937-62-2

Usage

Uses

Used in Chemical Synthesis Industry:
P-TOLYL CHLOROFORMATE is used as a reagent for the synthesis of various organic compounds. Its ability to react with dimethylformamide makes it a valuable component in the production of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Research and Development:
P-TOLYL CHLOROFORMATE is used as a research chemical for studying the properties and reactions of aryl chloroformates. It aids in understanding the mechanisms of chemical reactions and the development of new synthetic routes for the production of complex organic molecules.
Used in Pharmaceutical Industry:
P-TOLYL CHLOROFORMATE is used as an intermediate in the synthesis of active pharmaceutical ingredients. Its versatility in forming esters and carbonates allows for the creation of new drug candidates with potential therapeutic applications.
Used in Agrochemical Industry:
P-TOLYL CHLOROFORMATE is used as a building block in the synthesis of agrochemicals, such as insecticides, herbicides, and fungicides. Its ability to form stable derivatives with various functional groups makes it a valuable component in the development of new and effective crop protection agents.

InChI:InChI=1/C8H7ClO2/c1-6-2-4-7(5-3-6)11-8(9)10/h2-5H,1H3

Upstream product

• 75-44-5 phosgene 
• 106-44-5 p-cresol 
• 121-69-7 N,N-dimethyl-aniline 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 503-38-8 trichloromethyl chloroformate 
• 937-63-3 p-Tolyl chlorothionoformate 
• 21799-99-5 mercury di- 

Downstream Products

• 27087-42-9 2-oxo-benzooxazole-3-carboxylic acid p-tolyl ester 
• 895-86-3 Perbenzoyl-p-tolyl-carbonat 
• 1129-48-2 N-methyl-carbamic acid 4-tolyl ester 
• 164297-05-6 C₁₈H₁₈N₂O₄S 
• 31558-45-9 p-Methoxybenzyl-p-methylphenyl-carbonat 
• 31558-50-6 3,4-Dimethoxybenzyl-p-methylphenyl-carbonat 
• 92290-74-9 (4-chloro-phenyl)-carbamic acid p-tolyl ester 
• 16323-13-0 4-methylphenyl N-phenyl carbamate 
• 715-23-1 Methyl-(4-trichlormethylphenyl)-carbonat 
• 726-47-6 Isopropyl-(4-trichlormethylphenyl)-carbonat 
• 685832-46-6 2-[3-chloro-6-(ethyl-p-tolyloxycarbonyl-amino)-5,6,7,8-tetrahydro-naphthalen-2-ylsulfanyl]-2-methyl-propionic acid tert-butyl ester 
• 630418-75-6 C₃₇H₄₃N₅O₈S 
• 54771-46-9 (2-nitro-4-methyl)-phenyl chloroformate 
• 72305-97-6 dimethyl p-tolyloxycarbonylphosphonate 

Relevant academic research and scientific papers

Novel artemisinin derivatives with potent anticancer activities and the anti-colorectal cancer effect by the mitochondria-mediated pathway

Many artemisinin derivatives have good inhibitory effects on malignant tumors. In this work, a novel series of artemisinin derivatives containing piperazine and fluorine groups were designed and synthesized and their structures were confirmed by 1H NMR, 13C NMR and HRMS technologies. The in vitro cytotoxicity against various cancer cell lines was evaluated. Among the derivatives, compound 12h was found to exhibit not only the best activity against HCT-116 cells (IC50 = 0.12 ± 0.05 μM), but also low toxicity against normal cell line L02 (IC50 = 12.46 ± 0.10 μM). The mechanisms study revealed that compound 12h caused the cell cycle arrest in G1 phase, induced apoptosis in a concentration-dependent manner, significantly reduced mitochondrial membrane potential, increased intracellular ROS and Ca2+ levels, up-regulated the expression of Bax, cleaved caspase-9, cleaved caspase-3, and down-regulated the expression of Bcl-2 protein. A series of analyses confirmed that 12h can inhibit HCT-116 cells migration and induce apoptosis by a mechanism of the mitochondria-mediated pathway in the HCT-116 cell line. The present work indicates that compound 12h may merit further investigation as a potential therapeutic agent for colorectal cancer.

