187741-67-9

Basic information

• Product Name: ethyl 4-[(methoxycarbonyl)amino]benzoate
• Synonyms: ethyl 4-[(methoxycarbonyl)amino]benzoate;4-Methoxycarbonylamino-benzoic acid ethyl ester
• CAS NO: 187741-67-9
• Molecular Formula: C₁₁H₁₃NO₄
• Molecular Weight: 223.23
• Mol File: 187741-67-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 4-[(methoxycarbonyl)amino]benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-[(methoxycarbonyl)amino]benzoate(187741-67-9)
• EPA Substance Registry System: ethyl 4-[(methoxycarbonyl)amino]benzoate(187741-67-9)

Safety Data

• Hazardous Substances Data: 187741-67-9(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 30806-83-8 p-ethoxycarbonylphenyl isocyanate 
• 201230-82-2 carbon monoxide 
• 99-77-4 ethyl 4-nitrobenzoate 
• 900187-56-6 4-[methoxycarbonyl-(4-nitro-phenoxymethyl)-amino]-benzoic acid ethyl ester 
• 79-22-1 methyl chloroformate 
• 94-09-7 p-aminoethylbenzoate 
• 934343-45-0 naproxen N-(4'-ethoxycarbonylphenyl)-N-methyloxycarbonylaminomethyl ester 
• 6294-89-9 hydrazinecarboxylic acid methyl ester 

Downstream Products

• 900187-56-6 4-[methoxycarbonyl-(4-nitro-phenoxymethyl)-amino]-benzoic acid ethyl ester 
• 900187-59-9 4-(chloromethyl-methoxycarbonyl-amino)-benzoic acid ethyl ester 

Relevant articles and documents

Copper-Catalyzed Coupling of Amines with Carbazates: An Approach to Carbamates

A new approach for the preparation of carbamatesviathe copper-catalyzed cross-coupling reaction of amines with alkoxycarbonyl radicals generated from carbazates is described. This environmentally friendly protocol takes place under mild conditions and is compatible with a wide range of amines, including aromatic/aliphatic and primary/secondary substrates.

Synthesis, hydrolyses and dermal delivery of N-alkyl-N-alkyloxycarbonylaminomethyl (NANAOCAM) derivatives of phenol, imide and thiol containing drugs

Synthesis, characterization and hydrolysis in aqueous buffers of novel N-alkyl-N-alkyloxycarbonylaminomethyl (NANAOCAM) derivatives of substituted phenols, theophylline (Th) and 6-mercaptopurine (6MP) were carried out. The mechanism of hydrolysis was further investigated by synthesis, characterization and hydrolysis of N-aryl-N-alkyloxycarbonylaminomethyl (NArNAOCAM) derivatives of phenols. The hydrolysis follows pseudounimolecular first order kinetics and operates by way of an SN1-type mechanism. Topical delivery of selected derivatives of acetaminophen (APAP), Th and 6MP was examined in in vitro diffusion cell experiments from IPM across hairless mice skins. The prodrug of APAP and 6MP increased permeation across the skin by about 2- and 4-fold, respectively, compared to the parent drug. NANAOCAM promoieties can act as novel prodrug derivatives of phenol, imide and thiol containing drugs for enhancing topical absorption.