17289-19-9

Usage

Uses

Used in Pharmaceutical Synthesis:
1-Methyl-1h-imidazole-4-carboxylic acid methyl ester is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Production:
MIMME is utilized as a key component in the production of agrochemicals, playing a role in the creation of compounds that protect crops and enhance agricultural productivity.
Used in Organic Synthesis:
1-Methyl-1h-imidazole-4-carboxylic acid methyl ester is used as a reagent in organic synthesis reactions due to its ability to undergo multiple chemical transformations, facilitating the creation of a wide array of organic compounds.
Used in Medicinal Chemistry Research:
MIMME is employed as a building block in medicinal chemistry for the exploration and development of novel bioactive compounds with potential therapeutic applications.
Used in Chemical Transformations:
1-Methyl-1h-imidazole-4-carboxylic acid methyl ester is used as a versatile reactant in chemical transformations, such as nucleophilic substitution and palladium-catalyzed coupling reactions, enabling the synthesis of diverse chemical entities for various applications across different industries.

InChI:InChI=1/C6H8N2O2/c1-8-3-5(7-4-8)6(9)10-2/h3-4H,1-2H3

Upstream product

• 67-56-1 methanol 
• 143165-09-7 1-methyl-1H-imidazole-4-carbonyl chloride 
• 41716-18-1 1-methylimidazole-4-carboxylic acid 
• 53629-38-2 N-phenyl methyl-1 imidazole carboxamide-5 
• 77-78-1 dimethyl sulfate 
• 19485-38-2 1-methyl-1H-imidazole-4,5-dicarboxylic acid 
• 17289-17-7 1-Methyl-2-imidazolin-4-carbonsaeure-methylester 
• 754225-84-8 methyl 1-methyl-2-(methylthio)-1H-imidazole-4-carboxylate 
• 17325-26-7 Methyl imidazole-4-carboxylate 
• 74-88-4 methyl iodide 
• 201230-82-2 carbon monoxide 
• 71759-87-0 4-iodo-1-methyl-1H-imidazole 
• 19485-35-9 1-methyl-4,5-dicyanoimidazole 

Downstream Products

• 881422-84-0 1-methyl-5-imidazolecarboxylic acid hydrochloride 
• 317332-46-0 1-(3-benzylphenyl)-3-(1-N-methylimidazole-4-yl)propane-1,3-dione 
• 129003-87-8 1-(1-methyl-1H-imidazol-4-yl)ethanone 

Relevant academic research and scientific papers

2-(1H-INDOLE-3-CARBONYL)-THIAZOLE-4-CARBOXAMIDE DERIVATIVES AND RELATED COMPOUNDS AS ARYL HYDROCARBON RECEPTOR (AHR) AGONISTS FOR THE TREATMENT OF E.G. ANGIOGENESIS IMPLICATED OR INFLAMMATORY DISORDERS

2-(1H-lndole-3-carbonyl)-thiazole-4-carboxamide derivatives and the corresponding imidazole, oxazole and thiophene derivatives and related compounds as aryl hydrocarbon receptor (AHR) agonists for the treatment of angiogenesis implicated disorders, such as e.g. retinopathy, psoriasis, rheumatoid arthritis, obesity and cancer, or inflammatory disorders. The present description discloses the synthesis and characterisation of exemplary compounds as well as pharmacological data thereof (e.g. pages 27 to 32 and 59 to 219; examples 1 to 8; compounds 1-1 to 1-97; tables 1-a, 2 and 3).

A method for the reductive scission of heterocyclic thioethers

A mild, chemoselective, and generally high-yielding method for the reductive scission of heterocyclic thioethers is described. Suitable heterocycles have a thioether substituent at the 2-position relative to a ring heteroatom. The convenient and straightforward method is demonstrated with reactants which are not compatible with the standard Raney nickel conditions such as sulfides, sulfones, and thiophenes. In addition, benzyl esters, benzyl amides, and benzyl carbamates are tolerated by the reductive reaction conditions.

Efficient synthesis of trisimidazole and glutaric acid bearing porphyrins: Ligands for active-site models of bacterial nitric oxide reductase

Ligands (1) for active-site models of bacterial nitric oxide reductase (NOR) have been efficiently synthesized. These compounds (1) feature three imidazolyl moieties and one carboxylic acid residue at the FeB site, which represent the closest available synthetic model ligands of NOR active center. The stereo conformations of these ligands are established on the basis of steric effects and 1H NMR chemical shifts under the ring current effect of the porphyrin.

1-(Aromatic- or heteroaromatic-substituted)-3-(heteroaromatic substituted)-1,3-propanediones and uses thereof

Certain 1-(aromatic- or heteroaromatic-substituted-3-(heteroaromatic substituted)-1,3-propanediones are described as inhibitors of HIV integrase and inhibitors of HIV replication. These compounds are useful in the prevention or treatment of infection by HIV and the treatment of AIDS, either as compounds, pharmaceutically acceptable salts, pharmaceutical composition ingredients, whether or not in combination with other antivirals, immunomodulators, antibiotics or vaccines. Methods of treating AIDS and methods of preventing or treating infection by HIV are also described.

Phytotoxic 2-alkyl-5-(heterocyclic)-pyrrole-3,4-dicarboxylates

Phytotoxic 2-methyl-5-(heterocyclic)-pyrrole-3,4-dicarboxylates.

Convenient Synthesis of Methyl 1-Methyl-2,4-dibromo-5-imidazolecarboxylate

Three syntheses of methyl 1-methyl-2,4-dibromo-5-imidazolecarboxylate (8) are presented.One proceeds from sarcosine via ring closure, bromination, and desulfurization.The second uses N-methylimidazole, polybromination, and selective halogen-metal interchange.The third and most efficient and preparatively useful route begins with diaminomaleonitrile (13).Ring closure with triethyl orthoformate followed by methylation and hydrolysis affords 1-methyl-4,5-imidazoledicarboxylic acid (16).Regioselective decarboxylation followed by esterification yields methyl 1-methyl-5-imidazolecarboxylate (18).Subsequent dibromination gives the completely substituted imidazole 8.The primary purification in this sequence is fractional sublimation of 18 after the esterification step.An overall yield of 26percent is achieved from diaminomaleonitrile (13) to methyl 1-methyl-2,4-dibromo-5-imidazolecarboxylate (8), which is a key intermediate for the synthesis of tricyclic imidazo cooked food mutagens.

ALCALOIDES IMIDAZOLIQUES-VI. ALCALOIDES DU CYNOMETRA LUJAE ISOLEMENT,STRUCTURES, SYNTHESE

Eight imidazole alcaloids were isolated from Cynometra lujae: anantine, noranantine, cynometrine, isoanantine, isocynometrine, isocynodine, hydroxyanantine and cynolujine.The syntheses of isoanantine and isocynometrine were achieved starting from 1-methyl-5-methoxycarbonyl imidazole and those of anantine and cynometrine starting from 1-methyl-4-methoxycarbonyl imidazole.

Selective Decarboxylation of 1-Methyl-4,5-imidazoledicarboxylic Acid

The selective decarboxylation of 1-methyl-4,5-imidazoledicarboxylic acid was carried out in various solvents. 1-Methyl-5-imidazolecarboxylic acid was obtained by heating in acetic or propionic anhydride, whereas 1-methyl-4-imidazolecarboxylic acid was obtained in N,N-dimethylformamide, N,N-dimethylacetamide, or N-methylpyrrolidone or by pyrolysis.The reaction mechanism is discussed.