67531-68-4

Usage

Uses

Used in Pharmaceutical Industry:
3-(Ethoxycarbonyl)phenyl isocyanate is used as a key intermediate in the synthesis of substituted ureas. These ureas serve as GRB2 stabilizers, which are crucial for the inhibition of the RAS MAP kinase pathway. This pathway plays a significant role in cell growth regulation, and its dysregulation is associated with various cancers. By targeting this pathway, 3-(Ethoxycarbonyl)phenyl isocyanate contributes to the development of potential therapeutic agents for cancer treatment.

InChI:InChI=1/C10H9NO3/c1-2-14-10(13)8-4-3-5-9(6-8)11-7-12/h3-6H,2H2,1H3

Upstream product

• 582-33-2 3-aminobenzoic acid ethyl ester 
• 75-44-5 phosgene 

Downstream Products

• 161455-82-9 3-{3-[1-(Isopropyl-phenyl-carbamoylmethyl)-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-3-yl]-ureido}benzoic acid ethyl ester 
• 160643-96-9 3-Bromo-8-[2,6-dichloro-3-[N-[N'-(3-ethoxycarbonylphenyl)ureidoacetyl]-N-methylamino]benzyloxy]-2-methylimidazo[1,2-a]pyridine 
• 151386-97-9 N-[1-(adamant-1-ylmethyl)-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl]-N'-(3-ethoxycarbonylphenyl)urea 
• 157701-93-4 (S)-3-[3-(1-benzyloxycarbonyl-4-benzyloxycarbonylaminobutyl)ureido]benzoic acid ethyl ester 

Relevant academic research and scientific papers

Organosilicon synthesis of isocyanates: III. Synthesis of aliphatic, carbocyclic, aromatic, and alkylaromatic isocyanatocatboxylic acid esters

A series of aminoacid esters was prepared by treating the aminoacid suspensions in ethanol with thionyl chloride. Best conversion of aminoacid esters to corresponding isocyanates was achieved in the case of aromatic and carbocyclic aminoesters by phosgeneation of their N-silyl derivatives, and in the case of aliphatic and alkylaromatic aminoesters by phosgeneation of O-silyl or N,O-bissilylurethanes on their basis. In the last case additional step of esterification of the by-products isocyanatoalkylcarboxylic acid chlorides is required after phosgeneation. Unusual generation of cynnamates and intramolecular N→O-migration of trimethylsilyl group in the solutions of silylated alkylaromatic β-aminoacid esters were found. Pleiades Publishing, Inc., 2006.