Ethyl 5-methyl-1H-imidazole-4-carboxylate, CAS No. 51605-32-4

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51605-32-4

Catalog No. EBD52423

CAS 51605-32-4

Name Ethyl 5-methyl-1H-imidazole-4-carboxylate

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Basic Information

Synonyms: ethyl4-methyl-1H-imidazole-5-carboxylate Ethyl5-methyl-1H-imidazole-4-carboxylate Ethyl4-methyl-5-imidazolecarboxylate 4-carbethoxy-5-methylimidazole 5-ethoxycarbonyl-4-methylimidazole 5-methyl-4-ethoxycarbonylimidazole ethyl4-methyl-5-imidazolcarboxylate ethyl4-methylimidazole-5-carboxylate ethyl5-methyl-4-imidazolecarboxylate 5-methyl-1h-imidazole-4-carboxylicacidethylester 4-methyl-1h-imidazole-5-carboxylicacidethylester 5-methyl-3h-imidazole-4-carboxylicacidethylester 1h-imidazole-4-carboxylicacid,5-methyl-,ethylester(9ci)

Molecular Formula: C7H10N2O2

Molecular Weight: 154.17

MDL Number: MFCD00014487

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates

Product Description:

4-Methyl-5-imidazolecarboxylic acid ethyl ester is an organic compound featuring an imidazole ring substituted with a methyl group at the 4-position and an ethyl ester group at the 5-position. It serves as a versatile heterocyclic building block in medicinal chemistry. This compound is primarily utilized as a key intermediate in the synthesis of various pharmacologically active molecules. Its most notable application is in the production of histamine H2-receptor antagonists, such as Cimetidine and related analogs, which are used to treat gastric acid-related disorders. The imidazole core is a privileged structure in drug discovery, contributing to binding interactions with biological targets. As a functionalized imidazole derivative, it is also employed in the research and development of other heterocyclic compounds, leveraging its reactivity for further chemical modifications like hydrolysis, reduction, or cross-coupling reactions.

Physical Properties

Melting Point: 204-206 °C(lit.)

Boiling Point: 323.663 °C at 760 mmHg

Flash Point: 149.546 °C

Density: 1.171 g/cm3

Analytical Data

Appearance: off-white to yellow crystalline powder