52237-38-4

Basic information

• Product Name: 3-(1H-IMIDAZOL-4-YL)-PROPIONIC ACID ETHYL ESTER
• Synonyms: ethyl 3-(1H-imidazol-4-yl)propanoate;3-(1H-IMIDAZOL-4-YL)-PROPIONIC ACID ETHYL ESTER
• CAS NO: 52237-38-4
• Molecular Formula: C₈H₁₂N₂O₂
• Molecular Weight: 168.19308
• Mol File: 52237-38-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 336.8 °C at 760 mmHg
• Flash Point: 157.5 °C
• Appearance: /
• Density: 1.145 g/cm³
• Vapor Pressure: 0.000109mmHg at 25°C
• Refractive Index: 1.511
• CAS DataBase Reference: 3-(1H-IMIDAZOL-4-YL)-PROPIONIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(1H-IMIDAZOL-4-YL)-PROPIONIC ACID ETHYL ESTER(52237-38-4)
• EPA Substance Registry System: 3-(1H-IMIDAZOL-4-YL)-PROPIONIC ACID ETHYL ESTER(52237-38-4)

Safety Data

• Hazardous Substances Data: 52237-38-4(Hazardous Substances Data)

Usage

General Description

3-(1H-Imidazol-4-yl)-propionic acid ethyl ester is a chemical compound with the molecular formula C10H14N2O2. It is a derivative of propionic acid and belongs to the class of imidazoles, containing an imidazole ring. 3-(1H-IMIDAZOL-4-YL)-PROPIONIC ACID ETHYL ESTER is often used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. It has also been studied for its potential biological activities, including its anti-inflammatory and analgesic properties. The ethyl ester group of the molecule makes it more lipophilic and enhances its ability to penetrate cell membranes, which may be useful in drug development. Overall, 3-(1H-Imidazol-4-yl)-propionic acid ethyl ester is a versatile compound with a range of potential applications in both the pharmaceutical and agricultural industries.

InChI:InChI=1/C8H12N2O2/c1-2-12-8(11)4-3-7-5-9-6-10-7/h5-6H,2-4H2,1H3,(H,9,10)

Upstream product

• 3465-72-3 urocanic Acid 
• 64-17-5 ethanol 
• 1074-59-5 3-(1H-imidazol-5-yl)propanoic acid 
• 104-98-3 urocanic acid 
• 4708-67-2 3-(2-thioxo-2,3-dihydro-1H-imidazol-4-yl)-propionic acid 
• 6736-42-1 3-(2-thioxo-2,3-dihydro-1H-imidazol-4-yl)-acrylic acid 
• 1074-59-5 3-(imidazol-4-yl)propionic acid 

Downstream Products

• 89717-51-1 ethyl 4,5-dibenzamidopent-4-enoate 
• 125281-41-6 (Z)-4,5-Bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxycarbonylamino)-pent-4-enoic acid ethyl ester 
• 152030-49-4 3-(1-trityl-1H-imidazol-4-yl)propan-1-ol 
• 152030-48-3 UCL 1390 
• 1027314-06-2 1-triphenylmethyl-4-[3-(4-fluorophenoxy)propyl]-1H-imidazole 
• 152030-50-7 4-[3-(1-Trityl-1H-imidazol-4-yl)-propoxy]-benzonitrile 
• 152030-52-9 1-triphenylmethyl-4-[3-(4-trifluoromethylphenoxy)propyl]-1H-imidazole 
• 125281-42-7 ethyl 4,5-bis<(menthyloxycarbonyl)amino>pentanoate 

Relevant articles and documents

RADIOACTIVE HALOGEN LABELED COMPOUNDS OR SALTS THEREOF, AND PHARMACEUTICALS CONTAINING THE SAME

PROBLEM TO BE SOLVED: To provide: radioactive halogen labeled compounds which have high selectivity for aldosterone synthase (CYP11B2) over steroid 11β-hydroxylase (CYP11B1) and high accumulation selectivity in the adrenal gland compared to the surroundin

Triazole ligands reveal distinct molecular features that induce histaine H4 receptor affinity and subtly govern H4/H3 subtype selectivity

The histamine H3 (H3R) and H4 (H 4R) receptors attract considerable interest from the medicinal chemistry community. Given their relatively high homology yet widely differing therapeutic promises, ligand selectivity for the two receptors is crucial. We interrogated H4R/H3R selectivities using ligands with a [1,2,3]triazole core. Cu(I)-assisted "click chemistry" was used to assemble diverse [1,2,3]triazole compounds (6a-w and 7a-f), many containing a peripheral imidazole group. The imidazole ring posed some problems in the click chemistry putatively due to Cu(II) coordination, but Boc protection of the imidazole and removal of oxygen from the reaction mixture provided effective strategies. Pharmacological studies revealed two monosubstituted imidazoles (6h,p) with 4R affinities and >10-fold H 4R/H3R selectivity. Both compounds possess a cycloalkylmethyl group and appear to target a lipophilic pocket in H 4R with high steric precision. The use of the [1,2,3]triazole scaffold is further demonstrated by the notion that simple changes in spacer length or peripheral groups can reverse the selectivity toward H3R. Computational evidence is provided to account for two key selectivity switches and to pinpoint a lipophilic pocket as an important handle for H4R over H3R selectivity.

Novel 1,2,4-oxadiazoles as potent and selective histamine H3 receptor antagonists

Replacement of the isothiourea moiety of known histamine H3 antagonists by certain 5-membered heteroaromatic systems can give compounds with an improved activity profile. One of these, 3-[(4-chlorophenyl)methyl]-5-[2-(1H-imidazol-4-yl)ethyl] 1,2,4-oxadiazole (GR175737) is a potent, selective, orally active and centally penetrating H3 antagonist.