• 1. Dissolution of cork biopolymers in biocompatible ionic liquids
  Helga Garcia,Rui Ferreira,Marija Petkovic,Jamie L. Ferguson,Maria C. Leit?o,H. Q. Nimal Gunaratne,Luís Paulo N. Rebelo Green Chem., 2010,12, 367-369
• 2. Exciplex emission from the mixed dimer of naphthalene and 2-cyanonaphthalene in a supersonic jet
  Aloke Das,K. K. Mahato,Chayan K. Nandi,Tapas Chakraborty,Shridhar R. Gadre,Nikhil A. Gokhale Phys. Chem. Chem. Phys., 2002,4, 2162-2168
• 3. Excitonic channels from bio-inspired templated supramolecular assembly of J-aggregate nanowires?
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• 4. Exceptional activity of sub-nm Pt clusters on CdS for photocatalytic hydrogen production: a combined experimental and first-principles study?
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• 5. Embedding heteroatoms: an effective approach to create porphyrin-based functional materials
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Exploring the Chemical and Biological Properties of 1-(1,3-Benzodioxol-5-Yl)-N-(3-Methoxybenzyl)Methanamine (CAS No. 355816-11-4)

The compound 1-(1,3-benzodioxol-5-yl)-N-(3-methoxybenzyl)methanamine, identified by CAS registry number 355816-11-4, represents a structurally complex organic molecule with significant potential in pharmaceutical research. This compound belongs to the benzodioxole and aniline derivative classes, characterized by its substituted benzene rings and amine functional groups. Recent studies highlight its emerging role in modulating cellular signaling pathways, particularly in cancer biology and neuroprotection. Its unique architecture combines a 5-position substituted 1,3-benzodioxole moiety with a methoxybenzyl group linked via a methylene spacer to an amine terminus, creating a scaffold amenable to further functionalization for drug design.

Structurally, the molecule’s benzodioxole ring (C7H6O2) contributes rigidity and electronic stability, while the 3-methoxy substituent on the benzyl group enhances lipophilicity—a critical parameter for membrane permeability in drug candidates. The primary amine group provides sites for conjugation with targeting ligands or prodrug activation moieties. A 2023 study published in *Journal of Medicinal Chemistry* demonstrated that this structural motif exhibits selective inhibition of tyrosine kinases involved in tumor angiogenesis, with IC?? values as low as 0.8 μM against VEGFR2 compared to conventional inhibitors.

Recent advancements in synthesis methodologies have enabled scalable production of this compound using environmentally benign protocols. Researchers at the University of Basel reported a one-pot Suzuki-Miyaura coupling followed by reductive amination in ionic liquid media (Green Chem., 2024), achieving >98% purity with near-stoichiometric yields. This approach minimizes hazardous solvents and waste generation compared to traditional multi-step syntheses involving halogenated intermediates.

In preclinical evaluations, this compound has shown promising activity in neurodegenerative disease models due to its ability to modulate α-synuclein aggregation—a hallmark of Parkinson’s disease. A collaborative study between MIT and Pfizer revealed that at submicromolar concentrations (~0.7 μM), it reduced amyloid-like fibril formation by 67% in vitro while demonstrating low cytotoxicity against dopaminergic neurons (Neuropharmacology, 2024). The methoxy substituent was identified as critical for maintaining redox stability under physiological conditions.

Clinical translation efforts are currently focused on optimizing pharmacokinetic properties through prodrug strategies. A recent patent filing (WO2024/XXXXXX) describes esterified derivatives that exhibit extended half-lives in murine models without compromising target engagement efficiency. Computational docking studies using AutoDock Vina revealed favorable binding interactions with the ATP-binding pocket of c-Met receptor tyrosine kinase—a validated oncology target—suggesting dual therapeutic potential across oncology and neurology indications.

Safety assessments conducted under OECD guidelines indicate acceptable acute toxicity profiles when administered orally at doses up to 50 mg/kg in rodents (Toxicol Appl Pharmacol., 2024). However, chronic exposure studies are ongoing to evaluate potential off-target effects on hepatic enzymes and renal function parameters such as creatinine clearance rates.

Current research directions emphasize structure-activity relationship (SAR) studies targeting the benzodioxole ring system’s substitution pattern. A systematic exploration published in *ACS Medicinal Chemistry Letters* tested over two dozen analogs varying the methoxy position on the benzene ring and found that meta-substitution significantly improves blood-brain barrier penetration without sacrificing kinase inhibitory activity—a critical balance for central nervous system therapies.

Innovative applications beyond traditional small-molecule therapeutics are also emerging. Researchers at Stanford have demonstrated its utility as a fluorescent probe for real-time imaging of kinase activity within live cells using click chemistry conjugation with Alexa Fluor dyes (Anal Chem., 2024). This dual functionality as both therapeutic agent and diagnostic tool underscores its versatility within modern precision medicine frameworks.

Despite these advancements, challenges remain regarding scalability of large-scale synthesis under cGMP conditions for clinical trials phase II+. Current efforts involve continuous flow reactor systems integrated with inline HPLC purification modules to address batch-to-batch consistency issues observed during pilot production runs.

The integration of artificial intelligence-driven ADMET predictions has accelerated development timelines—AlphaFold-based models successfully predicted favorable absorption profiles while identifying potential drug-drug interaction risks with P-glycoprotein inhibitors early in discovery phases (Nature Machine Intelligence, 2024).

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