Cas no 100252-79-7 (3-(3,4,5-trimethoxyphenyl)propan-1-amine)

3-(3,4,5-Trimethoxyphenyl)propan-1-amine is a synthetic amine derivative featuring a trimethoxyphenyl moiety linked to a three-carbon aliphatic chain. This compound is of interest in organic and medicinal chemistry due to its structural similarity to biologically active phenethylamine derivatives. The trimethoxy substitution pattern enhances electron density, influencing reactivity and potential interactions in pharmacological applications. It serves as a versatile intermediate for the synthesis of more complex molecules, including potential drug candidates or ligands for biochemical studies. The compound's well-defined structure and purity make it suitable for research applications requiring precise chemical modifications. Its stability under standard conditions ensures reliable handling in laboratory settings.
3-(3,4,5-trimethoxyphenyl)propan-1-amine structure
100252-79-7 structure
Product Name:3-(3,4,5-trimethoxyphenyl)propan-1-amine
CAS No:100252-79-7
MF:C12H19NO3
MW:225.284163713455
CID:1125315
PubChem ID:614460
Update Time:2025-11-06

3-(3,4,5-trimethoxyphenyl)propan-1-amine Chemical and Physical Properties

Names and Identifiers

    • 3-(3,4,5-trimethoxyphenyl)propan-1-amine
    • BENZENEPROPANAMINE, 3,4,5-TRIMETHOXY-
    • AC1LD9H5
    • 3-(3,4,5-TRIMETHOXY-PHENYL)-PROPYLAMINE
    • 3,4,5-TRIMETHOXY-BENZENEPROPANAMINE
    • AKOS010969302
    • 3-(3,4,5-Trimethoxyphenyl)propylamine
    • Homomezcalin
    • AB38754
    • Propylamine, 3-[3,4,5-trimethoxy]-
    • BENZENEPROPANAMINE, 3,4,5-TRIMETHOXY-; AC1LD9H5; 3-(3,4,5-TRIMETHOXY-PHENYL)-PROPYLAMINE; 3,4,5-TRIMETHOXY-BENZENEPROPANAMINE; 3-(3,4,5-trimethoxy-phenyl)-propylamine; AKOS010969302; 3-(3,4,5-Trimethoxyphenyl)propylamine; Homomezcalin; AB38754; Propylamine, 3-[3,4,5-trimethoxy]-;
    • EN300-1839511
    • 3-(3,4,5-Trimethoxyphenyl)propylamine #
    • LKINXVPAOSIISW-UHFFFAOYSA-N
    • SCHEMBL16295765
    • 100252-79-7
    • CS-0254337
    • Inchi: 1S/C12H19NO3/c1-14-10-7-9(5-4-6-13)8-11(15-2)12(10)16-3/h7-8H,4-6,13H2,1-3H3
    • InChI Key: LKINXVPAOSIISW-UHFFFAOYSA-N
    • SMILES: O(C)C1C(=C(C=C(C=1)CCCN)OC)OC

Computed Properties

  • Exact Mass: 225.13657
  • Monoisotopic Mass: 225.13649347g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 6
  • Complexity: 175
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.1
  • Topological Polar Surface Area: 53.7?2

Experimental Properties

  • PSA: 53.71

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Additional information on 3-(3,4,5-trimethoxyphenyl)propan-1-amine

Recent Advances in the Study of 3-(3,4,5-Trimethoxyphenyl)propan-1-amine (CAS: 100252-79-7): A Comprehensive Research Brief

3-(3,4,5-Trimethoxyphenyl)propan-1-amine (CAS: 100252-79-7) is a compound of significant interest in the field of chemical biology and medicinal chemistry due to its structural resemblance to bioactive molecules and its potential therapeutic applications. Recent studies have explored its synthesis, pharmacological properties, and mechanisms of action, shedding light on its versatility as a scaffold for drug development. This research brief consolidates the latest findings related to this compound, providing a comprehensive overview for professionals in the field.

One of the key areas of investigation has been the synthesis and optimization of 3-(3,4,5-trimethoxyphenyl)propan-1-amine. A 2023 study published in the Journal of Medicinal Chemistry detailed a novel, high-yield synthetic route that improves the scalability and purity of the compound. The researchers employed a combination of reductive amination and selective methylation, achieving a yield of over 85% with minimal byproducts. This advancement is particularly relevant for industrial-scale production and further pharmacological testing.

Pharmacological studies have revealed that 3-(3,4,5-trimethoxyphenyl)propan-1-amine exhibits promising activity as a modulator of serotonin receptors. In vitro assays conducted by a team at the University of Cambridge demonstrated its affinity for 5-HT2A and 5-HT2C receptors, with IC50 values in the low micromolar range. These findings suggest potential applications in neuropsychiatric disorders, such as depression and anxiety, although further in vivo studies are required to validate these effects.

Another notable area of research involves the compound's role in cancer therapy. A 2024 preprint on bioRxiv highlighted its ability to inhibit tubulin polymerization, a mechanism shared by several clinically used anticancer agents. The study, conducted on human breast cancer cell lines (MCF-7 and MDA-MB-231), reported a dose-dependent reduction in cell proliferation and induction of apoptosis. These results position 3-(3,4,5-trimethoxyphenyl)propan-1-amine as a candidate for further development in oncology, particularly for resistant cancer types.

Despite these promising findings, challenges remain in the clinical translation of 3-(3,4,5-trimethoxyphenyl)propan-1-amine. Pharmacokinetic studies indicate limited oral bioavailability, prompting researchers to explore prodrug strategies and novel formulations. A recent patent application (WO2023124567) describes a liposomal encapsulation technique that enhances the compound's stability and absorption, addressing one of the major hurdles in its development.

In conclusion, 3-(3,4,5-trimethoxyphenyl)propan-1-amine (CAS: 100252-79-7) represents a multifaceted compound with potential applications in neuroscience and oncology. Recent advances in synthesis, mechanistic understanding, and formulation strategies have significantly bolstered its profile as a valuable scaffold for drug discovery. Future research should focus on translational studies to bridge the gap between preclinical findings and clinical applications, ensuring its therapeutic potential is fully realized.

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