111258-23-2

Usage

Uses

Used in Organic Synthesis:
METHYL 4-METHOXY-2-INDOLECARBOXYLATE is used as a reactant in various organic synthesis processes, including [3+2] annulation reactions, Heck reactions, and methylation reactions. It serves as a key building block for the synthesis of complex organic molecules and pharmaceutical compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, METHYL 4-METHOXY-2-INDOLECARBOXYLATE is used as a reactant in the preparation of inhibitors of mammalian secreted phospholipases A2. These inhibitors play a crucial role in controlling inflammatory processes and have potential applications in the treatment of various inflammatory diseases.
Used in the Preparation of Indole Fatty Alcohol Derivatives:
METHYL 4-METHOXY-2-INDOLECARBOXYLATE is also used as a reactant in the preparation of indole fatty alcohol derivatives. These derivatives have potential applications in the development of new drugs and bioactive compounds with diverse therapeutic properties.
Overall, METHYL 4-METHOXY-2-INDOLECARBOXYLATE is a versatile indole derivative with applications in organic synthesis, pharmaceuticals, and the development of novel bioactive compounds. Its unique chemical properties and reactivity make it a valuable component in the creation of various chemical entities and therapeutic agents.

InChI:InChI=1/C11H11NO3/c1-14-10-5-3-4-8-7(10)6-9(12-8)11(13)15-2/h3-6,12H,1-2H3

Upstream product

• 111258-30-1 methyl 3-(2-methoxy-6-nitrophenyl)-2-oxopropanoate 
• 55477-80-0 methyl 2-[(tert-butoxycarbonyl)amino]acrylate 
• 98991-09-4 2-iodo-3-methoxyphenylamine 
• 1816-92-8 Methyl azidoacetate 
• 591-31-1 3-methoxy-benzaldehyde 
• 301155-92-0 3-(2-Methoxy-6-nitro-phenyl)-2-oxo-propionic acid ethyl ester 
• 4837-89-2 pyruvic acid 
• 4837-88-1 6-methoxy-2-nitrotoluene 
• 135-02-4 ortho-anisaldehyde 
• 98991-08-3 2-iodo-1-methoxy-3-nitrobenzene 
• 197243-48-4 2-iodo-3-nitrophenol 
• 103260-65-7 4-methoxy-1H-indole-2-carboxylic acid 
• 143702-35-6 (Z)-2-azido-3-(2-methoxyphenyl)acrylic acid methyl ester 

Downstream Products

• 111258-25-4 methyl 4-methoxy-1-methyl-1H-indole-2-carboxylate 
• 142851-24-9 4-Methoxy-1-phenyl-1H-indole-2-carboxylic acid methyl ester 
• 103260-65-7 4-methoxy-1H-indole-2-carboxylic acid 
• 1037763-09-9 C₂₄H₁₆F₂N₂O₄ 
• 1037757-57-5 6-(2,5-difluorobenzyl)-8-(2-oxo-1,2-dihydropyridin-3-yl)-6H-furo[2,3-e]indole-7-carboxylic acid 

Relevant academic research and scientific papers

A convenient synthesis of benz-1,2-oxazine derivatives

An expedient synthesis of benz-1,2-oxazine derivatives involving nitrene insertion on a methoxy group is described.

ARYL AND HETEROARYL-CARBOXAMIDE SUBSTITUTED HETEROARYL COMPOUNDS AS TYK2 INHIBITORS

Novel carboxamide substituted compounds of Formula (I) are disclosed; as well as processes for their preparation, pharmaceutical compositions comprising them and their use in therapy as inhibitors of Tyrosine Kinase 2 (Tyk2).

A Bu4N[Fe(CO)3(NO)]-Catalyzed Hemetsberger–Knittel Indole Synthesis

The nucleophilic Fe complex Bu4N[Fe(CO)3(NO)] (TBA[Fe]) catalyzes the direct intramolecular amination of aryl vinyl azides to give the corresponding indole derivatives in good to excellent yields.

Substituted benzene and heterocyclic compound and its preparation method and application

The invention provides substituted benzoheterocyclic compounds and a preparation method thereof. The compounds have structures shown by formulas I and II. The invention also provides the effects of the compounds shown by formulas I and II in resisting virus, tumor and the like. The invention further provides a medicine composition taking the compounds shown by the formulas I and II as active ingredients, and the anti-virus or anti-tumor effect of the medicine composition. The invention lays a foundation for the future in-depth study and development of the anti-virus or anti-tumor medicine of the compounds.

Gold(I)-catalyzed rearrangement of alkynylaziridine indoles for the synthesis of spiro-tetrahydro-β-carbolines

Functionalized spiro-tetrahydro-β-carbolines were formed by an efficient gold(I)-catalyzed rearrangement reaction of alkynylaziridine indoles. The reaction involved a Friedel-Crafts type intramolecular reaction of alkynylaziridine indoles, following by hydroamination of aminoallene intermediate.

Design, synthesis and antiproliferative activity of a novel class of indole-2-carboxylate derivatives

Based on the chemical structure of Pyrroloquinoline quinone (PQQ), a novel class of indole-2-carboxylate derivatives was designed, synthesized and assayed for antiproliferative activity in cancer cells in vitro. The biological results showed that some der

Synthesis of chromeno[3,4-b]indoles as Lamellarin D analogues: A novel DYRK1A inhibitor class

A library of substituted chromeno[3,4-b]indoles was developed as Lamellarin isosters. Synthesis was achieved from indoles after a four-step pathway sequence involving C-3 iodination, a Suzuki cross-coupling reaction, and a one pot deprotection/lactonisation step. Twenty final compounds were tested in order to determine their activity against topoisomerase I and kinases, the two major biological activities of Lamellarins. One newly synthesized derivative exhibited a strong topoisomerase activity comparable to reference compounds such as campthotecin and Lamellarin with only a weak kinase inhibition. Two other lead compounds were identified as new nanomolar DYRK1A inhibitors and several other drugs affected the kinases in the sub-micromolar range. These results will enable us to use the chromeno[3,4-b]indole as a pharmacophore to develop potent treatments for neurological or oncological disorders in which DYRK1A is fully involved.

Iron(II) triflate as a catalyst for the synthesis of indoles by intramolecular C-H amination

A practical iron-catalyzed intramolecular C-H amination reaction and its application in the synthesis of indole derivatives are presented. As a catalyst, commercially available iron(II) triflate is used.

Intramolecular C-H amination reactions: Exploitation of the Rh 2(II)-catalyzed decomposition of azidoacrylates

Rhodium(II) perfluorobutyrate-mediated decomposition of vinyl azides provides a new, mild entry into Rh2(II) nitrenoid chemistry. This methodology allows rapid access to a variety of complex, functionalized N-heterocycles in two steps from commercially available starting materials. Copyright

Solvent-free Heck-Jeffery reactions under ball-milling conditions applied to the synthesis of unnatural amino acids precursors and indoles

The syntheses of various amino- and hydroxy-substituted dehydrophenylalanine derivatives using the Heck-Jeffery protocol under non-solvent conditions in a ball mill are presented. The influences of electron-withdrawing groups and of the location of the heteroatom substituent relative to the halide are discussed. Suitably substituted ortho-amino dehydrophenylalanine derivatives undergo a cyclization-elimination reaction to the corresponding 2-substituted indoles. Georg Thieme Verlag Stuttgart.