Cas no 83304-59-0 (N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride)

N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride is a synthetic organic compound featuring a benzylamine core substituted with a 2,4-dimethoxyphenyl group. The hydrochloride salt form enhances its stability and solubility, making it suitable for various research applications. The dimethoxy substituents on the phenyl ring contribute to its electronic and steric properties, which may be advantageous in medicinal chemistry or as an intermediate in the synthesis of more complex molecules. Its well-defined structure and purity make it a reliable reagent for exploratory studies in pharmacology or organic synthesis. The compound is typically handled under controlled conditions due to its potential reactivity.
N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride structure
83304-59-0 structure
Product Name:N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride
CAS No:83304-59-0
MF:C16H20ClNO2
MW:293.788503646851
MDL:MFCD26383913
CID:673594
PubChem ID:13422976
Update Time:2025-06-13

N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride Chemical and Physical Properties

Names and Identifiers

    • N-Benzyl-1-(2,4-dimethoxyphenyl)methanamine hydrochloride
    • Benzenemethanamine, 2,4-dimethoxy-N-(phenylmethyl)-, hydrochloride
    • N-[(2,4-dimethoxyphenyl)methyl]-1-phenylmethanamine,hydrochloride
    • N-benzyl-1-(2,4-dimethoxyphenyl)methanamine HCl
    • N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride
    • Benzenemethanamine, 2,4-dimethoxy-N-(phenylmethyl)-, hydrochloride (9CI)
    • 83304-59-0
    • SCHEMBL11092397
    • MFCD26383913
    • DS-1611
    • N-benzyl-2,4-dimethoxybenzylamine hydrochloride
    • N-[(2,4-dimethoxyphenyl)methyl]-1-phenylmethanamine;hydrochloride
    • CS-0150496
    • N-Benzyl-1-(2,4-dimethoxyphenyl)methanaminehydrochloride
    • SB82240
    • DTXSID40540359
    • N-[(2,4-dimethoxyphenyl)methyl]-1-phenylmethanamine hydrochloride
    • DB-361347
    • AKOS016000686
    • N-Benzyl-1-(2,4-dimethoxyphenyl)methanamine--hydrogen chloride (1/1)
    • benzyl[(2,4-dimethoxyphenyl)methyl]amine hydrochloride
    • MDL: MFCD26383913
    • Inchi: 1S/C16H19NO2.ClH/c1-18-15-9-8-14(16(10-15)19-2)12-17-11-13-6-4-3-5-7-13;/h3-10,17H,11-12H2,1-2H3;1H
    • InChI Key: GGKNHMJBXGNDRV-UHFFFAOYSA-N
    • SMILES: Cl.O(C)C1C=C(OC)C(CNCC2C=CC=CC=2)=CC=1

Computed Properties

  • Exact Mass: 293.1182566g/mol
  • Monoisotopic Mass: 293.1182566g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 6
  • Complexity: 241
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 30.5?2

N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride Pricemore >>

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N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride Production Method

Production Method 1

Reaction Conditions
Reference
C-Acetylazetidinone derivatives
, Hungary, , ,

Production Method 2

Reaction Conditions
1.1 Reagents: p-Toluenesulfonic acid Solvents: Toluene
2.1 Reagents: Sodium borohydride Solvents: 1,4-Dioxane
Reference
Simple and condensed β-lactams - I. The application of diketene in β-lactam synthesis. The synthesis and functional group manipulations of diethyl 3-acetyl-4-oxoazetidine-2,2,-dicarboxylates
Simig, Gyula; et al, Tetrahedron, 1985, 41(2), 479-84

Production Method 3

Reaction Conditions
1.1 Reagents: Sodium borohydride Solvents: 1,4-Dioxane
Reference
Simple and condensed β-lactams - I. The application of diketene in β-lactam synthesis. The synthesis and functional group manipulations of diethyl 3-acetyl-4-oxoazetidine-2,2,-dicarboxylates
Simig, Gyula; et al, Tetrahedron, 1985, 41(2), 479-84

N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride Raw materials

N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride Preparation Products

Additional information on N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride

N-Benzyl-1-(2,4-Dimethoxyphenyl)-methanamine Hydrochloride (CAS No. 83304-59-0): An Overview

N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride (CAS No. 83304-59-0) is a synthetic organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, often referred to by its systematic name, is a derivative of methanamine with specific functional groups that confer unique chemical and biological properties. In this comprehensive overview, we will delve into the structure, synthesis, pharmacological properties, and potential applications of this compound.

The chemical structure of N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride is characterized by a benzyl group attached to the nitrogen atom of the methanamine moiety, and a 2,4-dimethoxyphenyl group attached to the carbon atom adjacent to the nitrogen. The presence of these functional groups imparts distinct chemical reactivity and biological activity to the molecule. The hydrochloride salt form ensures better solubility in aqueous media, which is crucial for its use in various pharmaceutical formulations.

Recent advancements in synthetic methodologies have led to the development of efficient and scalable routes for the synthesis of N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride. One such method involves the reaction of 2,4-dimethoxybenzaldehyde with benzylamine in the presence of a reducing agent, followed by the formation of the hydrochloride salt. This approach not only simplifies the synthetic process but also enhances yield and purity, making it suitable for large-scale production.

In terms of pharmacological properties, N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride has been studied for its potential as a lead compound in drug discovery. Research has shown that this compound exhibits significant activity against various biological targets, including enzymes and receptors involved in neurological disorders. For instance, studies have demonstrated its ability to modulate serotonin receptors, which are implicated in conditions such as depression and anxiety.

Moreover, preclinical studies have explored the therapeutic potential of N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride in treating neurodegenerative diseases such as Alzheimer's and Parkinson's. These studies have highlighted its neuroprotective effects and ability to improve cognitive function in animal models. The compound's mechanism of action is thought to involve multiple pathways, including antioxidant activity and inhibition of neuroinflammatory processes.

The safety profile of N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride has also been extensively evaluated. Toxicological studies have shown that it is well-tolerated at therapeutic doses with minimal side effects. However, as with any new chemical entity (NCE), further clinical trials are necessary to fully assess its safety and efficacy in human subjects.

In addition to its potential therapeutic applications, N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride has found use as a research tool in academic and industrial laboratories. Its unique chemical properties make it a valuable intermediate for the synthesis of more complex molecules with diverse biological activities. Researchers are continually exploring new derivatives and analogs to expand its utility in various fields.

The future outlook for N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride is promising. Ongoing research aims to optimize its pharmacological profile through structural modifications and combination therapies. Collaborative efforts between academia and industry are expected to accelerate the development of this compound into viable therapeutic options for patients suffering from neurological disorders.

In conclusion, N-Benzyl-1-(2,4-dimethoxyphenyl)-methanamine hydrochloride (CAS No. 83304-59-0) represents a promising candidate in the field of medicinal chemistry and pharmaceutical research. Its unique chemical structure and biological activity make it a valuable target for further investigation and development. As research continues to advance our understanding of this compound, it holds significant potential for improving patient outcomes in various neurological conditions.

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