosphonate and 3-phosphorothioate analogues of Ptdlns(3)P. From differentially protected D-myo-inositol key intermediates, a versatile phosphoramidite reagent was employed in the synthesis of Ptdlns(3)P analogues with diacylglyceryl moieties containing dioleoyl, dipalmitoyl, and dibutyryl chains. In addition, we introduce a new phosphorylation reagent, (monofluoromethyl)phosphonyl chloride, which has general applications for the preparation of "pKa-matched" monofluorophosphonates. These ms-Ptdlns(3)P analogues exhibited reduced binding activities with 15N-labeled FYVE and PX domains, as significant 1H and 15N chemical shift changes in the FYVE domain were induced by titrating ms-Ptdlns(3)P analogues into membrane-mimetic dodecylphosphocholine micelles. In addition, the Ptdlns(3)P analogues with dioleoyl and dipalmitoyl chains were substrates for the 5-kinase enzyme PIKfyve; the corresponding phosphorylated ms-PI(3,5)P2 products were detected by radio-TLC analysis.

Synthesis and molecular recognition of phosphatidylinositol-3- methylenephosphate

Phosphatidylinositol-3-phosphate (Ptdlns(3)P) is a spatial regulator of vesicular trafficking and other vital cellular processes. We describe the asymmetric total synthesis of a metabolically stabilized analogue, phosphatidylinositol-3-methylenephosphate (Ptdlns(3)MP) from a differentially protected myo-inositol. NMR studies of Ptdlns(3)MP bound to the 15N-labeled FYVE domain showed significant 1H and 15N chemical shift changes relative to the unliganded protein.