4-(1H-Imidazol-1-yl)aniline Chemical Properties

Melting point:

143-147 °C(lit.)

Boiling point:

355.4±25.0 °C(Predicted)

Density 

1.20±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

powder

pka

6.05±0.10(Predicted)

CAS DataBase Reference

2221-00-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

29332900

MSDS

• Language:English Provider:SigmaAldrich

4-(1H-Imidazol-1-yl)aniline Usage And Synthesis

Chemical Properties

White powder

Uses

LANA-IN-1 (compound 8) is an N-acetyl-derived LANA inhibitor with antiviral activity against herpesvirus. In fluorescence assays using the LANA probe LBS2, 1 mM LANA-IN-1 shows an inhibition rate of 32%. LANA-IN-1 may inhibit the interaction between LANA and the viral genome[1].

Synthesis

GENERAL METHODS: In a catalyzed reaction, Catalyst C1 (12 mg, 0.01 mmol), imidazole (1.0 mmol), 4-bromoaniline (1.0 mmol), NaOH (80 mg, 2.0 mmol), and dimethyl sulfoxide (DMSO, 5 mL) were added to a sealed tube. The reaction mixture was stirred at 100 °C for 4 h and subsequently cooled to room temperature. After the reaction was completed, 5 mL of water was added and the mixture was extracted with ethyl acetate (5 mL x 3). The organic layers were combined, dried with anhydrous Na2SO4 and concentrated under reduced pressure to remove the solvent. Finally, the target product 4-(imidazol-1-yl)aniline was purified by silica gel column chromatography.

References

[1] Kirsch P, et al. Fragment-Based Discovery of a Qualified Hit Targeting the Latency-Associated Nuclear Antigen of the Oncogenic Kaposi's Sarcoma-Associated Herpesvirus/Human Herpesvirus 8. J Med Chem. 2019 Apr 25;62(8):3924-3939. DOI:10.1021/acs.jmedchem.8b01827

4-(1H-Imidazol-1-yl)aniline(2221-00-3)Related Product Information

• N-Phenylglycinonitrile
• Aniline
• Acid Blue 93
• Imidazole
• 4-(4,5-Dichloro-1H-imidazol-1-yl)aniline, 95+%,4-(4,5-DICHLORO-1H-IMIDAZOL-1-YL)ANILINE
• BOC-HIS(DNP)-OH
• 1-(4-Nitrophenyl)-1H-imidazole
• 2-(1H-BENZO[D]IMIDAZOL-2-YL)ANILINE
• 4-(4-Methyl-1H-imidazol-1-yl)benzenamine
• 5-FLUORO-2-(1H-IMIDAZOL-1-YL)ANILINE
• 3-Fluoro-4-(4-methyl-1H-imidazol-1-yl)benzenamine
• 3-(1h-imidazol-1-yl)aniline
• FMOC-HIS(DNP)-OH
• BIS(2,4-DINITROPHENYL)-L-HISTIDINE
• BOC-D-HIS(DNP)-OH IPOH
• 4,5-DICHLORO-1-(4-NITROPHENYL)IMIDAZOLE
• N-(4-(4,5-DICHLOROIMIDAZOLYL)PHENYL)(2-(4-CHLOROPHENOXY)(3-PYRIDYL))FORMAMIDE
• RO 15-4513