878-17-1

Usage

Uses

Used in Pharmaceutical Industry:
p-Tolyl phosphorodichloridate is used as a key intermediate for the synthesis of phosphonate and phosphonite derivatives, which have biological and industrial significance. These derivatives are essential in the development of pharmaceutical compounds with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, p-Tolyl phosphorodichloridate is utilized as a precursor in the preparation of various organic phosphorus compounds that are used in the development of pesticides and other agrochemical products.
Used in Peptide Synthesis:
p-Tolyl phosphorodichloridate is used as a coupling reagent in peptide synthesis, facilitating the formation of peptide bonds between amino acids to create larger peptide chains.
Used in Chiral Phosphine Ligand Preparation:
As a precursor, p-Tolyl phosphorodichloridate is also used in the preparation of chiral phosphine ligands, which are essential in catalysis for various chemical reactions, including asymmetric synthesis.
Overall, p-Tolyl phosphorodichloridate holds significant industrial importance due to its wide range of applications in the synthesis of important compounds and its role in various chemical processes.

InChI:InChI=1/C7H7Cl2O2P/c1-6-2-4-7(5-3-6)11-12(8,9)10/h2-5H,1H3

Upstream product

• 106-44-5 p-cresol 
• 10025-87-3 trichlorophosphate 

Downstream Products

• 6729-45-9 phosphoric acid mono-p-tolyl ester 
• 68521-34-6 6-p-tolyloxy-6,7-dihydro-5H-dibenzo[d,f][1,3,2]diazaphosphepine 6-oxide 
• 42475-11-6 1,3-dimethyl-2-p-tolyloxy-[1,3,2]diazaphospholidine 2-oxide 
• 84957-80-2 2-p-Tolyloxy-octahydro-benzo[1,3,2]diazaphosphole 2-oxide 
• 100032-44-8 2,3-Dimethyl-7-p-tolyloxy-5,9-dihydro-6,8-dithia-7-phospha-benzocycloheptene 7-oxide 
• 105053-48-3 6-p-Tolyloxy-5,7-dioxa-6-phospha-dibenzo[a,c]cycloheptene 6-oxide 
• 75386-08-2 5-Bromo-5-nitro-2-p-tolyloxy-[1,3,2]dioxaphosphinane 2-oxide 
• 138678-32-7 2,10-Dichloro-6-p-tolyloxy-12H-5,7-dioxa-6-phospha-dibenzo[a,d]cyclooctene 6-oxide 
• 137734-69-1 C₂₈H₂₁O₄P 
• 120628-04-8 2-(4-methylphenyloxy)-3-cyclohexyl-6-(1,1-dimethylethyl)-3,4-dihydro-2H-1,3,2-benzoxazaphosphorine-2-oxide 
• 132035-01-9 3-p-Tolyl-2-p-tolyloxy-3,4-dihydro-1-oxa-3-aza-2-phospha-phenanthrene 2-oxide 
• 147907-34-4 (4-methylphenoxy) ((1S)-(1-methoxycarbonylethyl)amino)phosphinyl chloride 
• 77014-50-7 C₁₉H₁₇N₂O₃P 
• 125790-30-9 C₁₉H₁₅Cl₂N₂O₃P 

Relevant academic research and scientific papers

Prodrug compound and application ofprodrug compound in treatment of cancer

The present invention provides a compound indicated by a formula (I), pharmaceutically acceptable salts or esters thereof, a pharmaceutical composition of the compound, and application of the compoundand the pharmaceutical composition in the inhibition or regulation of the activity of tyrosine kinase and treating disease symptoms or symptoms including cancer mediated by tyrosine kinase.

PRODRUGS OF THE TYROSINE KINASE INHIBITOR FOR TREATING CANCER

There are provided compounds of Formula (I), and pharmaceutically acceptable salts and esters thereof, and pharmaceutical compositions thereof, useful for inhibition or modulation of the activity of tyrosine kinases and treatment of disease states or conditions mediated by tyrosine kinases, including cancers. (I)

Synthesis, characterization and thermal studies of cresol based polyphosphate esters

Polyphosphate esters were synthesized from cresol phosphorodichloridates and dihydric phenols by interfacial polycondensation using a phase transfer catalyst. The polymers were characterized by IR, 1H and 31P NMR spectroscopy and GPC. The thermal stability of the polymers was determined by thermogravimetry.

