35615-97-5

Usage

Uses

Used in Organic Synthesis:
Methyl 4-bromo-1-naphthoate is used as a building block in organic synthesis for its reactivity and ability to participate in various chemical transformations.
Used in Pharmaceutical Industry:
Methyl 4-bromo-1-naphthoate is used as a key intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, Methyl 4-bromo-1-naphthoate is utilized as an intermediate for the production of agrochemicals, aiding in the creation of effective pest control and crop protection products.
Used in Dye and Pigment Manufacturing:
Methyl 4-bromo-1-naphthoate is employed as an intermediate in the manufacturing of dyes and pigments, playing a role in the production of colorants for various applications.
Used in Specialty Chemicals Production:
Methyl 4-bromo-1-naphthoate also serves as an intermediate in the production of specialty chemicals, which are used in a wide range of industries for specific purposes, such as in the formulation of high-performance materials and coatings.

InChI:InChI=1/C12H9BrO2/c1-15-12(14)10-6-7-11(13)9-5-3-2-4-8(9)10/h2-7H,1H3

Upstream product

• 16650-55-8 4-bromonaphthalene-1-carboxylic acid 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 87700-65-0 4-bromo-1-naphthoic acid chloride 
• 81-86-7 4-bromo-1,8-naphthalenedicarboxylic anhydride 
• 79-37-8 oxalyl dichloride 
• 6627-78-7 1-bromo-4-methylnaphthalene 
• 79996-99-9 1-bromo-4-bromomethyl-naphthalene 
• 50672-84-9 4-bromo-1-naphthaldehyde 
• 83-53-4 1,4-dibromonaphthalene 

Downstream Products

• 1367282-96-9 (E/Z)-4-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-(ethoxyimino)ethyl)-1-naphthamide 
• 1367282-98-1 (E/Z)-4-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2((2-fluoroethoxy)imino)ethyl)-1-naphthamide 
• 1367283-00-8 (E/Z)-N-(2-((cyclopropylmethoxy)imino)ethyl)-4-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-1-naphthamide 
• 1367283-12-2 methyl 4-[5-(3,5-dichloro-4-fluorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-1-naphthalenecarboxylate 
• 1308351-00-9 4-[5-(3,5-dichloro-4-fluorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-1-naphthalenecarboxylic acid 
• 1095960-79-4 4-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-hydroxyethyl)-1-naphthamide 
• 1367283-14-4 4-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-oxoethyl)-1-naphthamide 
• 1095960-89-6 4-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(3,3,3-trifluoro-2-hydroxypropyl)-1-naphthamide 
• 1367283-59-7 4-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2,2-(dimethoxy)ethyl)-1-naphthamide 
• 1367282-60-7 (Z)-4-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-(isopropoxyimino)ethyl)-1-naphthamide 
• 1367282-58-3 (E)-4-(5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)-N-(2-(isopropoxyimino)ethyl)-1-naphthamide 
• 1366067-59-5 (4-bromo-1-naphthalenyl)(1-pentyl-1H-indol-3-yl)methanone 
• 1366067-63-1 JWH-394 
• 16650-55-8 4-bromonaphthalene-1-carboxylic acid 

Relevant academic research and scientific papers

A Porous Zirconium-Based Metal-Organic Framework with the Potential for the Separation of Butene Isomers

By using a novel C3-symmetrical tricarboxylate (4,4′,4′′-benzene-1,3,5-triyl-1,1′,1′′-trinaphthoic acid), a novel zirconium-based metal-organic framework ZJNU-30 was solvothermally synthesized and structurally characterized. Single-crystal X-ray structural analyses show that ZJNU-30 consists of Zr6-based nodes connected by the organic linkers to form a (3,8)-connected network featuring the coexistence of two different polyhedral cages: octahedral and cuboctahedral cages with the dimensions of about 14 and 22 ?, respectively. Remarkably, ZJNU-30 is very stable when exposed to air for one month. More importantly, with a moderately high surface area, hierarchical pore structures, and an aromatic-rich pore surface in the framework, ZJNU-30, after activation, exhibits a promising potential for the selective adsorptive separation of industrially important butene isomers consisting of cis-2-butene, trans-2-butene, 1-butene, and iso-butene at ambient temperature. This separation was established exclusively by gas adsorption isotherms and simulated breakthrough experiments. To the best of our knowledge, this is the first study investigating porous metal-organic frameworks for butene-isomer separation.

