51362-38-0

Usage

Chemical Properties

White to off-white solid

InChI:InChI=1/C12H9NO3/c14-12(15)9-6-7-11(13-8-9)16-10-4-2-1-3-5-10/h1-8H,(H,14,15)

Upstream product

• 99902-72-4 5-cyano-2-phenoxypyridine 
• 73781-91-6 6-Chloronicotinic acid methyl ester 
• 595576-44-6 6-phenoxynicotinic acid methyl ester 
• 108-95-2 phenol 
• 5326-23-8 6-Chloro-3-pyridinecarboxylic acid 

Downstream Products

• 595576-44-6 6-phenoxynicotinic acid methyl ester 
• 595576-46-8 N-methyl-6-phenoxynicotinamide 
• 595576-47-9 N,N-dimethyl-6-phenoxynicotinamide 
• 595576-48-0 N-cyclopentyl-6-phenoxynicotinamide 
• 223123-18-0 ethyl 2-butyl-3-[4-[2-(2-phenoxypyridine-5-carbonylamino)ethoxy]phenyl]propionate 
• 1436378-76-5 N-{(1S)-1-[[(3S)-4-(3-hydroxyphenyl)-3-methylpiperazin-1-yl]-methyl]-2-methylpropyl}-5-phenoxypyridine-2-carboxamide 
• 51362-51-7 6-phenoxynicotinoyl chloride 

Relevant academic research and scientific papers

1-substituted 4-arylpiperazine as kappa opioid receptor antagonists

Provided are compounds represented by the formula: where R, Y3, R1, R2, R3, R4, R6, G, R7, E1, E2, A, B, W, X, Y and Z are as defined herein.

Discovery of N-{4-[(3-hydroxyphenyl)-3-methylpiperazin-1-yl]methyl-2- methylpropyl}-4-phenoxybenzamide analogues as selective kappa opioid receptor antagonists

There is continuing interest in the discovery and development of new κ opioid receptor antagonists. We recently reported that N-substituted 3-methyl-4-(3-hydroxyphenyl)piperazines were a new class of opioid receptor antagonists. In this study, we report the syntheses of two piperazine JDTic-like analogues. Evaluation of the two compounds in an in vitro [35S] GTPγS binding assay showed that neither compound showed the high potency and κ opioid receptor selectivity of JDTic. A library of compounds using the core scaffold 21 was synthesized and tested for their ability to inhibit [35S]GTPγS binding stimulated by the selective κ opioid agonist U69,593. These studies led to N-[(1S)-1-{[(3S)-4-(3-hydroxyphenyl)-3- methylpiperazin-1-yl]methyl}-2-methylpropyl]-4-phenoxybenzamide (11a), a compound that showed good κ opioid receptor antagonist properties. An SAR study based on 11a provided 28 novel analogues. Evaluation of these 28 compounds in the [35S]GTPγS binding assay showed that several of the analogues were potent and selective κ opioid receptor antagonists.

1-SUBSTITUTED 4-ARYLPIPERAZINE AS KAPPA OPIOID RECEPTOR ANTAGONISTS

Provided are compounds represented by the formula: where R, Y3, R1,R2, R3, R4, R6, G, R7, E1, E2, A, B, W, X, Y and Z are as defined herein.

Cycloauration of substituted 2-phenoxypyridine derivatives and X-ray crystal structure of gold, dichloro[2-[[5-[(cyclopentylamino) carbonyl]-2-pyridinyl-κN]oxy]phenyl-κC]-, (SP-4-3)-

Direct cycloauration of 2-phenoxypyridines with different substituents at the 5-position of the pyridine ring was carried out in an CH3CN/H2O medium, leading to isolation of cycloaurated compounds AuCl2(L) (HL = substitute