30806-83-8

Usage

Uses

Used in Chemical Synthesis:
ETHYL 4-ISOCYANATOBENZOATE is used as a key intermediate in the synthesis of various organic compounds. Its isocyanate group allows for the formation of carbamate and ester derivatives, which are essential in the development of a wide range of chemical products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, ETHYL 4-ISOCYANATOBENZOATE is used as a starting material for the preparation of specific drug candidates. It is utilized in the synthesis of ethyl 4-(3-(4-oxo-6-tridecyl-1,4-dihydropyrimidin-2-yl)ureido)benzoate and ethyl 4-(2-oxocyclohexanecarboxamido)benzoate, which are potential therapeutic agents with various applications in medicine.
Used in Material Science:
ETHYL 4-ISOCYANATOBENZOATE can also be employed in the development of novel materials, such as cellulose carbamate and its derivatives. These materials have potential applications in various industries, including textiles, paper production, and biodegradable plastics, due to their unique properties and environmental benefits.

Synthesis Reference(s)

The Journal of Organic Chemistry, 28, p. 71, 1963 DOI: 10.1021/jo01036a014

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

Upstream product

• 75-44-5 phosgene 
• 23239-88-5 benzocaine hydrochloride 
• 201230-82-2 carbon monoxide 
• 99-77-4 ethyl 4-nitrobenzoate 
• 94-09-7 p-aminoethylbenzoate 
• 503-38-8 trichloromethyl chloroformate 
• 59096-06-9 4-(Trimethylsilanyl-amino)-benzoic acid ethyl ester 
• 4461-33-0 benzoyl isocyanate 
• 32315-10-9 bis(trichloromethyl) carbonate 

Downstream Products

• 88636-91-3 N-(4-ethoxycarbonylphenyl)oxazolidin-2-one 
• 69123-45-1 4-(3-thiazol-2-yl-ureido)-benzoic acid ethyl ester 
• 107150-05-0 4-(5-methyl-2-oxo-oxazolidin-3-yl)-benzoic acid ethyl ester 
• 99988-79-1 4-(2,4-dioxo-oxazolidin-3-yl)-benzoic acid ethyl ester 
• 69123-52-0 ethyl 4-(3-(6-methoxybenzo[d]thiazol-2-yl)ureido)benzoate 
• 69424-46-0 N-(X-phenyl)-N'-(4-pyridyl)-harnstoff  
• 100926-78-1 7-quinolyl-4-carbethoxy carbanilate 
• 107150-04-9 4-(4-methyl-2-oxo-oxazolidin-3-yl)-benzoic acid ethyl ester 
• 57707-15-0 ethyl 4-(2H-indazol-2-yl)benzoate 
• 457898-93-0 4-(3-hydroxy-3,5-dimethyl-hex-5-enyloxycarbonylamino)-benzoic acid ethyl ester 

Relevant academic research and scientific papers

NAMPT INHIBITORS

Disclosed are compounds which inhibit the activity of NAMPT, compositions containing the compounds and methods of treating diseases during which NAMPT is expressed.

NOVEL TRICYCLIC DERIVATIVES OR PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF, PROCESS FOR THE PREPARATION THEREOF AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

The present invention relates to novel tricyclic derivatives having an excellent inhibitory activity on poly (ADP-ribose) polymerase, or pharmaceutically acceptable salts thereof, a process for the preparation thereof, and a pharmaceutical composition comprising the same. The tricyclic derivatives of the present invention inhibit the activity of poly (ADP-ribose) polymerase, thereby being used for the prevention or treatment of diseases that are caused by excessive activation of PARP, in particular, neuropathic pain, neurodegenerative diseases, cardiovascular diseases, diabetic neuropathic pain, inflammatory diseases, osteoporosis, and cancer.

NEW IMIDAZOLONE AND IMIDAZOLIDINONE DERIVATIVES AS 11B-HSD1 INHIBITORS

Compounds of formula as well as pharmaceutically acceptable salts and esters thereof, wherein R1 to R6 have the significance given in claim 1 can be used in the form of pharmaceutical compositions.

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.

On the chemistry of pyrido[1,2-a]pyrazines - Reactivity towards heterocumulenes and ketenes

In order to extend the ring transformation reactions of pyrido[1,2-a]pyrazines 1 which contain a cyclic 2-aza-1,3-diene substructure acceptor-substituted heterocumulenes 2 have been tested as dienophiles. In contrast to other reactions described to date, exclusively the exocyclic imino function was attacked. In the course of a hetero-metathesis the new aryl-(4-thiono-4H-pyrido[1,2-a]pyrazin-3-yl)amines 4Ra and aryl-(4-selono-4H-pyrido[1,2-a]pyrazin-3-yl)amines 4Rb were formed. In the case of isocyanates of type 2e and 2f the preliminary [2+2]-cycloaddition reaction preferably takes place on the C-N-bond of the isocyanate group leading to acyl-aryl substituted pyridopyrazines 4Re and 4Rf. The reaction of 1 with in situ generated ketenes of type 6 gave the pyrrolo-condensed pyrido[1,2-a]pyrazine 9 which can further be transformed to the highly substituted pyridopyrrolinones 10 . Whereas acetyl chloride only led to N-acylated pyrido[1,2-a]pyrazines 12, benzoyl chloride in addition to 12 astonishingly formed the double-acylated pyrido[1,2-a]pyrazines 13. Wiley-VCH Verlag GmbH, 1999.

Pyrrolyl tetrahydrobenzoquinoxaline diones, their preparation and use as glutamate receptor antagonist

Pyrrolyltetrahydrobenzoquinoxalinediones of the formula I STR1 and their tautomeric and isomeric forms, and their physiologically tolerated salts, in which the variables have the meanings stated in the description, and the preparation thereof are described. The novel compounds are antagonists of the glutamate receptor subtypes and are thus suitable for controlling various diseases.

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.

Regio- and stereoselective synthesis of 1,3-hydroxyl amines via palladium-catalyzed carbonate-carbamate transformation with unique stereoselectivity: Synthesis of 3-amino-4-penten-1-ols

The transformation of cyclic carbonates 1 to cyclic carbamates 4 is achieved in the presence of aryl or sulfonyl isocyanate by the catalysis of Pd(0) in high yield and with high structural flexibility. The reaction shows unique stereoselectivity: 3,4-disubstituted carbonates 2, irrespective of the composition of their stereoisomers, provide trans-5 exclusively or predominantly over cis-5. Mixtures of cis- and trans-3,5-disubstituted carbonates 3 furnish either cis-6 or trans-6 in high selectivity depending on the reaction conditions (kinetic or thermodynamic control, respectively). 1H NMR and X-ray structure analyses of 5 and 6 indicate that the stereochemical outcome is governed by an A1,2-strain between N-sulfonyl and C5-vinyl substituents.