A new 2D Cu-MOF constructed from carboxylate ligands containing C-H?π interactions as a recyclable responsive luminescent sensor for VOCs

A new type of 2D metal-organic framework (MOF), namely Cu-MOF, was constructed from Cu(NO3)2·3H2O and the novel ligand 1,4-bis(4-naphthoic acid)benzene. The C-H?π interactions in the Cu-MOF effectively reduced aggregation-caused quenching (ACQ) due to restrictions in intramolecular motion (RIM), increased fluorescence, and controlled crystal packing properties, resulting in low dimensional parallelogram channels and a responsive “turn-on” fluorescence. The activated Cu-MOF exhibited excellent chemical sensing properties to various volatile organic compounds (VOCs) and showed excellent recyclability.

Highly selective electroreductive linear dimerization of electron-deficient vinylarenes

A direct electroreductive dimerization of electron-deficient vinylarenes for the synthesis of 1,4-diarylbutane has been developed using a simple undivided cell with inexpensive carbon electrodes at room temperature. The control and deuterium-labeling experiments of electroreductive dimerization suggest that the hydrogen source comes from the solvent CH3CN. This protocol provides a mild and efficient route for the construction of C–C bond in moderate to good yields with high regioselectivity and broad substrate scope.

Preparation method of novel 5-[4-(1-carboxyl naphthyl)]-isophthalic acid

The invention discloses a preparation method of novel 5-[4-(1-carboxyl naphthyl)]-isophthalic acid. 4-naphthoic acid is subjected to a methyl esterification reaction to generate a compound A 4-bromo-naphthoic acid methyl ester; 5-amino-dimethyl isophthalate is subjected to a diazotization bromination reaction to generate a compound B 5-bromo-dimethyl isophthalate; under the nitrogen protection condition, 5-bromo-dimethyl isophthalate and bis(pinacolato)diboron are subjected to a Miyaura boric acid esterification reaction by adding a catalyst to generate a compound C 3,5-dimethoxycarbonyl phenylboronic acid pinacol ester; the compound A and the compound C are subjected to a nitrogen protection reaction under the action of a catalyst to generate a compound D 5-[4-(1-methoxycarbonyl naphthyl)]-dimethyl isophthalate; the target compound E 5-[4-(1-carboxyl naphthyl)]-isophthalic acid is generated through a hydrolysis reaction, wherein the target compound E is shown as the following formula (please see the formula in the description). The method has the advantages of being simple in synthesizing method, low in synthesizing cost, and high in yield and product purity.

ISOXAZOLINE OXIMES AS ANTIPARASITIC AGENTS

This invention recites naphthyl isoxazoline oxime derivatives of Formula (1) geometric isomers, stereoisomers thereof, pharmaceutically or veterinarily acceptable salts thereof, compositions thereof, and their use as a parasiticide in animals. The variables, R1a, R1b, R1c, R2, R3, and are as described herein.

Synthesis and pharmacology of 1-alkyl-3-(1-naphthoyl)indoles: Steric and electronic effects of 4- and 8-halogenated naphthoyl substituents

