113258-86-9

Basic information

• Product Name: (2-iodophenyl)-N-methylmethanamine
• Synonyms: (2-iodophenyl)-N-methylmethanamine
• CAS NO: 113258-86-9
• Molecular Weight: 247.079
• Mol File: 113258-86-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (2-iodophenyl)-N-methylmethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: (2-iodophenyl)-N-methylmethanamine(113258-86-9)
• EPA Substance Registry System: (2-iodophenyl)-N-methylmethanamine(113258-86-9)

Safety Data

• Hazardous Substances Data: 113258-86-9(Hazardous Substances Data)

Usage

Description

(2-iodophenyl)-N-methylmethanamine is a chemical compound with the molecular formula C8H10IN, belonging to the class of phenyl-N-methylmethanamine derivatives. It features an iodine atom attached to the phenyl ring, which distinguishes it from its parent compound. This unique structure endows it with specific chemical properties that have attracted attention in the field of medicinal chemistry and drug development.

Uses

Used in Pharmaceutical Industry:
(2-iodophenyl)-N-methylmethanamine is utilized as a ligand in the development of radiolabeled imaging agents for positron emission tomography (PET) scans. Its iodine atom and unique structure make it a promising candidate for enhancing the imaging capabilities of PET scans, which are crucial for diagnosing various diseases, including cancer.
Additionally, (2-iodophenyl)-N-methylmethanamine is explored as a precursor in the synthesis of other pharmaceutical compounds. Its chemical properties and potential applications contribute to the advancement of drug development, as it can be used to create new medications with improved efficacy and safety profiles.

Upstream product

• 40400-13-3 2-Iodobenzyl bromide 
• 74-89-5 methylamine 
• 58084-22-3 2-iodo-N-methyl-benzamide 
• 59473-45-9 2-(chloromethyl)iodobenzene 
• 698-19-1 N-methyl-2-bromobenzylamine 
• 26260-02-6 2-iodobenzaldehyde 
• 5159-41-1 2-iodobenzyl alcohol 
• 88-67-5 2-Iodobenzoic acid 
• 593-51-1 methylamine hydrochloride 
• 1587717-82-5 (R)-N-(2-iodobenzyl)-2-methylpropane-2-sulfinamide 
• 1587718-03-3 (R)-N-(2-iodobenzyl)-N-methyl-t-butanesulfinamide 

Downstream Products

• 854392-96-4 (2-iodo-benzyl)-methyl-(2-nitro-benzyl)-amine 
• 857785-85-4 (2-bromo-benzyl)-(2-iodo-benzyl)-methyl-amine 
• 147749-71-1 N-(2-iodobenzyl)-α-isopropyl-N-methylphenacylamine 
• 140420-15-1 1-(4-Ethyl-phenyl)-2-[(2-iodo-benzyl)-methyl-amino]-ethanone 
• 131326-78-8 1-(3-Chloro-phenyl)-2-[(2-iodo-benzyl)-methyl-amino]-ethanone 
• 140420-20-8 1-Cyclohexyl-2-[(2-iodo-benzyl)-methyl-amino]-ethanone 
• 147749-69-7 N-(2-iodobenzyl)-α,N-dimethylphenacylamine 
• 147749-70-0 α-ethyl-N-(2-iodobenzyl)-N-methylphenacylamine 
• 131326-79-9 1-(4-Bromo-phenyl)-2-[(2-iodo-benzyl)-methyl-amino]-ethanone 
• 131326-80-2 1-(4-Fluoro-phenyl)-2-[(2-iodo-benzyl)-methyl-amino]-ethanone 
• 140420-19-5 1-[(2-Iodo-benzyl)-methyl-amino]-propan-2-one 
• 147749-72-2 N-(2-iodobenzyl)-N-methyl-α-phenylphenacylamine 
• 34137-41-2 trans-2,3-Dimethyl-4-benzyliden-1,2,3,4-tetrahydroisochinolin 
• 157017-54-4 4-(4-trifluoromethylphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-ol 

Relevant articles and documents

Sulfur-Based Chiral Iodoarenes: An Underexplored Class of Chiral Hypervalent Iodine Reagents

Chiral hypervalent iodine reagents are active players in modern stereoselective organic synthesis. Structurally diverse chiral hypervalent iodine reagents have been synthesised and extensively studied, but hypervalent iodine reagents containing chiral sul

Palladium-Catalyzed, Norbornene-Mediated, ortho-Amination ipso-Amidation: Sequential C-N Bond Formation

A palladium-catalyzed, norbornene-mediated ortho- and ipso-C-N bond-forming Catellani reaction is reported. This reaction proceeds through a sequential intermolecular amination followed by intramolecular cyclization of a tethered amide. The products, ortho-aminated dihydroquinolinones, were generated in moderate to good yields and are present in bioactive molecules. This work highlights the challenge of competing intra- vs intermolecular palladium-catalyzed processes.

Oxidant-Free Au(I)-Catalyzed Halide Exchange and Csp2-O Bond Forming Reactions

Au has been demonstrated to mediate a number of organic transformations through the utilization of its π Lewis acid character, Au(I)/Au(III) redox properties or a combination of both. As a result of the high oxidation potential of the Au(I)/Au(III) couple, redox catalysis involving Au typically requires the use of a strong external oxidant. This study demonstrates unusual external oxidant-free Au(I)-catalyzed halide exchange (including fluorination) and Csp2-O bond formation reactions utilizing a model aryl halide macrocyclic substrate. Additionally, the halide exchange and Csp2-O coupling reactivity could also be extrapolated to substrates bearing a single chelating group, providing further insight into the reaction mechanism. This work provides the first examples of external oxidant-free Au(I)-catalyzed carbon-heteroatom cross-coupling reactions.