23138-50-3

Usage

Uses

Used in Pharmaceutical Industry:
4-Ethylphenyl isocyanate is used as a key intermediate in the synthesis of pharmaceuticals for its ability to react with various functional groups, facilitating the creation of new drug molecules with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Ethylphenyl isocyanate serves as a reactive building block in the development of new pesticides and other crop protection agents, enhancing the range of chemical tools available for agricultural use.
Used in Polymer Industry:
4-Ethylphenyl isocyanate is utilized as a monomer in polymer chemistry to produce polyurethanes and other polymeric materials with specific properties, such as flexibility, durability, and resistance to various environmental factors.
Each application leverages the unique reactivity of 4-Ethylphenyl isocyanate to contribute to the advancement of products in their respective fields, while also necessitating stringent safety measures during its use to ensure the well-being of those handling the compound.

InChI:InChI=1/C9H9NO/c1-2-8-3-5-9(6-4-8)10-7-11/h3-6H,2H2,1H3

Upstream product

• 75-44-5 phosgene 
• 589-16-2 4-aminoethylbenzene 
• 33537-17-6 ethyl 2-hydroxy-3-methyl-3-butenoate 
• 55258-95-2 2'-amino-4-ethylbiphenyl 
• 503-38-8 trichloromethyl chloroformate 
• 32315-10-9 bis(trichloromethyl) carbonate 

Downstream Products

• 42609-58-5 1-(4-Ethyl-phenyl)-3-(1-methyl-1-phenyl-ethyl)-urea 
• 34204-03-0 C₂₁H₂₅N₃O₄ 
• 154871-10-0 methyl 4-[3-(4-ethylphenyl)-2-oxo-5-oxazolidinyl]methoxybenzoate 
• 1006044-26-3 (S)-2-(methyl(tert-butoxycarbonyl)amino)propyl 4-ethylphenylcarbamate 
• 1006044-39-8 (2S,4R)-tert-butyl 4-(((9H-fluoren-9-yl)methoxy)carbonylamino)-2-((4-ethylphenylcarbamoyloxy)methyl)pyrrolidine-1-carboxylate 
• 220843-57-2 1-(4-ethylphenyl)-3-quinolin-4-ylurea 
• 1191888-24-0 (1-(2-(tert-butoxycarbonylamino)acetyl)-4-((3-methylpyridin-2-yl)methylcarbamoyl)piperidin-4-yl)methyl 4-ethylphenylcarbamate 
• 1202526-40-6 1-(4-ethylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea 
• 1228293-57-9 C₁₆H₂₅N₃O₃ 
• 1250865-91-8 C₁₈H₁₇N₃O 
• 29771-69-5 3,4-Dichlor-4'-ethylcarbanilid 
• 1448440-25-2 2-((4-ethylphenyl)amino)-4H-benzo[d][1,3]oxazin-4-one 

Relevant academic research and scientific papers

One-pot and novel route for the synthesis of 4-substituted-1,2,4- triazolidine-3,5-diones

The efficient and one-pot synthesis of 4-substituted-1,2,4-triazolidin-3,5- dione derivatives (4-substituted urazoles) via combination of triphosgene, substituted anilines, and ethyl carbazate in the presence of cesium carbonate is presented.

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.

1-Aryl-3-(1-acylpiperidin-4-yl)urea inhibitors of human and murine soluble epoxide hydrolase: Structure-activity relationships, pharmacokinetics, and reduction of inflammatory pain

1,3-Disubstituted ureas possessing a piperidyl moiety have been synthesized to investigate their structure-activity relationships as inhibitors of the human and murine soluble epoxide hydrolase (sEH). Oral administration of 13 1-aryl-3-(1-acylpiperidin-4-yl)urea inhibitors in mice revealed substantial improvements in pharmacokinetic parameters over previously reported 1-adamantylurea based inhibitors. For example, 1-(1-(cyclopropanecarbonyl) piperidin-4-yl)-3-(4-(trifluoromethoxy)phenyl)urea (52) showed a 7-fold increase in potency, a 65-fold increase in Cmax, and a 3300-fold increase in AUC over its adamantane analogue 1-(1-adamantyl)-3-(1-propionylpiperidin-4-yl) urea (2). This novel sEH inhibitor showed a 1000-fold increase in potency when compared to morphine by reducing hyperalgesia as measured by mechanical withdrawal threshold using the in vivo carrageenan induced inflammatory pain model.

Structural optimization of a CXCR2-directed antagonist that indirectly inhibits γ-secretase and reduces Aβ

Amyloid β (Aβ), a key molecule in the pathogenesis of Alzheimer's disease (AD), is derived from the amyloid precursor protein (APP) by sequential proteolysis via β- and γ-secretases. Because of their role in generation of Aβ, these enzymes have emerged as important therapeutic targets for AD. In the case of γ-secretase, progress has been made towards designing potent inhibitors with suitable pharmacological profiles. Direct γ-secretase inhibitors are being evaluated in clinical trials and new strategies are being explored to block γ-secretase activity indirectly as well. In this regard, we have previously reported an indirect regulation of γ-secretase through antagonism of CXCR2, a G-protein coupled receptor (GPCR). We demonstrated that N-(2-hydroxy-4-nitrophenyl)-N′-(2-bromophenyl)urea (SB225002), a selective inhibitor of CXCR2 also plays a role in an indirect inhibition of γ-secretase. Furthermore, we reported a ～5-fold difference in the selective inhibition of APP versus Notch processing via γ-secretase following treatment with SB225002. Herein we describe the synthesis and optimization of SB225002. By determination of the structure-activity relationship (SAR), we derived small molecules that inhibit Aβ40 production with IC50 values in the sub-micromolar range in a cell-based assay and also validated the potential of CXCR2 as a new target for therapeutic intervention in AD.

Quantitative Structure-Activity Relationships of Insecticidal Pyrazolines

Methyl 3-(4-chlorophenyl)-4-methyl-1--2-pyrazoline-4-carboxylates and related compounds were prepared. Their convulsant activity was determined as the minimum dose required to bring about the symptom within 1 h after injection against male adult American cockroaches, Periplaneta americana (L.). Insecticidal activity with metabolic inhibitors for oxidation and hydrolysis was measured 24 h after injection of the test compounds. Variations in each of the activities were analysed by using physicochemical substituent parameters and regression analysis. The findings indicated that the greater the hydrophobicity and the more the electron-withdrawing property of the substituents, the higher were the activities. Variations in each of the two activities were parabolically related to the STERIMOL width parameter with an optimum value of about zero.

Oxazolidinedione derivatives, method of producing the derivatives, and herbicides containing the derivatives

Disclosed are novel oxazolidinedione derivatives expressed by the following formula: STR1 (R1, R2, R3, R4 and R5 being defined in the specification), a method of producing the derivatives and herbicides containing the derivatives as an active ingredient. These novel derivatives exhibit excellent weed-killing activity for harmful weeds and low phytotoxicity for crops.