38377-38-7

Usage

Uses

Used in Chemical Synthesis:
4-Fluorophenyl chloroformate is used as a building block compound for the synthesis of BINOL-derived silanediols and hybrid selenocarbamates. Its application in this field is due to its ability to facilitate the formation of these complex organic molecules, which have potential applications in various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Fluorophenyl chloroformate is used as a key intermediate in the synthesis of various drugs and drug candidates. Its role in this industry is to provide a versatile starting material for the development of new medications with potential therapeutic benefits.
Used in Research and Development:
4-Fluorophenyl chloroformate is also utilized in research and development settings, where it is employed as a reagent for the synthesis of novel compounds with potential applications in various fields, including materials science, pharmaceuticals, and agrochemicals. Its use in this context is driven by its ability to react with a wide range of substrates, enabling the creation of diverse chemical structures.

InChI:InChI=1/C7H4ClFO2/c8-7(10)11-6-3-1-5(9)2-4-6/h1-4H

Upstream product

• 371-41-5 4-Fluorophenol 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 503-38-8 trichloromethyl chloroformate 

Downstream Products

• 145071-43-8 5-(Methoxyimino-methyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid 4-fluoro-phenyl ester 
• 193139-58-1 4-(tert-Butyl-dimethyl-silanyloxymethyl)-2-ethynyl-2H-quinoline-1-carboxylic acid 4-fluoro-phenyl ester 
• 247032-21-9 bis(4-fluorophenyl) carbonate 
• 1001647-65-9 C₄₇H₆₀FN₅O₉ 
• 193139-67-2 2-ethynyl-1-(4-fluorophenyloxycarbonyl)-1,2-dihydro-4-hydroxymethylquinoline 
• 288157-65-3 4-[3-(aminoamidyl)benzoyl]-1-methylpiperidine 

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.

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.

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.

β-type glycosidic bond formation by palladium-catalyzed decarboxylative allylation

The efficient and stereoselective construction of glycosidic linkages is of great significance in carbohydrate chemistry due to the ubiquitous existence of numerous biologically active natural products and saccharides. Although great efforts have been devoted to stereoselective glycosylations in the past few decades, constructing glycosidic bonds with high efficiency and selectivity remains a challenge and continues to be an important area in carbohydrate research. Phenols are widely used as nucleophiles in palladium-catalyzed allylation. In contrast, the possibility of using aliphatic alcohols as nucleophiles is not as thoroughly explored. The modified reaction conditions were then applied to other substrates. Originating from easily prepared carbonates, various glycosides, such as phenolic Oglycosides, thiophenolic S-glycoside, aliphatic O-glycosides, and even disaccharides, were synthesized in good yields by means of a palladium-catalyzed decarboxylative allylation.

NOVEL VINBLASTINE DERIVATIVES, THEIR PREPARATION, USE AND PHARMACEUTICAL COMPOSITIONS COMPRISING THE SAID DERIVATIVES

The invention provides vinblastine derivatives represented by the following formula 1 or their physiologically acceptable salts, their preparation, use and pharmaceutical compositions comprising the said derivatives. The said vinblastine derivatives show inhibiting activities against tumor cell lines and can be used as medicaments for treating malignant tumors.

Rapamycin carbonate esters as immuno-suppressant agents

Carbonate esters with rapamycin at position 42 or positions 31 and 42 have been shown to have immunosuppressant properties and are useful in the treatment of transplant rejections and autoimmune diseases. These esters are represented by the formula below: STR1 wherein: R1 and R2 are independently H or --COOR3 but both R1 and R2 cannot be H, and R3 is C1 -C6 alkyl where 1 to 3 hydrogens may be replaced by fluorine, chlorine, bromine or iodine, C3 -C8 cycloalkyl, C2 -C6 alkenyl, or Ar--(CH2)n -- where n is 0 to 6 and Ar is phenyl, phenyl substituted by fluorine, chlorine, bromine, iodine, trifluoromethyl, nitro, cyano, C1 -C6 alkyl or C1 -C6 alkoxy; pyridinyl, indolyl, quinolyl or furanyl; or a pharmaceutically acceptable salt thereof.