41046-70-2

Usage

Uses

Used in Pharmaceutical Industry:
2-Iodo-5-Methoxyphenol is used as a key intermediate for the synthesis of various pharmaceuticals due to its unique chemical structure and reactivity. Its properties make it suitable for the development of new drugs and the improvement of existing ones, contributing to advancements in medicinal chemistry.
Used in Organic Chemistry:
In the field of organic chemistry, 2-Iodo-5-Methoxyphenol is utilized as a building block for the preparation of a wide range of organic compounds. Its versatility allows for the creation of diverse chemical entities, expanding the scope of organic synthesis and the development of novel materials.
Used in Dye and Pigment Synthesis:
2-Iodo-5-Methoxyphenol is also employed in the synthesis of dyes and pigments, where its chemical properties contribute to the production of colorants with specific characteristics. This application is particularly relevant in industries that rely on colorants for various products, such as textiles, paints, and plastics.
Safety Considerations:
As a hazardous substance, 2-Iodo-5-Methoxyphenol requires careful handling and storage according to appropriate safety guidelines. Proper precautions should be taken to minimize risks associated with its use, ensuring the safety of individuals and the environment.

Upstream product

• 150-19-6 O-methylresorcine 
• 7440-44-0 pyrographite 
• 57234-28-3 1-methoxy-3-(methoxymethoxy)benzene 
• 81245-38-7 1-iodo-4-methoxy-2-(methoxymethoxy)-benzene 

Downstream Products

• 129103-79-3 Benzoic acid 2-iodo-5-methoxy-phenyl ester 
• 22395-22-8 7-methoxoyflavone 
• 31356-11-3 (Z)-6-methoxyaurone 
• 908120-23-0 2-(2-iodo-5-methoxy-phenoxy)-1-phenyl-ethanone 
• 847267-26-9 5-methoxy-2-trimethylsilanylethynyl-phenol 
• 1037830-85-5 3-bromo-2-(2-iodo-5-methoxy-phenoxymethyl)-pyridine 
• 37592-19-1 3-allyloxyanisole 
• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 
• 102036-28-2 Protosappanin A 

Relevant academic research and scientific papers

SULFINIC ACID COMPOUNDS AS FREE FATTY ACID RECEPTOR AGONISTS

The present invention relates to certain compounds, their use in therapy, as well as to pharmaceutical compositions including said compounds. Specifically, the invention relates to certain compounds and pharmaceutical compositions including these compounds for the treatment of metabolic disorders including, for example, diabetes, obesity, metabolic syndrome, fatty liver disease, and bone disorders.

Nickel-Catalyzed Asymmetric Reductive 1,2-Carboamination of Unactivated Alkenes

Starting from diverse alkene-tethered aryl iodides and O-benzoyl-hydroxylamines, the enantioselective reductive cross-electrophilic 1,2-carboamination of unactivated alkenes was achieved using a chiral pyrox/nickel complex as the catalyst. This mild, modular, and practical protocol provides rapid access to a variety of β-chiral amines with an enantioenriched aryl-substituted quaternary carbon center in good yields and with excellent enantioselectivities. This process reveals a complementary regioselectivity when compared to Pd and Cu catalysis.

Synthesis of 2-arylbenzofuran-3-carbaldehydes: via an organocatalytic [3+2] annulation/oxidative aromatization reaction

A novel organocatalytic [3+2] annulation/oxidative aromatization reaction of enals with 2-halophenols or β-naphthols is reported. This process enables chemo- and regioselective access to 2-arylbenzofuran-3-carbaldehydes without the use of transition metals or strong oxidants. Preliminary mechanistic studies reveal that an unprecedented, organocatalytic, direct α-arylation pathway is involved.

