852569-37-0

Basic information

• Product Name: 2-Iodo-4-nitro-5-(trifluoromethyl)aniline
• Synonyms: 2-Iodo-4-nitro-5-(trifluoromethyl)aniline
• CAS NO: 852569-37-0
• Molecular Formula: C₇H₄F₃IN₂O₂
• Molecular Weight: 332.0185396
• Mol File: 852569-37-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 128-130°
• Appearance: /
• CAS DataBase Reference: 2-Iodo-4-nitro-5-(trifluoromethyl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Iodo-4-nitro-5-(trifluoromethyl)aniline(852569-37-0)
• EPA Substance Registry System: 2-Iodo-4-nitro-5-(trifluoromethyl)aniline(852569-37-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 852569-37-0(Hazardous Substances Data)

Upstream product

• 393-11-3 4-nitro-3-(trifluoromethyl)benzeneamine 

Downstream Products

• 868692-42-6 N-(2-iodo-4-nitro-5-trifluoromethyl-phenyl)-methanesulfonamide 
• 868690-17-9 2-trifluoromethyl-benzoic acid 2-hydroxy-2-(5-nitro-6-trifluoromethyl-1H-indol-2-yl)-propyl ester 
• 393-11-3 4-nitro-3-(trifluoromethyl)benzeneamine 
• 40726-08-7 2-methoxy-4-nitro-5-(trifluoromethyl)aniline 

Relevant articles and documents

Structural elucidation of major selective androgen receptor modulator (SARM) metabolites for doping control

Selective androgen receptor modulators (SARMs) are a class of androgen receptor drugs, which have a high potential to be performance enhancers in human and animal sports. Arylpropionamides are one of the major SARM classes and get rapidly metabolized significantly complicating simple detection of misconduct in blood or urine sample analysis. Specific drug-derived metabolites are required as references due to a short half-life of the parent compound but are generally lacking. The difficulty in metabolism studies is the determination of the correct regio and stereoselectivity during metabolic conversion processes. In this study, we have elucidated and verified the chemical structure of two major equine arylpropionamide-based SARM metabolites using a combination of chemical synthesis and liquid chromatography-mass spectrometry (LC-MS) analysis. These synthesized SARM-derived metabolites can readily be utilized as reference standards for routine mass spectrometry-based doping control analysis of at least three commonly used performance-enhancing drugs to unambigously identify misconduct.

A bioisosteric approach to the discovery of indole carbinol androgen receptor ligands

Two potential bioisosteres of the nonsteroidal antiandrogen bicalutamide, an imidazolidinone and an indole, were synthesized and tested for their androgen receptor binding. Indole was discovered to be a suitable bioisostere for the acyl anilide moiety in the parent compound. Several analogs in the indole series were found to be 10-fold better than bicalutamide in binding to the recombinant androgen receptor binding domain.

Novel indole derivatives as selective androgen receptor modulators (SARMS)

The present invention is directed to novel indole derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by the androgen receptor.