244104-55-0

Usage

Uses

Used in Organic Synthesis:
(4-chloro-2-iodophenyl)methanol is used as a reagent in organic synthesis for the preparation of various chemical compounds. Its unique properties, stemming from the presence of chlorine and iodine atoms, make it a versatile compound for different chemical transformations.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (4-chloro-2-iodophenyl)methanol is utilized for the synthesis of new drugs. Its potential as a valuable building block in organic chemistry contributes to the development of novel pharmaceutical compounds.
Used in Chemical Research:
(4-chloro-2-iodophenyl)methanol is also employed in chemical research to study the effects of its unique structural features on various chemical reactions and to explore its potential applications in the synthesis of complex organic molecules.
Safety Precautions:
It is important to handle (4-chloro-2-iodophenyl)methanol with caution and adhere to safety protocols, as it is a potentially hazardous chemical. Proper protective measures and handling procedures should be followed to minimize risks associated with its use.

Upstream product

• 13421-13-1 4-chloro-2-iodobenzoic acid 
• 1385840-30-1 2-(4-chloro-2-iodobenzyloxy)tetrahydro-2H-pyran 
• 89-77-0 2-Amino-4-chlorobenzoic acid 

Downstream Products

• 936098-52-1 [4-chloro-2-({(3S)-4-[ (4-chlorophenyl)acetyl]-3-methylpiperazin-1-yl}methyl) phenyl]acetic acid 
• 882689-32-9 4-chloro-1-(chloromethyl)-2-iodobenzene 
• 882689-31-8 2-(4-chloro-2-iodophenyl)acetonitrile 
• 936098-38-3 2-(4-chloro-2-iodophenyl)acetic acid 
• 936098-39-4 methyl (4-chloro-2-iodophenyl)acetate 
• 936098-44-1 methyl [4-chloro-2-(hydroxymethyl)phenyl]acetate 
• 1159358-87-8 [4-chloro-2-({(3S)-4-[ (4-chlorophenyl)acetyl]-3-methylpiperazin-1-yl}methyl) phenyl]acetic acid methyl ester 
• 22482-73-1 5-chloro-2-(2-methoxy-2-oxoethyl)benzoic acid 
• 1385840-30-1 2-(4-chloro-2-iodobenzyloxy)tetrahydro-2H-pyran 
• 1616954-98-3 (Z)-tert-butyl (2-(5-chloro-2-(hydroxymethyl)styryl)phenyl)carbamate 
• 1616954-93-8 tert-butyl (2-((5-chloro-2-(hydroxymethyl)phenyl)ethynyl)phenyl)carbamate 
• 1616955-03-3 (Z)-tert-butyl (2-(5-chloro-2-formylstyryl)phenyl)carbamate 
• 132901-37-2 4-chloro-2-iodobenzaldehyde 

Relevant academic research and scientific papers

MACROCYCLIC COMPOUNDS USEFUL AS CHITINASE INHIBITORS

The present invention relates to macrocyclic compounds of formula (I) and their use as chitinase inhibitors as well as to pharmaceutical compositions and methods of preparation thereof. The compounds can in particular be used in the treatment, prevention and/or amelioration of asthma.

Discovery of a class of highly potent Janus Kinase 1/2 (JAK1/2) inhibitors demonstrating effective cell-based blockade of IL-13 signaling

Disruption of interleukin-13 (IL-13) signaling with large molecule antibody therapies has shown promise in diseases of allergic inflammation. Given that IL-13 recruits several members of the Janus Kinase family (JAK1, JAK2, and TYK2) to its receptor complex, JAK inhibition may offer an alternate small molecule approach to disrupting IL-13 signaling. Herein we demonstrate that JAK1 is likely the isoform most important to IL-13 signaling. Structure-based design was then used to improve the JAK1 potency of a series of previously reported JAK2 inhibitors. The ability to impede IL-13 signaling was thereby significantly improved, with the best compounds exhibiting single digit nM IC50’s in cell-based assays dependent upon IL-13 signaling. Appropriate substitution was further found to influence inhibition of a key off-target, LRRK2. Finally, the most potent compounds were found to be metabolically labile, which makes them ideal scaffolds for further development as topical agents for IL-13 mediated diseases of the lungs and skin (for example asthma and atopic dermatitis, respectively).