Artemisinin derivatives containing piperazine ring and fluorine element, and preparation method and application of artemisinin derivatives

The invention provides artemisinin derivatives containing a piperazine ring and a fluorine element, and a preparation method and an application of the artemisinin derivatives. The structures of the compounds are verified through 1H NMR, 13C NMR and HRMS technologies, and in vitro cytotoxicity to MCF-7, A549, PC12, SH-SY5Y, U87MG, U118MG and HCT116 cancer cell lines is evaluated through MTT analysis. Results show that the artemisinin derivatives provided by the invention can more effectively inhibit the growth of cancer cell lines than artemisinin, and has potential application value in preparation of antitumor drugs.

Versatile Cp*Co(III)(LX) Catalyst System for Selective Intramolecular C-H Amidation Reactions

Herein, we report the development of a tailored cobalt catalyst system of Cp*Co(III)(LX) toward intramolecular C-H nitrene insertion of azidoformates to afford cyclic carbamates. The cobalt complexes were easy to prepare and bench-stable, thus offering a convenient reaction protocol. The catalytic reactivity was significantly improved by the electronic tuning of the bidentate LX ligands, and the observed regioselectivity was rationalized by the conformational analysis and DFT calculations of the transition states. The superior performance of the newly developed cobalt catalyst system could be broadly applied to both C(sp2)-H and C(sp3)-H carbamation reactions under mild conditions.

Visible-Light-Induced Intramolecular C(sp2)-H Amination and Aziridination of Azidoformates via a Triplet Nitrene Pathway

Catalytic intramolecular C-H amination and aziridination reactions of o-allylphenyl azidoformates have been achieved under visible-light irradiation, providing a mild, clean, and efficient method for the synthesis of useful benzoxazolones and [5.1.0] bicyclic aziridines. Mechanistic studies suggest that a triplet nitrene acts as the reactive intermediate. The chemoselectivity of the reaction, with alkyl olefin aziridination ? electron deficient olefin aziridination ≈ C(sp2)-H amination ? C(sp3)-H amination was observed, which may be instructive in the development of an understanding of visible-light-induced triplet nitrene transformation reactions.

Method for industrial production of p-hydroxybenzaldehyde with p-tolyl chloroformate as raw material

The invention provides a method for industrial production of p-hydroxybenzaldehyde with p-tolyl chloroformate as a raw material. The method comprises the following steps: reacting phosgene with p-cresol to produce p-tolyl chloroformate; and subjecting a photochemical reaction product to distillation, subjecting p-tolyl chloroformate obtained at tower top to chlorination, and subjecting a substance obtained at tower bottom to alkaline hydrolysis for recovery of p-cresol. According to chlorination of p-tolyl chloroformate, gas chromatography is used for tracing chlorination products; a mixture of monochloride and dichloride is subjected to rectification and separation under high vacuum when the content of dichloride on a methyl group is in a range of 55-70%; the tower-top distillate monochloride and a small amount of dichloride are recycled for chlorination again; tower-bottom dichloride is distilled; then hydrolysis, crystallization, filtering and washing of a crystal with cold desalted water are successively carried out to obtain a p-hydroxybenzaldehyde product with a purity of 99%; after multiple repeated cycles, the yield of the p-hydroxybenzaldehyde product can reach 75%.

In vitro radical scavenging and cytotoxic activities of novel hybrid selenocarbamates

Novel selenocyanate and diselenide derivatives containing a carbamate moiety were synthesised and evaluated in vitro to determine their cytotoxic and radical scavenging properties. Cytotoxic activity was tested against a panel of human cell lines including CCRF-CEM (lymphoblastic leukaemia), HT-29 (colon carcinoma), HTB-54 (lung carcinoma), PC-3 (prostate carcinoma), MCF-7 (breast adenocarcinoma), 184B5 (non-malignant, mammary gland derived) and BEAS-2B (non-malignant, derived from bronchial epithelium). Most of the compounds displayed high antiproliferative activity with GI50 values below 10 μM in MCF-7, CCRF-CEM and PC-3 cells. Radical scavenging properties of the new selenocompounds were confirmed testing their ability to scavenge DPPH and ABTS radicals. Based on the activity of selenium-based glutathione peroxidases (GPxs), compounds 1a, 2e and 2h were further screened for their capacity to reduce hydrogen peroxide under thiol presence. Results suggest that compound 1a mimics GPxs activity. Cytotoxic parameters, radical scavenging activity and ADME profile point to 1a as promising drug candidate.