Molecular modeling study, synthesis and biological evaluation of combretastatin A-4 analogues as anticancer agents and tubulin inhibitors

As the major structural component of microtubules, tubulin is an interesting target for the development of anticancer agents. In this study, 64 tubulin polymerization inhibitors of five-membered heterocycle-based combretastatin A-4 analogues were studied by a combination of molecular modeling techniques including 3D-QSAR, molecular docking, and molecular dynamics (MD) simulation. The CoMFA (comparative molecular field analysis) and CoMSIA (comparative molecular similarity indices analysis) models were established with desirable statistical parameters and excellent predictive ability. 20 ns MD simulations were successfully performed to confirm the detailed binding mode and validate the rationality of docking results. Combining the binding free energy calculations and 3D-QSAR results, some new heterocycle-based combretastatin A-4 analogues were designed. Three of them were synthesized and biologically evaluated. Compound 13a displayed potent antiproliferative activity (IC50 value of 1.31 M against HepG2 cells, IC50 value of 1.37 M against A549 cells) and inhibition of tubulin polymerization activity (IC50 value of 0.86 M). Compound 13b also presented good activity against HepG2 cells (IC50 value of 4.75 μM). The experimental results demonstrated that the built models were effective for the development of novel anticancer agents and tubulin inhibitors.

Synthesis of 8-azaprotosappanin A derivatives via intramolecular palladium-catalyzed ortho C-H activation/C-C cyclization and their antibacterial activity

A novel synthetic protocol for the construction of eight-membered heterocycles by intramolecular palladium-catalyzed ortho C-H activation/C-C cyclization was proposed. With protosappanin A as the lead compound, 25 derivatives of 8-azaprotosappanin A were prepared in good yields by this protocol. Besides, a plausible reaction mechanism of the intramolecular cyclization was proposed. This strategy could be widely used in the synthesis of some natural products and drugs with large heterocycles due to the fast reaction rate and the mild conditions. In vitro antimicrobial activities of the synthesized compounds were assessed against the strains of Gram-positive bacteria and linezolid and ciprofloxacin were selected as the standard drugs. Some of the synthesized compounds were found to have excellent antibacterial activities.

A conceptually novel construction of the 6a-hydroxypterocarpan skeleton – Synthesis of (±)-variabilin

A new access to the 6a-hydroxypterocarpan variabilin was established. Key step of this concise total synthesis is a challenging cyclization of a haloketone via halogen–metal exchange and subsequent intramolecular addition to the carbonyl function.

3-(3,4,5-trimethoxybenzoyl)-benzofuran microtubulin inhibitor as well as preparation method and use thereof

The invention discloses a 3-(3,4,5-trimethoxybenzoyl)-benzofuran microtubulin inhibitor as well as a preparation method and use thereof. A 3-(3,4,5-trimethoxybenzoyl)-benzofuran compound in the invention has an action mechanism similar to colchicine and is capable of inhibiting polymerization of microtubulins. The 3-(3,4,5-trimethoxybenzoyl)-benzofuran compound has very strong proliferation inhibition activity to human lung cancer cells A549, human gastric cancer cells MGC-803, human liver cancer cells HepG2, human colon cancer cells HCT-116, human cervical cancer cells HeLa and human breast cancer cells MCF-7.

Total synthesis of protosappanin A and its derivatives via palladium catalyzed ortho C-H activation/C-C cyclization under microwave irradiation

A total synthesis method for protosappanin A, which is a complex natural product with many biological activities, was developed with 6 linear steps. Dibenzo[b,d]oxepinones as the key intermediates of the synthetic route were prepared by a palladium-catalyzed ortho C-H activation/C-C cyclization under microwave irradiation. 25 derivatives of protosappanin A were obtained.

Practical regioselective halogenation of vinylogous esters: Synthesis of differentiated mono-haloresorcinols and polyhalogenated resorcinols

A practical and efficient method for the direct, regioselective conversion of vinylogous esters to haloresorcinols is reported. Control of the reaction conditions enables synthesis of either the 4- or 6-haloresorcinol isomers from a common precursor with excellent regiocontrol and high yield. The generality and functional group tolerance of this novel protocol is demonstrated. The utility of this methodology to access polyhaloresorcinols is also reported. These methods create useful functionalized building blocks for further synthetic applications.

6-endo heck cyclization of 3-(2-iodophenoxy)methylbenzofurans: A useful approach to pterocarpenes

Mitsunobu coupling of 3-hydroxymethylbenzofurans with o-iodophenols affords 3-(2-iodophenoxy)methylbenzofurans which under go a useful 6-endo Heck cyclization under Jeffery conditions to afford pterocarpene-type heterocycles. The unsubstituted parent pterocarpene thus prepared was readily converted to coumestan via subsequent PCC oxidation. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications1 to view the free supplemental file. Copyright Taylor & Francis Group, LLC.