77498-98-7

Usage

Uses

Used in Scientific Research:
2-Phenyl-1H-imidazole-4-carboxylic Acid Hydrate is used as a research chemical for [application reason], contributing to the advancement of knowledge in the field of chemistry and related disciplines.
Used in Industrial Applications:
2-Phenyl-1H-imidazole-4-carboxylic Acid Hydrate is used as an industrial chemical for [application reason], playing a role in the development and production of various products and materials.
Used in Pharmaceutical Development:
2-Phenyl-1H-imidazole-4-carboxylic Acid Hydrate is used as a pharmaceutical intermediate for [application reason], aiding in the synthesis of drugs and medications.
Used in Material Science:
2-Phenyl-1H-imidazole-4-carboxylic Acid Hydrate is used as a material component for [application reason], contributing to the creation of new materials with specific properties and applications.

InChI:InChI=1/C10H8N2O2/c13-10(14)8-6-11-9(12-8)7-4-2-1-3-5-7/h1-6H,(H,11,12)(H,13,14)

Upstream product

• 861361-85-5 2-phenyl-1⁽³⁾H-imidazole-4-carboxylic acid anilide 
• 43002-54-6 (2-phenyl-1H-imidazol-4-yl)-methanol 
• 110-89-4 piperidine 
• 33469-36-2 2-phenyl-4-(trifluoromethyl)-1H-imidazole 
• 68282-47-3 2-phenyl-1H-imidazole-4-carbaldehyde 
• 100-52-7 benzaldehyde 
• 32683-00-4 ethyl 2-phenyl-1H-imidazole-5-carboxylate 
• 1199-01-5 2-phenylazlactone 
• 495-69-2 Hippuric Acid 
• 33469-36-2 2-phenyl-5-(trifluoromethyl)-1H-imidazole 
• 62-53-3 aniline 

Downstream Products

• 32683-00-4 ethyl 2-phenylimidazole-4-carboxylate 
• 43002-54-6 (2-phenyl-1H-imidazol-4-yl)-methanol 
• 179333-66-5 2-phenylimidazole-4-carboxylic acid chloride 
• 32682-99-8 methyl 2-phenyl-1H-imidazole-4-carboxylate 
• 787563-23-9 2-phenyl-1-(4-pyridyl)-1H-imidazole-4-carboxylic acid ethyl ester 
• 787563-21-7 2-phenyl-1-(pyridin-4-yl)-1H-imidazole-4-carboxylic acid 
• 1391625-84-5 (3S,6S)-3,6-diisobutyl-4-(2-phenyl-1H-imidazole-4-carbonyl)-piperazin-2-one 

Relevant academic research and scientific papers

Oxidation of imidazole- and pyrazole-derived aldehydes by plant aldehyde dehydrogenases from the family 2 and 10

Plant cytosolic aldehyde dehydrogenases from family 2 (ALDH2s, EC 1.2.1.3) are non-specific enzymes and participate for example in the metabolism of acetaldehyde or biosynthesis of phenylpropanoids. Plant aminoaldehyde dehydrogenases (AMADHs, ALDH10 family, EC 1.2.1.19) are broadly specific and play an important role in polyamine degradation or production of osmoprotectants. We have tested imidazole and pyrazole carbaldehydes and their alkyl-, allyl-, benzyl-, phenyl-, pyrimidinyl- or thienyl-derivatives as possible substrates of plant ALDH2 and ALDH10 enzymes. Imidazole represents a building block of histidine, histamine as well as certain alkaloids. It also appears in synthetic pharmaceuticals such as imidazole antifungals. Biological compounds containing pyrazole are rare (e.g. pyrazole-1-alanine and pyrazofurin antibiotics) but the ring is often found as a constituent of many synthetic drugs and pesticides. The aim was to evaluate whether aldehyde compounds based on azole heterocycles are oxidized by the enzymes, which would further support their expected role as detoxifying aldehyde scavengers. The analyzed imidazole and pyrazole carbaldehydes were only slowly converted by ALDH10s but well oxidized by cytosolic maize ALDH2 isoforms (particularly by ALDH2C1). In the latter case, the respective Km values were in the range of 10–2000 μmol l?1; the kcat values appeared mostly between 0.1 and 1.0 s?1. The carbaldehyde group at the position 4 of imidazole was oxidized faster than that at the position 2. Such a difference was not observed for pyrazole carbaldehydes. Aldehydes with an aromatic substituent on their heterocyclic ring were oxidized faster than those with an aliphatic substituent. The most efficient of the tested substrates were comparable to benzaldehyde and p-anisaldehyde known as the best aromatic aldehyde substrates of plant cytosolic ALDH2s in vitro.

COMPOUNDS AND USES THEREOF

The present invention features compounds useful in the treatment of neurological disorders. The compounds of the invention, alone or in combination with other pharmaceutically active agents, can be used for treating or preventing neurological disorders.

Imidazole-derived agonists for the neurotensin 1 receptor

A scaffold-hop program seeking full agonists of the neurotensin-1 (NTR1) receptor identified the probe molecule ML301 (1) and associated analogs, including its naphthyl analog (14) which exhibited similar properties. Compound 1 showed full agonist behavior (79-93%) with an EC50 of 2.0-4.1 μM against NTR1. Compound 1 also showed good activity in a Ca mobilization FLIPR assay (93% efficacy at 298 nM), consistent with it functioning via the G q coupled pathway, and good selectivity relative to NTR2 and GPR35. In further profiling, 1 showed low potential for promiscuity and good overall pharmacological data. This report describes the discovery, synthesis, and SAR of 1 and associated analogs. Initial in vitro pharmacologic characterization is also presented.

Synthesis of tertiary amides from anionically activated aromatic trifluoromethyl groups

Figure presented In this paper, a novel synthesis of tertiary amides from anionically activated aromatic trifluoromethyl groups is presented. Anionically activated trifluoromethyl groups react with secondary amines under aqueous conditions to afford tertiary amides. The mechanism involves initial elimination of hydrogen fluoride by an E1cB mechanism to afford an electrophilic quinone methide- or azafulvene-type intermediate that reacts with secondary amines under aqueous conditions to afford the tertiary amide in good yield (up to 99%).

Design and synthesis of optically active 2-phenylimidazolecarboxamides featuring amino acid motive

(Chemical Equation Presented) Overall sixteen new, optically active carboxamides 1-3 have been synthesized. These compounds based on the 2-phenylimidazole and featuring amino acid residues are linked on the 4-position by an amidic bond. Two general methods were used for their construction. Whereas the first method employs acylchlorides as a reactive species, the second one involves a condensation of mixed anhydrides with the amino acid counterparts. Actually, the second method proved to be more efficient than the first one. Carboxamides 1-3 were preliminarily tested as N-chelating ligands with an application in the Henry or Aldol reactions affording either poor yields or enantiomeric excesses.

Certain pyrazoline derivatives with kinase inhibitory activity

The present invention provides certain pyrazoline compounds useful as inhibitors of protein kinases. The invention also provides pharmaceutical compositions and methods of using the compositions in the treatment of various diseases.