52415-00-6

Basic information

• Product Name: 4-IODO-2-METHYL-1-NITROBENZENE
• Synonyms: 4-IODO-2-METHYL-1-NITROBENZENE
• CAS NO: 52415-00-6
• Molecular Formula: C₇H₆INO₂
• Molecular Weight: 263.03
• Mol File: 52415-00-6.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-IODO-2-METHYL-1-NITROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-IODO-2-METHYL-1-NITROBENZENE(52415-00-6)
• EPA Substance Registry System: 4-IODO-2-METHYL-1-NITROBENZENE(52415-00-6)

Safety Data

• Hazardous Substances Data: 52415-00-6(Hazardous Substances Data)

Usage

General Description

4-Iodo-2-methyl-1-nitrobenzene is a chemical compound with the molecular formula C7H6INO2. It is a pale yellow crystalline solid that is insoluble in water but soluble in organic solvents. 4-IODO-2-METHYL-1-NITROBENZENE is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also utilized in the production of dyes and pigments. 4-Iodo-2-methyl-1-nitrobenzene is considered to be a hazardous substance and should be handled with caution due to its potential health and environmental risks.

Upstream product

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Downstream Products

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• 1384982-44-8 (E)-5-(4-(4-bromobutoxy)styryl)-2-nitrobenzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate 
• 1384982-43-7 (E)-2-(4-(3-(((4-(4-(bis(2-chloroethyl)amino)phenyl)butanoyl)oxy)methyl)-4-nitrostyryl)phenoxy)acetic acid 
• 1384982-42-6 (E)-2-nitro-5-(4-(prop-2-yn-1-yloxy)styryl)benzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate 
• 1384982-41-5 (E)-5-(4-hydroxystyryl)-2-nitrobenzyl 4-(4-(bis(2-chloroethyl)amino)phenyl)butanoate 

Relevant articles and documents

Photoswitchable azo‐ and diazocine‐functionalized derivatives of the vegfr‐2 inhibitor axitinib

In this study, we aimed at the application of the concept of photopharmacology to the approved vascular endothelial growth factor receptor (VEGFR)‐2 kinase inhibitor axitinib. In a previous study, we found out that the photoisomerization of axitinib’s stilbene‐like double bond is unidirectional in aqueous solution due to a competing irreversible [2+2]‐cycloaddition. Therefore, we next set out to azologize axitinib by means of incorporating azobenzenes as well as diazocine moieties as photoresponsive elements. Conceptually, diazocines (bridged azobenzenes) show favorable photoswitching properties compared to standard azobenzenes because the thermodynamically stable Z‐isomer usually is bioinactive, and back isomerization from the bioactive E‐isomer occurs thermally. Here, we report on the development of different sulfur– diazocines and carbon–diazocines attached to the axitinib pharmacophore that allow switching the VEGFR‐2 activity reversibly. For the best sulfur–diazocine, we could verify in a VEGFR‐2 kinase assay that the Z‐isomer is biologically inactive (IC50 >> 10,000 nM), while significant VEGFR‐2 inhibition can be observed after irradiation with blue light (405 nm), resulting in an IC50 value of 214 nM. In summary, we could successfully develop reversibly photoswitchable kinase inhibitors that exhibit more than 40‐fold differences in biological activities upon irradiation. Moreover, we demonstrate the potential advantage of diazocine photoswitches over standard azobenzenes.

GRIGNARD REAGENTS SELECTIVE ATTACK TO NITROARENIC FUNCTION IN THE PRESENCE OF OTHER ELECTROPHILIC GROUPS

Exclusive alkylation of the nitroarenic system takes place in competitive reactions of RMgX with nitrobenzene and various electrophiles such as ketones, esters, cyanoand iodo-derivatives and in reactions with some functionalized nitrobenzenes, only aldehy