Access to chiral tetrahydrofluorenes through a palladium-catalyzed enantioselective tandem intramolecular Heck/Tsuji-Trost reaction

A palladium-catalyzed enantioselective coupling of 2,5-cyclohexadienyl-substituted aryl iodides and carbon or heteroatom nucleophiles is described. The reaction proceeded via a tandem asymmetric Heck insertion and Tsuji-Trost allylation, enabling the rapi

Stereoretentive Intramolecular Glycosyl Cross-Coupling: Development, Scope, and Kinetic Isotope Effect Study

A series of cyclic C-glycosides were synthesized using the palladium-catalyzed stereoretentive intramolecular glycosylation of aryl iodides by employing a bulky phosphine ligand. A variety of functional groups are tolerated in the reaction, and enantioenr

F- Nucleophilic-Addition-Induced [3 + 2] Annulation: Direct Access to CF3-Substituted Indenes

An efficient [3 + 2] annulation of (2,2-difluorovinyl)-2-iodoarenes and internal alkynes was developed for the synthesis of 1-(trifluoromethyl)-1H-indenes. The success of this strategy hinges upon a well-balanced process for the generation of two transient reactive species, specifically trifluoroethylsilver and alkenylpalladium intermediates, in the same molecule, as well as a smooth transmetalation step, which delicately joins together these two different metallic intermediates.

Palladium-catalyzed intermolecular tandem cyclization reaction: a highly regioselective synthesis of functionalized 3H-spiro[isobenzofuran-1,3′-isochroman] scaffolds

A highly regioselective synthesis of functionalized 3H-spiro[isobenzofuran-1,3′-isochroman] scaffolds using a novel palladium-catalyzed tandem cyclization reaction is explored. During the reaction process, C-O, C-C and C-O bonds are sequentially formed in one pot via decarboxylative allenylpalladium formation, nucleophilic attack, arylpalladium addition and intramolecular nucleophilic attack.

Intramolecular Pd-Catalyzed Arylation of 1-Amidosugars: A New Route to N-Glycosyl Quinolin-2-ones

The synthesis of N-glycosylated quinolin-2-ones via an intramolecular N-arylation of glycosylamides is reported. The coupling involves the use of only Pd(OAc)2 as the catalyst and nBu4NOAc as the base in 1,4-dioxane. This versatile approach allows the synthesis of various N-glycosylated quinolin-2-ones with exclusive α or β selectivity.

Synthesis of Functionalized Alkylidene Indanes and Indanones through Tandem Phosphine-Palladium Catalysis

Densely functionalized alkylidene indanes and indanones can be prepared efficiently in one pot, in high yields with good stereoselectivities (in some cases exclusively the Z-isomer), through a route involving phosphine-catalyzed Michael addition followed

Synthesis of DIBAC analogues with excellent SPAAC rate constants

In search for increased reactivity in strain-promoted azide alkyne cycloadditions (SPAAC), the synthesis of new and more reactive cyclooctynes is of pivotal importance. To identify cyclooctynes with enhanced reactivity, without loss of stability, the synthesis and kinetic analysis of new dibenzoazacyclooctyne (DIBAC) analogues were conducted. Starting from iodobenzyl alcohol analogues and ortho-ethynylaniline various substituted dihydrodibenzo[b,f]azocines were produced. Subsequent bromination and elimination proved to be difficult depending on the aromatic substitution pattern, yielding chloro-, bromo-, and methoxy-substituted DIBACs in moderate yield. In the elimination reaction towards nitro- and Br,Cl-DIBAC, the corresponding cyclooctene was obtained instead of the cyclooctyne. Additionally, a dimethoxy-substituted DIBAC analogue was prepared following an alternative route involving light-induced deprotection of a cyclopropenone derivative. In total, four DIBAC analogues were successfully prepared showing excellent rate constants in the SPAAC reaction ranging from 0.45 to 0.9 M-1 s -1, which makes them comparable to the fastest cyclooctynes currently known. This journal is the Partner Organisations 2014.

SUBSTITUTED AZADIBENZOCYCLOOCTYNE COMPOUNDS AND THEIR USE IN METAL-FREE CLICK REACTIONS

The invention relates to a substituted azadibenzocyclooctyne compound according to Formula (5): The invention also relates to a conjugate wherein a substituted azadibenzocyclooctyne according to the invention is conjugated to a label, and to the use of these conjugates for bioorthogonal labeling, imaging or modification of a target molecule, e.g. surface modification. The invention further relates to a method for the modification of a target molecule, wherein a conjugate according to the invention is reacted with a compound comprising a 1,3-dipole or a 1,3-(hetero)diene.