14489-84-0

Basic information

• Product Name: N-(naphthalen-1-ylmethyl)cyclohexanamine
• Synonyms: N-(naphthalen-1-ylmethyl)cyclohexanamine
• CAS NO: 14489-84-0
• Molecular Formula: C₁₇H₂₁N
• Molecular Weight: 239.36
• Mol File: 14489-84-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(naphthalen-1-ylmethyl)cyclohexanamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(naphthalen-1-ylmethyl)cyclohexanamine(14489-84-0)
• EPA Substance Registry System: N-(naphthalen-1-ylmethyl)cyclohexanamine(14489-84-0)

Safety Data

• Hazardous Substances Data: 14489-84-0(Hazardous Substances Data)

Upstream product

• 90-11-9 1-Bromonaphthalene 
• 108-91-8 cyclohexylamine 
• 4323-24-4 N-(naphthalen-1-ylmethylene)cyclohexylamine 
• 66-77-3 1-naphthaldehyde 

Downstream Products

• 66-77-3 1-naphthaldehyde 
• 78804-11-2 N-cyclohexyl-N-(1-naphthylmethyl)-4-nitrobenzenesulfinamide 
• 78804-12-3 N-cyclohexyl-N-(1-naphthylmethyl)benzenesulfinamide 
• 98977-81-2 (E)-N-cyclohexyl-N-(3-phenyl-2-propenyl)-1-naphthalenemethanamine 
• 147167-34-8 N-Cyclohexyl-2-methyl-N-(1-naphthylmethyl)-2,3-butadienamid 

Relevant articles and documents

Rapid and efficient access to secondary arylmethylamines

Ammoniomethyl trifluoroborates are very powerful reagents that can be used to access biologically relevant aryl- and heteroaryl-methylamine motifs via Suzuki-Miyaura cross-couplings. Until now, this method was limited to the production of tertiary and primary amines. The synthesis of a large array of secondary ammoniomethyltrifluoroborates has been achieved through a one step nucleophilic substitution reaction on the potassium bromomethyltrifluoroborate. Smooth cross-coupling conditions have been designed, based on the use of an aminobiphenyl palladium precatalyst, to couple these trifluoroborates efficiently with aryl bromides. This strategy offers a new way to access biologically relevant motifs and allows, with the previously developed methods, access to all three classes of aminomethylarenes. Secondary ammoniomethyltrifluoroborates can be easily synthesized by nucleophilic substitution on potassium bromomethyltrifluoroborate. These reagents have then been used in Suzuki-Miyaura cross-couplings with aryl bromides, offering an effective access to the aminomethylarene structural motif. This new method provides an interesting alternative to the reductive amination procedure (see scheme). Copyright

Synthesis and Structure-Activity Relationships of Naftifine-Related Allylamine Antimycotics

Naftifine (1) is the first representative of the new antifungal allylamine derivatives.Its biological activity is strictly bound to specific structural requirements that are unrelated to those of known antifungals.A tertiary allylamine function seems to be a prerequisite for activity against fungi.By systematic variation of the individual structural elements in 1, detailed structure-activity relationships are defined in which the phenyl ring is the structural feature permitting the widest variations.Versatile synthetic routes to allylamine derivatives and comparative biological data are presented.