29528-28-7

Basic information

• Product Name: 4-(1H-IMIDAZOL-4-YL)ANILINE
• Synonyms: 4-(1H-IMIDAZOL-4-YL)ANILINE;4-(1H-IMIDAZOL-4-YL)-PHENYLAMINE;4-(4-Aminophenyl)-1H-imidazole;4-(1H-imidazol-5-yl)benzenamine;4-(1H-imidazol-4-yl)benzenamine
• CAS NO: 29528-28-7
• Molecular Formula: C₉H₉N₃
• Molecular Weight: 159.19
• Mol File: 29528-28-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 98 °C
• Boiling Point: 438.2°Cat760mmHg
• Flash Point: 248.9°C
• Appearance: /
• Density: 1.238g/cm³
• Vapor Pressure: 7.04E-08mmHg at 25°C
• Refractive Index: 1.662
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 14.61±0.10(Predicted)
• CAS DataBase Reference: 4-(1H-IMIDAZOL-4-YL)ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1H-IMIDAZOL-4-YL)ANILINE(29528-28-7)
• EPA Substance Registry System: 4-(1H-IMIDAZOL-4-YL)ANILINE(29528-28-7)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 29528-28-7(Hazardous Substances Data)

Usage

General Description

4-(1H-Imidazol-4-yl)aniline is a chemical compound, typically appearing as an off-white or light beige crystalline powder. This substance falls under the categories of pharmaceutical intermediates, imidazoles, or anilines , which are primarily used in the field of pharmaceuticals and scientific research. The chemical formula for 4-(1H-Imidazol-4-yl)aniline is C9H9N3, suggesting it contains nine atoms of carbon, nine atoms of hydrogen, and three atoms of nitrogen. Despite its prevalent use in research and potential applications in medicine, caution is advised when handling it due to its potentially hazardous properties, warranting protective measures.

InChI:InChI=1/C9H9N3/c10-8-3-1-7(2-4-8)9-5-11-6-12-9/h1-6H,10H2,(H,11,12)

Upstream product

• 38980-93-7 4-(4-nitrophenyl)-1H-imidazole 
• 50-00-0 formaldehyd 
• 62830-97-1 2-(4-aminophenyl)-2-oxoethyl acetate 
• 13707-46-5 N-tosyl-4-nitrobenzaldimine 
• 555-16-8 4-nitrobenzaldehdye 
• 670-95-1 4-Phenylimidazole 
• 586-78-7 para-nitrophenyl bromide 
• 38980-93-7 5-(4-nitrophenyl)-1H-imidazole 
• 670-95-1 4-phenyl-1H-imidazole 

Downstream Products

• 72798-68-6 N-[4-(3H-Imidazol-4-yl)-phenyl]-acetamide 
• 89250-13-5 N-(4-1H-imidazol-4-ylphenyl)formamide 
• 133753-33-0 N-(1,1-Dimethyl-propyl)-N'-[4-(1H-imidazol-4-yl)-phenyl]-formamidine; hydrochloride 
• 83184-32-1 N-cyano-N'-(4-1H-imidazol-4-ylphenyl)formamidine 
• 93637-71-9 4benzylidenaminophenylimidazole 
• 83184-14-9 N-tert-butyl-N'-(4-1H-imidazol-4-ylphenyl)formamidine 
• 72798-67-5 5-(4-aminophenyl)-3H-imidazole-dihydrochloride 
• 72798-74-4 4-(3H-Imidazol-4-yl)-2-nitro-phenylamine 
• 154164-61-1 4-(1H-imidazol-4-yl)-2-nitroacetanilide 
• 56337-96-3 4-(Imidazol-4-yl)-phenyl isothiocyanate 
• 118714-34-4 N-(2,2-Difluoro-ethyl)-N'-[4-(1H-imidazol-4-yl)-phenyl]-formamidine 
• 118714-30-0 1-(2-Fluoro-ethyl)-3-[4-(1H-imidazol-4-yl)-phenyl]-thiourea 
• 118714-35-5 N-[4-(1H-Imidazol-4-yl)-phenyl]-N'-(2,2,2-trifluoro-ethyl)-formamidine 
• 118714-32-2 1-[4-(1H-Imidazol-4-yl)-phenyl]-3-(2,2,2-trifluoro-ethyl)-thiourea 

Relevant articles and documents

Identification of Piperidine-3-carboxamide Derivatives Inducing Senescence-like Phenotype with Antimelanoma Activities

This study evaluated the potential use of senescence-inducing small molecules in the treatment of melanoma. We screened commercially available small-molecule libraries with high-throughput screening and high-content screening image-based technology. Our findings showed an initial hit with the embedded N-arylpiperidine-3-carboxamide scaffold-induced senescence-like phenotypic changes in human melanoma A375 cells without serious cytotoxicity against normal cells. A focused library containing diversely modified analogues were constructed and examined to evaluate the structure-activity relationship of N-arylpiperidine-3-carboxamide derivatives starting from hit 1. This work identified a novel compound with remarkable antiproliferative activity in vitro and demonstrated the key structural moieties within.

Synthesis and histamine H3 and H4 receptor activity of conformationally restricted cyanoguanidines related to UR-PI376

Recently, we identified highly potent agonists of the human histamine H4 receptor (hH4R) among a series of imidazolylbutylcyanoguanidines. Aiming at improved selectivity for the hH 4R relative to the H3 receptor

6-(1H-imidazol-1-yl)-7-nitro-2,3 (1H,4H)-quinoxalinedione hydrochloride (YM90K) and related compounds: Structure-activity relationships for the AMPA- type non-NMDA receptor

A novel series of quinoxalinediones possessing imidazolyl and related heteroaromatic substituents was synthesized and evaluated for their activity to inhibit [3H]AMPA binding from rat whole brain. From the structure- activity relationships, it was found that the 1H-imidazol-1-yl moiety could function as a bioisostere for the cyano and nitro groups, and that 6-(1H- imidazol-yl)-7-nitro-2,3(1H,4H)-quinoxalinedione (11) showed the most potent activity for the AMPA receptor. Compound 11 was evaluated for selectivity versus other excitatory amino acid receptors, and its action against AMPA at its receptor in the rat striatum was characterized. These data showed that compound 11 was a selective antagonist for the AMPA receptor with a K(i) value of 0.084 μM, being approximately equipotent with 2,3-dihydro-6-nitro- 7-sulfamoylbenzo(f)quinoxaline (3) (NBQX; K(i) = 0.060 μM). Compound 11 was also found to give protection against sound-induced seizure on DBA/2 mice at the minimum effective dose of 3 mg/kg ip (3; 10 mg/kg ip).