57910-98-2

Usage

Uses

Used in Chemical Synthesis:
4-Methyl-2-nitrophenyl isocyanate is used as a chemical intermediate for the preparation of various organic compounds, specifically the 4-methylphenyl analog of 2-[(2-nitrophenyl)amino]furanone. This application takes advantage of its reactive isocyanate group, which can be utilized in the synthesis of a range of chemical products.
In the Pharmaceutical Industry:
Within the pharmaceutical sector, 4-Methyl-2-nitrophenyl isocyanate may be used as a building block for the development of new drugs or drug candidates. Its unique structure and reactivity can contribute to the creation of novel molecules with potential therapeutic applications.
In the Research and Development Sector:
4-Methyl-2-nitrophenyl isocyanate is also used in academic and industrial research and development settings. Scientists and researchers employ 4-METHYL-2-NITROPHENYL ISOCYANATE to explore new reaction pathways, study its reactivity, and potentially discover new applications in various fields, including materials science and chemical engineering.

InChI:InChI=1/C8H6N2O3/c1-6-2-3-7(9-5-11)8(4-6)10(12)13/h2-4H,1H3

Upstream product

• 75-44-5 phosgene 
• 89-62-3 4-methyl-2-nitroaniline 
• 503-38-8 trichloromethyl chloroformate 
• 32315-10-9 bis(trichloromethyl) carbonate 

Downstream Products

• 152645-37-9 4,5-Dihydro-2-<(4-methyl-2-nitrophenyl)amino>-4-oxo-3-furancarboxylic acid ethyl ester 
• 184579-72-4 (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-(4-methyl-2-nitro-phenylcarbamoyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 186653-80-5 (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-(4-bromomethyl-2-nitro-phenylcarbamoyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 186653-74-7 (2S,3S,4S,5R,6S)-3,4,5-Triacetoxy-6-(4-hydroxymethyl-2-nitro-phenylcarbamoyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 186653-75-8 C₄₉H₅₁N₃O₂₅ 
• 71894-91-2 N-(4-methyl-2-nitrophenyl)formamide 
• 859920-50-6 1,3-bis(4-methyl-2-nitrophenyl)urea 
• 100663-77-2 (4-methyl-2-nitro-phenyl)-carbamic acid ethyl ester 

Relevant academic research and scientific papers

A simple and efficient synthesis of diaryl ureas with reduction of the intermediate isocyanate by triethylamine

Thirty symmetrical diaryl urea derivatives were synthesised in moderate to excellent yields from arylamine and triphosgene with triethylamine as a reducing agent for the intermediate, isocyanate. It was significant that part of the products could be collected in almost quantitative yield without column chromatography. The procedure under mild reaction conditions was tolerant of a wide range of functional groups. The structures of the compounds were determined by NMR, MS and X-ray crystallographic analyses.

Novel anthracycline-spacer-β-glucuronide, -β-glucoside, and -β-galactoside prodrugs for application in selective chemotherapy

A series of anthracycline prodrugs containing an immolative spacer was synthesized for application in selective chemotherapy. The prodrugs having the general structure anthracycline-spacer-β-glycoside were designed to be activated by β-glucuronidase or β-galactosidase. Prodrugs with -chloro, -bromo or -n-hexyl substituents on the spacer were synthesized as well as prodrugs containing a -β-glucuronyl, -β-glucosyl or -β-galactosyl carbamate specifier. The key step in the synthesis of all prodrugs is the highly β-diastereoselective addition reaction of the anomeric hydroxyl of a glycosyl donor to a spacer isocyanate resulting in the respective β-glycosyl carbamate pro-moieties. The resulting protected pro-moieties were coupled to an anthracycline. Prodrugs were evaluated with respect to activation rate by the appropriate enzyme and additionally, their IC50 values were determined. Optimal prodrugs in this study were at least 100- to 200-fold less toxic than their corresponding drug in vitro and were activated to the parent drug in a half-life time of approximately 2h. Copyright (C) 1999 Elsevier Science Ltd.