10496-75-0

Basic information

• Product Name: 2-methoxy-5-nitrobenzonitrile
• Synonyms: 2-methoxy-5-nitrobenzonitrile;2-Cyano-4-nitroanisole;Einecs 234-027-6;Benzonitrile, 2-methoxy-5-nitro-
• CAS NO: 10496-75-0
• Molecular Formula: C₈H₆N₂O₃
• Molecular Weight: 178.14484
• EINECS: 234-027-6
• Mol File: 10496-75-0.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 339°Cat760mmHg
• Flash Point: 158.8°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 9.44E-05mmHg at 25°C
• Refractive Index: 1.563
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-methoxy-5-nitrobenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methoxy-5-nitrobenzonitrile(10496-75-0)
• EPA Substance Registry System: 2-methoxy-5-nitrobenzonitrile(10496-75-0)

Safety Data

• Hazardous Substances Data: 10496-75-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 88, p. 2884, 1966 DOI: 10.1021/ja00964a070

InChI:InChI=1/C8H6N2O3/c1-13-8-3-2-7(10(11)12)4-6(8)5-9/h2-4H,1H3

Upstream product

• 99-59-2 3-amino-4-methoxynitrobenzene 
• 455-93-6 2-fluoro-1-methoxy-4-nitrobenzene 
• 143-33-9 sodium cyanide 
• 4920-79-0 2-chloro-4-nitroanisole 
• 5197-28-4 2-bromo-4-nitroanisole 
• 5399-03-1 2-iodo-1-methoxy-4-nitrobenzene 
• 709-09-1 3,4-dimethoxynitrobenzene 
• 140-29-4 phenylacetonitrile 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 557-21-1 zinc(II) cyanide 
• 39835-09-1 5-nitro-2-hydroxybenzonitrile 
• 611-20-1 salicylonitrile 
• 3913-23-3 2-methoxy-5-nitrobenzyl bromide 
• 861604-50-4 6-methoxy-2,3-dinitro-benzonitrile 

Downstream Products

• 96-97-9 5-nitrosalicylic acid 
• 25016-02-8 2-methoxy-5-nitrobenzaldehyde 
• 1254102-46-9 3-(((tert-butyldimethylsilyl)oxy)methyl)-4-methoxyaniline 
• 5804-49-9 2-methoxy-5-nitrophenylmethanol 
• 1431959-21-5 N-(3-((3-((1H-pyrrolo[2,3-b]pyridin-4-yl)methyl)thioureido)methyl)-4-methoxyphenyl)acrylamide trifluoroacetate 
• 1431960-50-7 C₁₇H₁₉N₅OS 
• 79352-75-3 3-amino-6-methoxybenzylamine 
• 51073-04-2 (2-methoxy-5-nitro-phenyl)-acetic acid 
• 99-59-2 3-amino-4-methoxynitrobenzene 
• 22603-53-8 1-amino-2-cyano-4,6-dinitrobenzene 
• 40751-89-1 2-methoxy-5-nitrobenzoic acid 
• 19019-04-6 2-Methoxy-3,5-dinitrobenzonitrile 
• 214623-57-1 5-amino-2-methoxybenzyl cyanide 
• 59263-62-6 2-methoxy-5-nitro-benzamide 

Relevant articles and documents

Arene Cyanation via Cation-Radical Accelerated-Nucleophilic Aromatic Substitution

Herein we describe a cation radical-accelerated-nucleophilic aromatic substitution (CRA-SNAr) of alkoxy arenes utilizing a highly oxidizing acridinium photoredox catalyst and acetone cyanohydrin, an inexpensive and commercially available cyanide source. This cyanation is selective for carbon-oxygen (C-O) bond functionalization and is applicable to a range of methoxyarenes and dimethoxyarenes. Furthermore, computational studies provide a model for predicting regioselectivity and chemoselectivity in competitive C-H and C-O cyanation of methoxyarene cation radicals.

Design, synthesis, and biological evaluation of 5-(4-(pyridin-4-yl)-1H-1,2,3-triazol-1-yl)benzonitrile derivatives as xanthine oxidase inhibitors

A series of 5-(4-(pyridin-4-yl)-1H-1,2,3-triazol-1-yl)benzonitrile derivatives (1a–p) was designed, synthesized, and identified as xanthine oxidase inhibitors with micromolar level potencies. Among them, the most promising compounds 1j and 1k were obtained with IC50 values of 8.1 and 6.7?μm, respectively. The Lineweaver–Burk plot revealed that compound 1k acted as a mixed-type xanthine oxidase inhibitor. SAR analysis revealed that a carbon atom occupying the X3 position is not as effective as a nitrogen atom, and an iso-pentyloxy or a cyclopentyloxy at the 2-position of benzonitrile moiety will benefit the inhibitory potency. The basis of xanthine oxidase inhibition by 1k was rationalized by molecular modeling studies.

1-substituted phenyl-1H-1,2,3-triazole compound as well as preparation method and application thereof

The invention relates to a 1-substituted phenyl-1H-1,2,3-triazole compound, in particular to a compound applicable to preparation of anti-gout drugs and a preparation method of the compound, and belongs to the field of medicines. The compound is as shown in the general formula, wherein each R1 is independent alkyl of 1-10 carbons, 3-10 carbon atom naphthenic bases, allyl, methoxy ethyl, benzyl and substituted benzyl; substituted benzyl can be p-halogenated benzyl, p-cyano benzyl and p-alkoxy benzyl; each R2 is independent H or methyl; each R3 is independent H or ethyl. Experimental results show that the compound has a good effect in the in-vitro xanthine oxidase inhibition activity test.