697-89-2

Basic information

• Product Name: 2,6-DICHLORO-4-IODOANILINE
• Synonyms: 2,6-DICHLORO-4-IODOANILINE;2,6-Dichloro-4-iodo-phenylaMine
• CAS NO: 697-89-2
• Molecular Formula: C₆H₄Cl₂IN
• Molecular Weight: 287.91313
• Mol File: 697-89-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 294 °C at 760 mmHg
• Flash Point: 131.6 °C
• Appearance: /
• Density: 2.091 g/cm³
• Vapor Pressure: 0.00166mmHg at 25°C
• Refractive Index: 1.699
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,6-DICHLORO-4-IODOANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DICHLORO-4-IODOANILINE(697-89-2)
• EPA Substance Registry System: 2,6-DICHLORO-4-IODOANILINE(697-89-2)

Safety Data

• Hazardous Substances Data: 697-89-2(Hazardous Substances Data)

Usage

General Description

2,6-Dichloro-4-iodoaniline is a chemical compound with the formula C6H4Cl2IN. It is a halogenated aniline derivative that is commonly used as an intermediate or building block in the synthesis of pharmaceuticals, agrochemicals, and dyes. 2,6-DICHLORO-4-IODOANILINE is a solid, yellowish-brown in color, and is insoluble in water but soluble in organic solvents. It is also known to be hazardous if ingested, inhaled, or absorbed through the skin, and appropriate safety precautions must be taken when handling this chemical.

InChI:InChI=1/C6H4Cl2IN/c7-4-1-3(9)2-5(8)6(4)10/h1-2H,10H2

Upstream product

• 608-31-1 2,6-Dichloroaniline 

Downstream Products

• 108294-54-8 1-benzoyl-3-(2,6-dichloro-4-iodophenyl)thiourea 
• 336194-95-7 (6-chloro-2-methyl-pyrimidin-4-yl)-(2,6-dichloro-4-iodo-phenyl)-amine 
• 336194-97-9 N-cyclopropylmethyl-N'-(2,6-dichloro-4-iodo-phenyl)-2-methyl-N-propyl-pyrimidine-4,6-diamine 
• 134006-32-9 3,5-dichlorobiphenyl-4-ylamine 
• 1131736-91-8 10-chloro-N-(2,6-dichloro-4-iodophenyl)pyrido[4,3-c]-1,6-naphthyridin-6-amine 
• 1131736-67-8 N-(2,6-dichloro-4-iodophenyl)-10-ethoxypyrido[4,3-c]-1,6-naphthyridin-6-amine 
• 1375008-21-1 1-⁽¹³⁾C-(E)-1-(4-amino-3,5-dichlorophenyl)-3-butoxyprop-2-en-1-one 
• 1375008-10-8 (E)-1-(4-amino-3,5-dichlorophenyl)-3-butoxyprop-2-en-1-one 
• 1319805-93-0 1-⁽¹³⁾C-1-(4-amino-3,5-dichlorphenyl)ethanone 
• 1386820-25-2 [1,2-⁽¹³⁾C₂]-2-(4-amino-3,5-dichlorophenyl)-N-(tert-butyl)-2-oxoacetamide 
• 37148-27-9 clenbuterol 
• 75136-79-7 2-(4-amino-3,5-dichlorophenyl)-N-(tert-butyl)-2-oxoacetamide 
• 62909-66-4 4-Amino-3,5-dichlorobenzaldehyde 

Relevant articles and documents

Molecular Hybridization-Inspired Optimization of Diarylbenzopyrimidines as HIV-1 Nonnucleoside Reverse Transcriptase Inhibitors with Improved Activity against K103N and E138K Mutants and Pharmacokinetic Profiles

Molecular hybridization is a powerful strategy in drug discovery. A series of novel diarylbenzopyrimidine (DABP) analogues were developed by the hybridization of FDA-approved drugs etravirine (ETR) and efavirenz (EFV) as potential HIV-1 nonnucleoside reverse transcriptase inhibitors (NNRTIs). Substituent modifications resulted in the identification of new DABPs with the combination of the strengths of the two drugs, especially compound 12d, which showed promising activity toward the EFV-resistant K103N mutant. 12d also had a favorable pharmacokinetic (PK) profile with liver microsome clearances of 14.4 μL/min/mg (human) and 33.2 μL/min/mg (rat) and an oral bioavailability of 15.5% in rat. However, its activity against the E138K mutant was still unsatisfactory; E138K is the most prevalent NNRTI resistance-associated mutant in ETR treatment. Further optimizations resulted in a highly potent compound (12z) with no substituents on the phenyl ring and a 2-methyl-6-nitro substitution pattern on the 4-cyanovinyl-2,6-disubstitued phenyl motif. The antiviral activity of this compound was much higher than those of ETR and EFV against the WT, E138K, and K103N variants (EC50 = 3.4, 4.3, and 3.6 nM, respectively), and the cytotoxicity was decreased while the selectivity index (SI) was increased. In particular, this compound exhibited acceptable intrinsic liver microsome stability (human, 34.5 μL/min/mg; rat, 33.2 μL/min/mg) and maintained the good PK profile of its parent compound EFV and showed an oral bioavailability of 16.5% in rat. Molecular docking and structure-activity relationship (SAR) analysis provided further insights into the binding of the DABPs with HIV-1 reverse transcriptase and provided a deeper understanding of the key structural features responsible for their interactions.

Convenient and efficient method for the iodination of aromatic amines by pyridinium iodochloride

A simple and efficient method for the iodination of aromatic amines using pyridinium iodochloride (PyICl) in methanol as solvent is reported. Mild reaction conditions, short reaction time, and good to excellent yields of the product are the noteworthy advantages of the method. Pyridinium iodochloride is an efficient solid iodinating reagent and can be handled safely. Copyright Taylor & Francis Group, LLC.

Eco-friendly oxyiodination of aromatic compounds using ammonium iodide and hydrogen peroxide

A new eco-friendly procedure for the oxyiodination of aromatic compounds with NH4I as an iodine source and H2O2 as an oxidant without any catalyst is presented.