1210-92-0

Basic information

• Product Name: Diethyl 1-Methylimidazole-4,5-dicarboxylate
• Synonyms: Diethyl 1-Methylimidazole-4,5-dicarboxylate;1-Methyl-1H-imidazole-4,5-dicarboxylic acid diethyl ester
• CAS NO: 1210-92-0
• Molecular Formula: C10H14N2O4
• Molecular Weight: 226
• Mol File: 1210-92-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Diethyl 1-Methylimidazole-4,5-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Diethyl 1-Methylimidazole-4,5-dicarboxylate(1210-92-0)
• EPA Substance Registry System: Diethyl 1-Methylimidazole-4,5-dicarboxylate(1210-92-0)

Safety Data

• Hazardous Substances Data: 1210-92-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Diethyl 1-Methylimidazole-4,5-dicarboxylate is used as a building block for the synthesis of various pharmaceuticals, leveraging its unique structure and reactivity to create a wide range of medicinal compounds.
Used in Agrochemical Industry:
In the agrochemical industry, Diethyl 1-Methylimidazole-4,5-dicarboxylate is utilized as a key component in the development of new agrochemicals, contributing to the creation of effective and innovative products for agricultural applications.
Used in Organic Synthesis:
Diethyl 1-Methylimidazole-4,5-dicarboxylate is used as a versatile reagent in organic synthesis, enabling the formation of a variety of organic compounds due to its unique chemical properties.
Used in Research and Development:
Diethyl 1-Methylimidazole-4,5-dicarboxylate is employed in research and development settings for studying its potential biological activities and pharmacological properties, contributing to the advancement of scientific knowledge and the discovery of new applications.

Upstream product

• 64-17-5 ethanol 
• 42190-84-1 1-methyl-4,5-imidazoledicarbonyl chloride 
• 1080-79-1 imidazole 4,5-dicarboxylic acid diethyl ester 
• 74-88-4 methyl iodide 
• 570-22-9 4,5-imidazoledicarboxylic acid 
• 762-21-0 acetylenedicarboxylic acid diethyl ester 
• 19485-38-2 1-methyl-1H-imidazole-4,5-dicarboxylic acid 
• 1122-28-7 4,5-dicyano-1H-imidazole 
• 19485-35-9 1-methyl-4,5-dicyanoimidazole 

Downstream Products

• 263159-48-4 N-[4,5-bis(hydroxymethyl)-1-methyl-1H-imidazol-2-yl]-N-tritylamine 
• 263159-47-3 N-[4,5-bis(tert-butyldimethylsilyloxymethyl)-1-methyl-1H-imidazol-2-yl]-N-tritylamine 
• 5422-71-9 4,7-dichloro-1-methyl-1H-imidazo[4,5-d]pyridazine 
• 202278-29-3 1,7-dimethyl-1,5-dihydro-4H-imidazo[4,5-d]pyridazin-4-one 

Relevant articles and documents

AZOLE-FUSED PYRIDAZIN-3(2H)-ONE DERIVATIVES

Disclosed are compounds of Formula (1) and pharmaceutically acceptable salts thereof, wherein α, β, n, R4, R5, R6, R8, R9, R10, R11, X1, X2, X3 and X7 are defined in the specification. This disclosure also relates to materials and methods for preparing compounds of Formula (1), to pharmaceutical compositions comprising them, and to their use for treating diseases, disorders, and conditions associated with GPR139.

A tropylium annulated N-heterocyclic carbene

Derivatives of the cationic tropylium annulated imidazolylidene ITrop+ are obtained by hydride abstraction from related cycloheptatriene compounds. Spectroscopic, structural and theoretical data indicate that, as a cationic relative of benzimidazolylidenes, ITrop+ has highly reduced σ-donor and strong π-acceptor character.

A direct cycloaminative approach to imidazole derivatives via dual C-H functionalization

Organoiodine(III)-promoted C(sp3)-H azidation was a key step for the cycloaminative process. An unprecedented method for metal-free dehydrogenative N-incorporation into C(sp3)-H and C(sp2)-H bonds for the synthesis of diverse imidazoles has been disclosed. The overall transformation involves the construction of four C-N bonds through hydroamination-azidation-cyclization sequence. The reaction can be easily handled and proceeds under mild conditions. Further, the potential of the present strategy is revealed by the practical synthesis of N-heterocyclic carbene (NHC) precursors.

Design, synthesis and evaluation of imidazolylmethyl carbamate prodrugs of alkylating agents

Two approaches to prodrugs of alkylating agents based on an imidazolylmethyl carbamate nucleus were explored. A 2-azido analogue (3) of the bis-carbamate carmethizole (1) displayed similar aerobic cytotoxicity to 1 in a panel of human and murine cell lines. Approaches to the 2-amino and 2- carbamoyl analogues are described. In the second approach an imidazolylmethanol was used as a 'trigger' linked via a carbamate to the alkylating agent N,N-bis(2-chlorethyl)amine (BCEA). Nitroimidazole and methylsulphinylimidazole carbamate prodrugs 6-8 were 5-20-fold less toxic than BCEA. Despite this deactivation in the prodrug form, little increase in cytotoxicity was observed under hypoxia. The data suggest that BCEA released on bioreduction is not sufficiently potent to contribute significant additional cytotoxicity. (C) 2000 Elsevier Science Ltd.

A new synthesis of carmethizole and related nitrogen analogues

A new efficient six-step synthesis of carmethizole, a novel big- carbamate alkylating agent, and syntheses of related nitrogen analogues are described, using a key 4,5-disubstituted imidazole intermediate 8.

Intramolecular Hydrogen Bonding in Imidazole-4(5)-alkoxycarbonyl-5(4)-carboxamide Derivatives

The ir spectrum of imidazole derivatives, which have an alkoxycarbonyl group and a carboxamide group at the 4- and 5-positions of the imidazole ring respectively, exhibits the shift of the ester carbonyl band to a lower wave number.This phenomenon was investigated by spectroscopic measurements of a group of relevant compounds.The results indicate that the shift is caused by the intramolecular hydrogen bonds between the hydrogen atom of the amide and the carbonyl oxygen of the ester which is enhanced by the resonance stabilization of the imidazole ring.