84186-34-5

Basic information

• Product Name: α-(3-indolyl) N-phenyl nitrone
• Synonyms: α-(3-indolyl) N-phenyl nitrone
• CAS NO: 84186-34-5
• Molecular Weight: 236.273
• Mol File: 84186-34-5.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: α-(3-indolyl) N-phenyl nitrone(CAS DataBase Reference)
• NIST Chemistry Reference: α-(3-indolyl) N-phenyl nitrone(84186-34-5)
• EPA Substance Registry System: α-(3-indolyl) N-phenyl nitrone(84186-34-5)

Safety Data

• Hazardous Substances Data: 84186-34-5(Hazardous Substances Data)

Upstream product

• 487-89-8 Indole-3-carboxaldehyde 
• 100-65-2 N-Phenylhydroxylamine 
• 98-95-3 nitrobenzene 
• 22755-09-5 N-phenyl hydroxylamine hydrochloride 
• 19260-03-8 1-(1H-indol-3-yl)-N,N,N-trimethylmethanaminium methyl sulfate 
• 108274-98-2 N-Phenyl-N-skatyl-hydroxylamin 

Downstream Products

• 99763-41-4 N-acetyl-N-phenyl-1-acetyl-3-indolecarboxamide 
• 99763-35-6 N,N'-diphenyl-N'-(3-indolyl)amidine 
• 99763-38-9 N-(1H-Indol-3-yl)-N-phenyl-N'-p-tolyl-formamidine 
• 105601-98-7 cis-1,3-diphenyl-3-(3-indolyl)-azetidin-2-one 
• 105601-98-7 trans-1,3-diphenyl-(3-indolyl)-azetidin-2-one 
• 84186-43-6 (E)-3-[(1H-Indol-3-yl)-phenyl-amino]-2-methyl-acrylic acid ethyl ester 
• 87958-87-0 Sodium; (Z)-2-ethoxycarbonyl-3-[(1H-indol-3-yl)-phenyl-amino]-acrylate 
• 84186-40-3 (E)-3-[(1H-Indol-3-yl)-phenyl-amino]-acrylic acid ethyl ester 
• 84186-37-8 2-[1-[(1H-Indol-3-yl)-phenyl-amino]-meth-(Z)-ylidene]-malonic acid monoethyl ester 
• 87958-92-7 2-[1-[(1H-Indol-3-yl)-phenyl-amino]-meth-(Z)-ylidene]-malonic acid monoethyl ester 
• 87958-93-8 2-[1-[(1H-Indol-3-yl)-phenyl-amino]-meth-(E)-ylidene]-malonic acid monoethyl ester 
• 1336986-31-2 4,4'-((1H-indol-3-yl)methanediyl)bis(3-methyl-1-phenyl-1H-pyrazol-5-ol) 

Relevant articles and documents

Indolyl-isoxazolidines attenuate LPS-stimulated pro-inflammatory cytokines and increase survival in a mouse model of sepsis: Identification of potent lead

A library of indolyl-isoxazolidines (6–9) has been synthesized by regio- and stereoselective microwave irradiated 1,3-dipolar cycloadditions of C-(3-indolyl)-N-phenylnitrone (2′) with variedly substituted dipolarophiles (3′-5′) and screened for their anti-inflammatory activities through inhibition of pro-inflammatory cytokines such as TNF-α and IL-6. Amongst the evaluated compounds (6–9), bicyclic isoxazolidine (9a) was found to exhibit significant inhibitory potential against LPS induced human IL-6 and TNF-α in THP-1 cells. Compound 9a was further assessed for in vivo analgesic and anti-inflammatory activities via acetic acid induced writhing and carrageenan induced paw edema models in mice, respectively. The results showed that compound possesses potent anti-inflammatory-analgesic activity comparable to indomethacin and did not show toxicity up to a 2000 mg kg?1 dose as evidenced by histopathological studies. Consequently, the most active compound 9a was also evaluated against LPS-induced septic death and exhibited a significant protection in in vivo mouse model. Taken all together, the results suggest that the compound 9a is able to attenuate pro-inflammatory cytokines such as IL-6 and TNF-α; accelerate resolution of inflammation, and also increased survival rate of septic mice. Therefore, these “lead” isoxazolidines can be used as promising candidate for further analgesic/anti-inflammatory drug design and development.

Formation and reductive ring opening reactions of indolyl bicyclic-isoxazolidines-II:7access to novel natural product analogs

Attempted reductive cleavage of indolyl-bicyclic-isoxazolidines (4a,b; R?=?benzyl, phenyl) with ammonium formate, methanol-THF solvents, at ambient temperature, in the presence of Pd/C lead to facile synthesis of indolyl-α-hydroxy-γ-lactams (5a–b), derive

Formation and reductive ring opening reactions of indolyl-isoxazolidines: Access to novel natural product analogs and precursors

Regio- and stereoselective 1,3-dipolar cycloadditions of C-(3-indolyl)-N-phenylnitrone (2) with variedly substituted dipolarophiles were carried out to obtain syn- C4 and C5 substituted indolyl-isoxazolidines 6a-c and 7a-f, respectively. Reduction of obtained isoxazolidines, by employing various reducing agents, causes cleavage of the N-O bond, which is accompanied by concomitant cleavage of C-N bond leading to the formation of a library of novel indole based natural product analogs and precursors.