4200-46-8

Basic information

• Product Name: 1H-IMidazole-4-acetic acid, Methyl ester
• Synonyms: 1H-IMidazole-4-acetic acid, Methyl ester;(1H-Imidazol-4-yl)-acetic acid methyl ester;Methyl 2-(1H-imidazol-5-yl)acetate;1H-Imidazole-5-acetic acid methyl ester
• CAS NO: 4200-46-8
• Molecular Formula: C₆H₈N₂O₂
• Molecular Weight: 140.13992
• Mol File: 4200-46-8.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1H-IMidazole-4-acetic acid, Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-IMidazole-4-acetic acid, Methyl ester(4200-46-8)
• EPA Substance Registry System: 1H-IMidazole-4-acetic acid, Methyl ester(4200-46-8)

Safety Data

• Hazardous Substances Data: 4200-46-8(Hazardous Substances Data)

Usage

General Description

1H-Imidazole-4-acetic acid, methyl ester is a chemical compound with the molecular formula C6H8N2O2. It is a methyl ester derivative of 1H-Imidazole-4-acetic acid, which is a heterocyclic compound containing an imidazole ring. This chemical is used in various pharmaceutical applications and research, particularly in the development of drugs targeting the central nervous system and the treatment of inflammatory and autoimmune disorders. It is also utilized in organic synthesis as a reagent for the preparation of other compounds. The methyl ester form of 1H-Imidazole-4-acetic acid offers improved stability and solubility, making it a valuable reagent in chemical and pharmaceutical industries.

Upstream product

• 67-56-1 methanol 
• 3251-69-2 imidazole-4-acetic acid hydrochloride 
• 645-65-8 2-(1H-imidazol-4-yl)acetic acid 

Downstream Products

• 731746-84-2 2-(1H-imidazol-4-yl)-2-methylpropanoic acid 
• 64462-01-7 (±)-2-(1-yrityl-1H-imidazol-4-yl)propanoic acid 
• 74294-61-4 NO-bis-p-tolylsulphonyl<αα-(2)H2>histaminol 
• 74294-63-6 C₁₂H₁₁⁽²⁾H₂N₅O₂S 
• 199007-39-1 (±)-methyl 3-phenyl-2-(1-trityl-1H-imidazol-4-yl)propanoate 
• 199007-40-4 3-Phenyl-2-(1-trityl-1H-imidazol-4-yl)-propionic acid 
• 151094-26-7 3-Amino-2-(1-trityl-1H-imidazol-4-yl)-butyric acid methyl ester 

Relevant articles and documents

ACYCLIC CXCR4 INHIBITORS AND USES THEREOF

The present invention relates to compounds and methods useful for modulation, e.g. inhibition, of C-X-C receptor type 4 (CXCR4). The invention also provides pharmaceutically acceptable compositions comprising compounds of the present invention and methods of using the compositions in the treatment of various disorders.

Discovery of α-Substituted Imidazole-4-acetic Acid Analogues as a Novel Class of ρ1γ-Aminobutyric Acid Type A Receptor Antagonists with Effect on Retinal Vascular Tone

The ρ-containing γ-aminobutyric acid type A receptors (GABAARs) play an important role in controlling visual signaling. Therefore, ligands that selectively target these GABAARs are of interest. In this study, we demonstrate that the partial GABAAR agonist imidazole-4-acetic acid (IAA) is able to penetrate the blood–brain barrier in vivo; we prepared a series of α- and N-alkylated, as well as bicyclic analogues of IAA to explore the structure–activity relationship of this scaffold focusing on the acetic acid side chain of IAA. The compounds were prepared via IAA from l-histidine by an efficient minimal-step synthesis, and their pharmacological properties were characterized at native rat GABAARs in a [3H]muscimol binding assay and at recombinant human α1β2γ2Sand ρ1GABAARs using the FLIPR membrane potential assay. The (+)-α-methyl- and α-cyclopropyl-substituted IAA analogues ((+)-6 a and 6 c, respectively) were identified as fairly potent antagonists of the ρ1GABAAR that also displayed significant selectivity for this receptor over the α1β2γ2SGABAAR. Both 6 a and 6 c were shown to inhibit GABA-induced relaxation of retinal arterioles from porcine eyes.

Model studies of the CuB site of cytochrome c oxidase utilizing a Zn(ii) complex containing an imidazole-phenol cross-linked ligand

Cytochrome c oxidase, the enzyme complex responsible for the four-electron reduction of O2 to H2O, contains an unusual histidine-tyrosine cross-link in its bimetallic heme a3-Cu B active site. We have synthesise