New phosphoroamidate compounds: Synthesis, structural characterization and studies on ZnCl2 assisted hydrolysis of the P-N bond

A variety of phosphorodiamidate compounds were synthesized from the corresponding phosphorodichloridate intermediates and phosphorus oxychloride. These were completely characterized using different spectroscopic methods and single crystal X-ray diffraction studies on one of them. Studies revealed that water in the presence of a mild Lewis acid like ZnCl2 was found to assist the hydrolysis of the P-N linkage. The proof of this concept was effectively realized through the hydrolysis of hexamethylphosphoramide.

Aryl phosphoramidates of 5-phospho erythronohydroxamic acid, a new class of potent trypanocidal compounds

RNAi and enzymatic studies have shown the importance of 6-phosphogluconate dehydrogenase (6-PGDH) in Trypanosoma brucei for the parasite survival and make it an attractive drug target for the development of new treatments against human African trypanosomi

Antiviral phosphoramidates

The invention provides novel nucleoside compounds of formula I wherein R1, R2a, R2b, R3, R4, R5, R6, R8a, R9 and R10 are as defined herein which are useful for the treatment of Hepatitis C Virus (HCV) mediated diseases. The invention further provides methods for treatment or prophylaxis of HCV mediated diseases with compounds of formula I and pharmaceutical compositions comprising these compounds,

Anti-proliferative and anti-leukemic activity of DDE46 (compound WHI-07), a novel bromomethoxylated arylphosphate derivative of zidovudine, and related compounds: Studies using human acute lymphoblastic leukemia cells and the zebrafish model

The anti-proliferative effects of a novel bromomethoxylated arylphosphate derivative of zidovudine (compound DDE46, CAS 213982-96-8) were first examined in a zebra fish embryo model. DDE46 blocked the cell division at the 2-cell stage of the embryonic development followed by total cell fusion. DDE46 also inhibited the proliferation of the leukemic cell lines NALM-6 and MOLT-3. DDE46 enhanced the activity of the pro-apoptotic enzymes Caspase-3, Caspase-6, Caspase-8, and Caspase-9 leading to the apoptotic death of the leukemic cell line Jurkat. These results justify the further development of this agent as a new anti-leukemic drug candidate. ECV · Editio Cantor Verlag, Aulendorf (Germany).

Syntheses and spectral characterization of 2-aryloxy - 5,5′- bis(bromomethyl)-1,3,2P-dioxaphosphorinane 2-oxides

2-Aryloxy-5,5′-bis(bromomethyl)-1,3,2-dioxaphosphorinane 2-oxides 3 have been synthesized by the reaction of 2,2′-bis(bromomethyl)-1,3- propanediol 1 with various arvlphosphorodichloridates 2a-h in the presence of triethylamine in dry tetrahydrofuran at room temperatuure. Their 1H, 13C, 31P NMR and mass spectral data are discussed.

Intracellular delivery of bioactive AZT nucleotides by aryl phosphate derivatives of AZT

Novel aryl phosphate derivatives of the anti-HIV nucleoside analogue AZT have been prepared by phosphorochloridate chemistry. These materials were designed to act as membrane-soluble prodrugs of the bioactive free nucleotides. In vitro evaluation revealed the compounds to have a pronounced, selective anti-HIV activity in CEM cells; the magnitude of the biological effect varied considerably depending on the nature of the phosphate blocking group. Moreover, several of the compounds retain marked antiviral activity in TK- (thymidine kinase-deficient) mutant CEM cells in which AZT was virtually inactive. These data strongly support the hypothesis that the AZT phosphate derivatives exert their biological effects via intracellular release of AZT nucleotide forms and suggest that the potential of nucleoside drugs in antiviral chemotherapy may be enhanced by suitable nucleotide delivery strategies.

Preparation of 3-substituted cephalosporins

There is described a process for preparing an enamine of formula (IX): STR1 where R2 is a carboxylic acid protecting group and R3 is the residue of a carboxylic acid derived acyl group and where R5 and R6 are the same or different C1-4 alkyl or C7-10 aralkyl groups; or taken together with the adjacent nitrogen atom form a heterocyclic ring containing from 4 to 8 carbon atoms and optionally a further heteroatom selected from oxygen and nitrogen; by reacting a compound of formula (XII): STR2 with an amine of formula HNR5 R6, the reactant of formula (XII) being prepared by reaction of an appropriate enol derivative with a phosphorus reagent. The enamines of formula (IX) are useful in the preparation of 3-hydroxycephalosporins.