(Cyclopentadienyl)ruthenium-catalyzed regio- and enantioselective decarboxylative allylic etherification of allyl aryl and alkyl carbonates

(Cyclopentadienyl)tris(acetonitrile)ruthenium hexafluorophosphate {[CpRu(NCMe)3][PF6] or (cyclopentadienyl) (I·6-naphthalene)ruthenium hexafluorophosphate {[CpRu(I·6-naphthalene)][PF6]} in combination with a pyridine oxazoline ligand efficiently catalyze the decarboxylative allylic rearrangement of allyl aryl carbonates. Good levels of regio- and enantioselectivity are obtained. Starting from enantioenriched secondary carbonates, the reaction is stereospecific and the corresponding allylic ethers are obtained with net retention of configuration. An intermolecular version of this transformation was also developed using allyl alkyl carbonates as substrates. Conditions were found to obtain the corresponding products with similar selectivity as in the intramolecular process. Through the use of a hemi-labile hexacoordinated phosphate counterion, a zwitterionic air- and moisture-stable chiral ruthenium complex was synthesized and used in the enantioselective etherification reactions. This highly lipophilic metal complex can be recovered and efficiently reused in subsequent catalysis runs. Copyright

NOVEL DITHIOLOPYRROLONES AND THEIR THERAPEUTICAL APPLICATIONS

The present invention provides novel dithiolopyrrolone compounds and their salts, which promote production of white blood cells and are useful as prevention and treatments for microbial infections such as HIV infection and blood disorders such as neutropenia and other related diseases. The present invention also provides therapeutic compositions comprising particularly useful types of dithiolopyrrolones, the salts thereof, and methods and use in the manufacture of a medication for treatment of diseases.

Heat-sensitive recording materials and phenol compounds

Heat-sensitive recording materials contain an electron-donating chromogenic compound and an electron-attracting compound. The recording materials also contain at least one compound represented by the following formula: STR1 wherein R1 and R3 mean a hydrogen atom or an alkyl, aralkyl or aryl group, R2 and R4 denote an alkyl, alkenyl, aralkyl or aryl group, X1, X2, Y1 and Y2 stand for an oxygen or a sulfur atom, and --Z1 -- and --Z2 -- are a specific aromatic group. Also provided are phenol compounds represented by the following formula: STR2 wherein R1, R2, X1 and Y1 have the same meanings as defined above; R5 and R6 are a hydrogen or halogen atom or an alkyl, alkoxy, aralkyl, aryl or hydroxyl group; p and q stand for an integer of 1-4; R5 and R6 may be either the same or different when p and q represent an integer of 2 or greater; and --Z3 -- means a specific divalent group.

NITROXIDE CHEMISTRY XXI. REACTIONS OF BIS(BISTRIFLUOROMETHYLAMINO-OXY)-MERCURY(II) AND NN-BIS(TRIFLUOROMETHYL)NITROXIDE WITH THIOCARBONYL COMPOUNDS

Thiobenzophenone, 9-thiocarbonylfluorene and carbonyl sulphide react with the mercurial, Hg2, to form HgS and the compounds Ph2C2, (C6H4)2C2 and 2CO respectively.The last compound is also formed as the major product on mixing the mercurial with carbon disulphide.With thiophosgene, reaction occurs to form HgCl2 and a mixture of the compounds (CF3)2NSCOCl and (CF3)2NSCOON(CF3)2, which are thought to arise by rearrangement of the intermediates (CF3)2NOC(S)Cl and 2CS.A similar rearrangement may also occur during the reactions of thiobenzoyl chloride and aryl chlorothionoformates with the mercurial but the product mixtures from these reactions are more complex and pure compounds have not been isolated.Reaction between thiophosgene dimer and the mercurial results in a simple chlorine exchange to afford the 1,3-dithietane 2cyclo2S>.The low temperature reaction of thiophosgene with (CF3)2NO gives a thermally unstable product believed to be (CF3)2NOCCl2S(O)ON(CF3)2, while the similar reaction with thiobenzophenone appears to give (CF3)2NOCPh2SON(CF3)2, which decomposes above 0 deg C.