154585-02-1

Basic information

• Product Name: Benzenebutanamine, 2-methoxy-
• Synonyms: 4-(2-methoxyphenyl)-butylamine;4-(2-Methoxy-phenyl)-butylamine
• CAS NO: 154585-02-1
• Molecular Formula: C11H17NO
• Molecular Weight: 179.25900
• Mol File: 154585-02-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzenebutanamine, 2-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenebutanamine, 2-methoxy-(154585-02-1)
• EPA Substance Registry System: Benzenebutanamine, 2-methoxy-(154585-02-1)

Safety Data

• Hazardous Substances Data: 154585-02-1(Hazardous Substances Data)

Upstream product

• 146253-19-2 3-(2-methoxyphenyl)propyl methanesulfonate 
• 70311-27-2 2-methoxybenzenepropanoic acid ethyl ester 
• 24393-54-2 ethyl 3-(2-methoxyphenyl)prop-2-enoate 
• 135-02-4 ortho-anisaldehyde 
• 77853-46-4 4-(2-Methoxyphenyl)-butanenitrile 
• 6342-77-4 2-methoxy-benzenepropanoic acid 
• 72734-85-1 1-(3-chloropropyl)-2-methoxybenzene 
• 10493-37-5 3-(2-methoxyphenyl)propan-1-ol 
• 54981-93-0 2-[4-(2-Methoxy-phenyl)-butyl]-isoindole-1,3-dione 

Downstream Products

• 10415-02-8 [2-(2-Methoxy-phenoxy)-ethyl]-[4-(2-methoxy-phenyl)-butyl]-amine 

Relevant articles and documents

Nucleophilic Amination of Methoxy Arenes Promoted by a Sodium Hydride/Iodide Composite

A method for the nucleophilic amination of methoxy arenes was established by using sodium hydride (NaH) in the presence of lithium iodide (LiI). This method offers an efficient route to benzannulated nitrogen heterocycles. Mechanistic studies showed that the reaction proceeds through an unusual concerted nucleophilic aromatic substitution.

Synthesis and pharmacological characterization of novel 6-fluorochroman derivatives as potential 5-HT(1A) receptor antagonists

A series of novel 6-fluorochroman derivatives was prepared and evaluated as antagonists for the 5-HT(1A) receptor. N-2-[[(6-Fluorochroman-8- yl)oxy]ethyl]-4-(4-methoxyphenyl)butylamine (3; J. Med. Chem. 1997, 40, 1252- 1257) was chosen as a lead, and structural modifications were done on the aliphatic portion of the chroman ring, the tether linking the middle amine and the terminal aromatic ring, the aromatic ring, and lastly the amine. Radioligand binding assays proved that the majority of the novel compounds behaved as good to excellent ligands at the 5-HT(1A) receptor, some of which were selective with respect to α1-adrenergic and D2-dopaminergic receptors. The antagonist activity of the compounds was assessed in the forskolinstimulated adenylate cyclase assays in CHO cells expressing the human 5-HT(1A) receptors. Among the modifications attempted, introduction of an oxo or an optically active hydroxy moiety at the chroman C-4 position was effective in ameliorating the receptor selectivity. Six analogues were selected through the in vitro screens and further evaluated for their in vivo activities. A 4-oxochroman derivative (31n), having a terminal 1,3- benzodioxole ring, demonstrated antagonist activities toward 8-OH-DPAT- induced behavioral and electrophysiological responses in rats.