4200-46-8

Usage

Uses

Used in Pharmaceutical Applications:
1H-Imidazole-4-acetic acid, methyl ester is used as a drug development candidate for targeting the central nervous system and treating inflammatory and autoimmune disorders. Its unique structure and properties contribute to its potential therapeutic effects.
Used in Organic Synthesis:
1H-Imidazole-4-acetic acid, methyl ester is used as a reagent in the preparation of other compounds, facilitating the synthesis of various organic molecules for research and industrial applications.
Used in Research:
1H-Imidazole-4-acetic acid, methyl ester is utilized in scientific research to explore its chemical properties, potential interactions with biological systems, and its role in the development of new therapeutic agents.

Upstream product

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

Downstream Products

• 29605-99-0 imidazoleacetic acid riboside 
• 110295-89-1 methyl 2-<azo>imidazole-4(5)-acetate 
• 907587-69-3 [1-(2-methoxyphenyl)-1H-imidazol-4-yl]acetic acid methyl ester 
• 199007-40-4 3-Phenyl-2-(1-trityl-1H-imidazol-4-yl)-propionic acid 
• 199007-39-1 (±)-methyl 3-phenyl-2-(1-trityl-1H-imidazol-4-yl)propanoate 
• 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 
• 151094-26-7 3-Amino-2-(1-trityl-1H-imidazol-4-yl)-butyric acid methyl ester 

Relevant academic research and scientific papers

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.

α-Amino Acid-Isosteric α-Amino Tetrazoles

The synthesis of all 20 common natural proteinogenic and 4 otherα-amino acid-isosteric α-amino tetrazoles has been accomplished, whereby the carboxyl group is replaced by the isosteric 5-tetrazolyl group. The short process involves the use of the key Ugi tetrazole reaction followed by deprotection chemistries. The tetrazole group is bioisosteric to the carboxylic acid and is widely used in medicinal chemistry and drug design. Surprisingly, several of the common α-amino acid-isosteric α-amino tetrazoles are unknown up to now. Therefore a rapid synthetic access to this compound class and non-natural derivatives is of high interest to advance the field.

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.

CYCLOPROPANECARBOXYLIC ACID DERIVATIVE

A compound represented by the following general formula (I) or a pharmacologically acceptable salt thereof, wherein R1 represents a C1 to C6 alkyl group which may be substituted by one to three groups selected from substituent group A, or the like (substituent group A: a hydroxy group, a halogeno group, a cyano group, a nitro group, an amino group, a carboxy group, a C1 to C3 alkyl group, etc.); R2, R3, and R8 each independently represent a hydrogen atom or a C1 to C3 alkyl group; R4, R5, R6, R7, R9, and R10 each independently represent a hydrogen atom or the like; and R11 represents a hydrogen atom or the like, has TAFIa enzyme inhibitory activity and is useful as a therapeutic drug for myocardial infarction, angina pectoris, acute coronary syndrome, cerebral infarction, deep vein thrombosis, pulmonary embolism, or the like.

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

Methods of making 2,6-diaryl piperidine derivatives

Methods for preparing 2,6-diaryl piperidine derivatives are described. More particularly, 2,6-diaryl piperidines having formula 1-4 are prepared by cyclocondensation of an aryl or heteroaryl aldehyde with 1,3-acetonedicarboxylic acid.

Prenyl transferase inhibitors

A family of imidazole compounds useful for inhibiting the activity of prenyl transferases. The compounds are covered by the following formula: wherein X is (CHR11)n3(CH2)n4Z(CH2)n5 where Z is O, N(R12), S, or a bond; Y is CO, CH2, CS, or a bond; R1 is or N(R24R23); and the remaining substituents are as defined in the disclosure.

Dihydro-2h-napthalene-1-one inhibitors of ras farnesyl transferase

The present invention provides dihydro-2H-napthalene-1-ones of formula (V), and pharmaceutically acceptable salts, esters, amides, and prodrugs thereof, which are useful for treating and preventing uncontrolled or abnormal proliferation of tissues, such a

1,2-disubstituted-6-oxo-3-phenyl-piperidine-3-carboxamides and combinatorial libraries thereof

The invention relates to combinatorial libraries containing two or more novel piperidine-3-carboxamide derivative compounds, methods of preparing the piperidine-3-carboxamide derivative compounds and piperidine-3-carboxamide derivative compounds bound to a resin

trans-4-Methyl-3-imidazoyl pyrrolidine as a potent, highly selective histamine H3 receptor agonist in vivo

Extensive structural modification of immepyr (+)-2 led to the dsiscovery of trans-4-methyl-3-imidazoyl pyrrolidine (±)-3a as a potent and highly selective H3 agonist. The pyrroline (±)-3a was resolved, and its (+) enantiomer, Sch 50971 [(+)-3a], showed a greater separation of H3 and H1 activities in vivo (H3/H1 ratio >> 330) than (R)-α-methylhistamine (+)-1 (H3/H1 ratio = 17), the standard H3 agonist.