300627-43-4

Basic information

• Product Name: Benzonitrile, 2-iodo-4-nitro-
• Synonyms: 2-Iodo-4-nitro-benzonitrile;4-nitro-2-iodobenzonitrile
• CAS NO: 300627-43-4
• Molecular Formula: C7H3IN2O2
• Molecular Weight: 274.018
• Mol File: 300627-43-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 154 - 155.5 °C (hexane)
• CAS DataBase Reference: Benzonitrile, 2-iodo-4-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile, 2-iodo-4-nitro-(300627-43-4)
• EPA Substance Registry System: Benzonitrile, 2-iodo-4-nitro-(300627-43-4)

Safety Data

• Hazardous Substances Data: 300627-43-4(Hazardous Substances Data)

Usage

Preparation

A mixture of the carboxamide 1468 (5.5 g, 18.8 mmol) and thionyl chloride (35 mL) was refluxed for 3 h under argon and then concentrated under reduced pressure. The residue was purified by flash chromatography (20% EtOAc in hexane) to give 4.12 g (80%) of 2- iodo-4-nitrobenzonitrile 1469 as cream-colored crystals; mp 154–155.5 C° (EtOAc/ hexane, 1:4).

Upstream product

• 6293-83-0 2-iodo-4-nitrophenylamine 
• 151-50-8 potassium cyanide 
• 619-17-0 4-Nitroanthranilic acid 
• 861602-59-7 2-iodo-4-nitrobenzoyl chloride 
• 89459-38-1 4-nitro-2-iodobenzoic acid 
• 143-33-9 sodium cyanide 
• 89677-75-8 2-iodo-4-nitrobenzamide 

Downstream Products

• 90356-78-8 N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfanyl]-2-hydroxy-2-methylpropanamide 
• 1463530-20-2 4-nitro-2-(pentafluoroethyl)benzonitrile 
• 1463530-10-0 N-(4-cyano-3-(perfluoroethyl)phenyl)-3-(4-fluorophenylsulfonyl)-2-hydroxy-2-methylpropanamide 
• 1463530-22-4 N-(4-cyano-3-(perfluoroethyl)phenyl)-3-(4-fluorophenylthio)-2-hydroxy-2-methylpropanamide 
• 1463530-21-3 4-amino-2-(pentafluoroethyl)benzonitrile 
• 300627-48-9 4-amino-2-iodobenzonitrile 
• 300627-64-9 4-[4,4-dimethyl-3-(4-hydroxybutyl)-5-imino-2-thioxo-1-imidazoldinyl]-2-iodobenzonitrile 
• 300627-68-3 DTIB 
• 300627-53-6 2-iodo-4-isothiocyanatobenzonitrile 

Relevant articles and documents

Chemical degradation of androgen receptor (Ar) using bicalutamide analog–thalidomide protacs

A series of PROTACs (PROteolysis-TArgeting Chimeras) consisting of bicalutamide analogs and thalidomides were designed, synthesized, and biologically evaluated as novel androgen receptor (AR) degraders. In particular, we found that PROTAC compound 13b could successfully demonstrate a targeted degradation of AR in AR-positive cancer cells and might be a useful chemical probe for the investigation of AR-dependent cancer cells, as well as a potential therapeutic candidate for prostate cancers.

METHOD FOR THE PREPARATION OF FUSED HETEROCYCLIC SUCCINIMIDE COMPOUNDS AND ANALOGS THEREOF

Fused cyclic compounds, methods of using such compounds in the treatment of nuclear hormone receptor-associated conditions such as cancer and immune disorders, and pharmaceutical compositions containing such compounds.

Synthesis of novel iodo derived bicalutamide analogs

A series of optically active nonsteroidal selective androgen receptor modulators with structures analogous to bicalutamide was prepared by replacing the trifluoromethyl group with iodine and the sulfonyl linker by oxygen.