To develop SAR at both the cannabinoid CB1 and CB2 receptors for 3-(1-naphthoyl)indoles bearing moderately electron withdrawing substituents at C-4 of the naphthoyl moiety, 1-propyl and 1-pentyl-3-(4-fluoro, chloro, bromo and iodo-1-naphthoyl) derivatives were prepared. To study the steric and electronic effects of substituents at the 8-position of the naphthoyl group, the 3-(4-chloro, bromo and iodo-1-naphthoyl)indoles were also synthesized. The affinities of both groups of compounds for the CB1 and CB2 receptors were determined and several of them were evaluated in vivo in the mouse. The effects of these substituents on receptor affinities and in vivo activity are discussed and structure-activity relationships are presented. Although many of these compounds are selective for the CB2 receptor, only three JWH-423, 1-propyl-3-(4-iodo-1-naphthoyl)indole, JWH-422, 2-methyl-1-propyl-3-(4-iodo-1-naphthoyl)indole, the 2-methyl analog of JWH-423 and JWH-417, 1-pentyl-3-(8-iodo-1-naphthoyl)indole, possess the desirable combination of low CB1 affinity and good CB2 affinity.

The mercury-mediated decarboxylation (Pesci reaction) of naphthoic anhydrides investigated by microwave synthesis

The mercury-mediated decarboxylation (Pesci reaction) of several substituted naphthoic anhydrides has been investigated by microwave synthesis. A laboratory microwave reactor was found to be ideal for small-scale preparations of this slow reaction, reducing reaction times from typically four days to less than 1 h for the three-step process. The ionic reaction medium rapidly heated to high temperatures under microwave heating and could be efficiently maintained by low microwave power settings. Generation of stoichiometric CO2 was safely contained within the reaction tubes. A simplified reaction procedure has been developed. For substituted naphthoic anhydrides, 1H NMR analysis of the naphthoate ester derivatives indicated no change in the regioisomer ratio compared to previously reported thermal values.

Arylsulfonamide ethers, and methods of use thereof

Novel arylsulfonamide ether compounds and pharmaceutical compositions thereof are described. The use of the novel arylsulfonamide ether compounds and pharmaceutical compositions thereof as inhibitors of interleukin-1β converting enzyme and other cysteine proteases in the ICE family is also decribed. In addition, methods of treating stroke, inflammatory diseases, septic shock, repurfusion injury, Alzheimer's disease, and shigellosis using a compound of the invention or a pharmaceutical composition thereof are described.

N-SUBSTITUTED NAPHTHALENE CARBOXAMIDES AS NEUROKININ-RECEPTOR ANTAGONISTS

A compound of formula I wherein: R is alkyl; R1 is optionally substituted phenyl 2-oxo-tetrahydro-1(2H)-pyrimidinyl, or 2-oxo-1-piperidinyl; R2 is hydrogen, alkoxy, alkanoyloxy, alkoxycarbonyl, alkanoylamino, acyl, alkyl, carbamoyl, N-alkylcarbamoyl, N,N-dialkylcarbamoyl where the alkyl groups are the same or different, hydroxy, thioacyl, thiocarbamoyl, N-alkylthiocarbamoyl, or N,N-dialkylthiocarbamoyl where the alkyl groups are the same or different. X1 and X2 are independently hydrogen or halo, provided that at least one of X1 or X2 is halo; and R3, R4, R5 and R6 are independently hydrogen, cyano, nitro, trifluoromethoxy, trifluoromethyl, or alkylsulfonyl are antagonists of at least one tachykinin receptor and are useful in the treatment of depression, anxiety, asthma, pain, inflammation, urinary incontinence and other disease conditions. Process for their preparation are described, as are compositions containing them and their use.

Discovery of novel, orally active dual NK1/NK2 antagonists

Exploration of the SAR around selective NK2 antagonists, SR48968 and ZD7944, led to the discovery that naphth-1-amide analogues provide potent dual NK1 and NK2 antagonists. ZD6021 inhibited binding of [3H]-NKA or [3H]-SP to human NK1 and NK2 receptors, with high-affinity (Ki=0.12 and 0.62 nM, respectively). In functional assays ZD6021 had, at 10-7 M, in human pulmonary artery pKB=8.9 and in human bronchus pKB=7.3, for NK1 and NK2, respectively. Oral administration of ZD6021 to guinea pigs dose-dependently attenuated ASMSP induced extravasation of plasma proteins, ED50=0.5 mg/kg, and NK2 mediated bronchoconstriction, ED50=13 mg/kg.