62553-49-5

Basic information

• Product Name: N1-(3-MORPHOLINOPROPYL)BENZENE-1,2-DIAMINE
• Synonyms: N1-(3-MORPHOLINOPROPYL)BENZENE-1,2-DIAMINE
• CAS NO: 62553-49-5
• Molecular Formula: C₁₃H₂₁N₃O
• Molecular Weight: 235.33
• Mol File: 62553-49-5.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N1-(3-MORPHOLINOPROPYL)BENZENE-1,2-DIAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N1-(3-MORPHOLINOPROPYL)BENZENE-1,2-DIAMINE(62553-49-5)
• EPA Substance Registry System: N1-(3-MORPHOLINOPROPYL)BENZENE-1,2-DIAMINE(62553-49-5)

Safety Data

• Hazardous Substances Data: 62553-49-5(Hazardous Substances Data)

Upstream product

• 123-00-2 4-(3-Aminopropyl)morpholine 
• 88-73-3 2-Chloronitrobenzene 
• 1493-27-2 ortho-nitrofluorobenzene 
• 34108-89-9 2-(3-morpholinopropylamino)-nitrobenzene 

Downstream Products

• 32063-49-3 2-(1-methyl-5-nitro-1H-imidazol-2-yl)-1-(3-morpholin-4-yl-propyl)-1H-benzoimidazole 
• 1023698-63-6 2-(4-bromo-benzyl)-1-(3-morpholin-4-ylpropyl)-1H-benzimidazole 
• 1023698-68-1 1-(3-morpholin-4-yl-propyl)-2-phenoxymethyl-1H-benzimidazole 
• 1023698-61-4 2-(2-fluoro-benzyl)-1-(3-morpholin-4-ylpropyl)-1H-benzimidazole 
• 1023698-60-3 dimethyl-{4-[1-(3-morpholin-4-ylpropyl)-1H-benzimidazol-2-ylmethyl]-phenyl}-amine 
• 1023698-67-0 2-(4-fluoro-phenoxymethyl)-1-(3-morpholin-4-yl-propyl)-1H-benzimidazole 
• 1023698-69-2 1-(3-morpholin-4-yl-propyl)-2-p-tolyloxymethyl-1H-benzimidazole 
• 1023698-62-5 2-(2-methoxy-benzyl)-1-(3-morpholin-4-ylpropyl)-1H-benzimidazole 
• 1023698-66-9 2-(3-chloro-phenoxymethyl)-1-(3-morpholin-4-yl-propyl)-1H-benzimidazole 
• 1023698-70-5 2-(2-methoxy-phenoxymethyl)-1-(3-morpholin-4-yl-propyl)-1H-benzimidazole 
• 1023698-65-8 2-(2-chloro-phenoxymethyl)-1-(3-morpholin-4-yl-propyl)-1H-benzimidazole 
• 1023698-64-7 2-benzyl-1-(3-morpholin-4-ylpropyl)-1H-benzimidazole 

Relevant articles and documents

Benzimidazole Derivatives as Novel Zika Virus Inhibitors

We have synthesized 50 benzimidazole (BMZ) derivatives with 1,2-phenylenediamines and aromatic aldehydes under mild oxidation conditions by using inexpensive, nontoxic inorganic salt sodium metabisulfite in a one-pot condensation reaction and screened their ability to interfere with Zika virus (ZIKV) infection utilizing a cell-based phenotypic assay. Seven BMZs inhibited an African ZIKV strain with a selectivity index (SI=CC50/EC50) of 9–37. Structure-activity relationship analysis demonstrated that substitution at the C-2, N-1, and C-5 positions of the BMZ ring were important for anti-ZIKV activity. The hybrid structure of BMZ and naphthalene rings was a structural feature responsible for the high anti-ZIKV activity. Importantly, BMZs inhibited ZIKV in human neural stem cells, a physiologically relevant system considering the severe congenital anomalies, like microcephaly, caused by ZIKV infection. Compound 39 displayed the highest antiviral efficacy against the African ZIKV strain in Huh-7 (SI>37) and neural stem cells (SI=12). Compound 35 possessed the highest activity in Vero cells (SI=115). Together, our data indicate that BMZs derivatives have to be considered for the development of ZIKV therapeutic interventions.

Parallel synthesis of a series of potentially brain penetrant aminoalkyl benzoimidazoles

Alpha7 agonists were identified via GOLD (CCDC) docking in the putative agonist binding site of an alpha7 homology model and a series of aminoalkyl benzoimidazoles was synthesised to obtain potentially brain penetrant drugs. The array was prepared startin

Anti-inflammatory 1-[3-(dialkylamino)propyl]-2-acylaminobenzimidazoles and 2-acylamino-3-[3-(dialkylamino)-propyl]imidazo[4,5-b]pyridines

1-[3-(Dialkylamino)propyl]-2-acylaminobenzimidazoles and 2-acylamino-3-[3-(dialkylamino)propyl]imidazo[4,5-b]pyridines and salts thereof with pharmaceutically acceptable acids, a novel class of compounds useful in the treatment of inflammatory conditions. Alternate methods of preparation are provided and the primary synthetic route is described in detail.