18655-51-1

Basic information

• Product Name: 3-(2-METHOXY-PHENYL)-PROPYLAMINE
• Synonyms: TIMTEC-BB SBB010467;3-(2-METHOXY-PHENYL)-PROPYLAMINE;3-(2-METHOXYPHENYL)PROPAN-1-AMINE;OTAVA-BB 1038714;3-(2-methoxyphenyl)propan-1-amine(SALTDATA: FREE);2-Methoxy-benzenepropanaMine
• CAS NO: 18655-51-1
• Molecular Formula: C₁₀H₁₅NO
• Molecular Weight: 165.23
• Mol File: 18655-51-1.mol

Chemical Properties

• Boiling Point: 254.3°C at 760 mmHg
• Flash Point: 104.2°C
• Appearance: /
• Density: 0.992g/cm³
• Vapor Pressure: 0.0174mmHg at 25°C
• Refractive Index: 1.52
• CAS DataBase Reference: 3-(2-METHOXY-PHENYL)-PROPYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-METHOXY-PHENYL)-PROPYLAMINE(18655-51-1)
• EPA Substance Registry System: 3-(2-METHOXY-PHENYL)-PROPYLAMINE(18655-51-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 18655-51-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Production:
3-(2-Methoxy-phenyl)-propylamine is utilized as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows it to be incorporated into the development of new drugs, potentially leading to innovative treatments and therapies.
Used in Research Chemicals:
3-(2-METHOXY-PHENYL)-PROPYLAMINE is also employed in the production of research chemicals, which are essential for scientific studies and experiments. It aids researchers in understanding the properties and behavior of different chemical entities, contributing to the advancement of chemical and medicinal sciences.
Used in Organic Synthesis:
3-(2-Methoxy-phenyl)-propylamine has potential applications in the field of organic synthesis, where it can be used to create a variety of complex organic molecules. Its versatility in forming different chemical bonds makes it a valuable component in the synthesis of specialty chemicals and materials.
Used in Medicinal Chemistry:
In the realm of medicinal chemistry, 3-(2-Methoxy-phenyl)-propylamine may be used to develop new pharmaceutical agents. Its structure can be modified to target specific biological pathways or receptors, potentially leading to the discovery of novel therapeutic agents for various diseases and conditions.

InChI:InChI=1/C10H15NO/c1-12-10-7-3-2-5-9(10)6-4-8-11/h2-3,5,7H,4,6,8,11H2,1H3

Upstream product

• 38011-77-7 1-(3-bromopropyl)-2-methoxybenzene 
• 145851-06-5 3-(2-methoxyphenyl)propanenitrile 
• 529-28-2 4-iodoanisol 
• 146253-19-2 3-(2-methoxyphenyl)propyl methanesulfonate 
• 70311-27-2 2-methoxybenzenepropanoic acid ethyl ester 
• 135-02-4 ortho-anisaldehyde 
• 183427-87-4 2-(2-methoxyphenoxy)acetamide 
• 24393-54-2 ethyl 3-(2-methoxyphenyl)prop-2-enoate 
• 10493-37-5 3-(2-methoxyphenyl)propan-1-ol 
• 3698-28-0 2-allylanisole 
• 57103-26-1 (E)-3-(2-methoxyphenyl)propenenitrile 

Downstream Products

• 101104-93-2 furfuryl-[3-(2-methoxy-phenyl)-propyl]-amine 
• 109475-06-1 [3-(2-methoxy-phenyl)-propyl]-[2]thienylmethyl-amine 
• 1220748-10-6 C₂₆H₂₉NO₃ 
• 635-46-1 1,2,3,4-tetrahydroisoquinoline 
• 21863-32-1 N-benzyltetrahydroquinoline 
• 72956-47-9 1-(9H-carbazol-4-yloxy)-3-{[3-(2-methoxyphenyl)propyl]-amino}-2-propanol 
• 1282042-13-0 C₂₀H₂₂N₄O₂ 
• 120991-60-8 N-methyl-N-<4-(2-phthalimido)butyl>-3-(2-methoxyphenyl)-1-aminopropane 
• 111088-48-3 Bis-[3-(3-acetylamino-propyl)-4-methoxy-phenyl]-iodonium; bromide 

Relevant articles and documents

Design, synthesis and biological evaluation of 8-(2-amino-1-hydroxyethyl)-6-hydroxy-1,4-benzoxazine-3(4H)-one derivatives as potent β2-adrenoceptor agonists

A series of β2-adrenoceptor agonists with an 8-(2-amino-1-hydroxyethyl)-6-hydroxy-1,4-benzoxazine-3(4H)-one moiety is presented. The stimulatory effects of the compounds on human β2-adrenoceptor and β1-adrenoceptor were characterized by a cell-based assay. Their smooth muscle relaxant activities were tested on isolated guinea pig trachea. Most of the compounds were found to be potent and selective agonists of the β2-adrenoceptor. One of the compounds, (R)-18c, possessed a strong β2-adrenoceptor agonistic effect with an EC50 value of 24 pM. It produced a full and potent airway smooth muscle relaxant effect same as olodaterol. Its onset of action was 3.5 min and its duration of action was more than 12 h in an in vitro guinea pig trachea model of bronchodilation. These results suggest that (R)-18c is a potential candidate for long-acting β2-AR agonists.

Visible light-mediated Smiles rearrangements and annulations of non-activated aromatics

We report the first examples of radical cation Smiles rearrangements. A series of aryloxy alkylamines underwent spontaneous reaction, with the amino group displacing theipso-alkoxy group through substitution, at ambient temperature and under photoactivation by visible light in the presence of an acridinium catalyst (5 mol%). The study was extended to 3-(2-methoxyphenyl)propan-1-amine derivatives, which lack an appropriateipsoleaving group. Here, efficient cyclisations resulted in displacement of the methoxy group and formation of tetrahydroquinolines.

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.

Discovery of a new series of 5-HT1A receptor agonists

Starting from compounds previously identified as α1-adrenoceptor antagonists that were also found to bind to the 5-HT1A receptor, in an attempt to separate the two activities, a new series of 5-HT1A receptor agonists was identified and shown to have high potency and/or high selectivity. Of these, compound 13, which combines high selectivity (5-HT1A/α1 = 151) and good agonist potency (pD2 = 7.82; Emax = 76), was found to be the most interesting.