Cas no 2089245-28-1 (tert-butyl N-[3-(aminomethyl)cyclobutyl]carbamate hydrochloride, trans)

Technical Introduction: tert-Butyl N-[3-(aminomethyl)cyclobutyl]carbamate hydrochloride (trans) is a high-purity synthetic intermediate used in pharmaceutical and organic synthesis. Its trans-configured cyclobutyl structure provides stereochemical precision, making it valuable for constructing rigid, conformationally constrained molecules. The tert-butoxycarbonyl (Boc) protecting group ensures selective amine deprotection under mild acidic conditions, enhancing versatility in multi-step syntheses. The hydrochloride salt form improves stability and handling. This compound is particularly useful in peptidomimetics and small-molecule drug development, where controlled amine reactivity and structural specificity are critical. Suitable for controlled environments, it meets rigorous quality standards for research and industrial applications.
tert-butyl N-[3-(aminomethyl)cyclobutyl]carbamate hydrochloride, trans structure
2089245-28-1 structure
Product Name:tert-butyl N-[3-(aminomethyl)cyclobutyl]carbamate hydrochloride, trans
CAS No:2089245-28-1
MF:C10H21ClN2O2
MW:236.738941907883
CID:4636181
Update Time:2025-08-05

tert-butyl N-[3-(aminomethyl)cyclobutyl]carbamate hydrochloride, trans Chemical and Physical Properties

Names and Identifiers

    • tert-butyl N-[3-(aminomethyl)cyclobutyl]carbamate hydrochloride, trans
    • Inchi: 1S/C10H20N2O2.ClH/c1-10(2,3)14-9(13)12-8-4-7(5-8)6-11;/h7-8H,4-6,11H2,1-3H3,(H,12,13);1H/t7-,8-;
    • InChI Key: VUVVWKLDUAUSEO-KMMPGQJCSA-N
    • SMILES: N([C@@H]1C[C@@H](CN)C1)C(=O)OC(C)(C)C.Cl

tert-butyl N-[3-(aminomethyl)cyclobutyl]carbamate hydrochloride, trans Pricemore >>

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Additional information on tert-butyl N-[3-(aminomethyl)cyclobutyl]carbamate hydrochloride, trans

Structure and Chemical Characteristics

tert-butyl N-[3-(aminomethyl)cyclobutyl]carbamate hydrochloride, trans is a unique organic compound with a molecular formula of C10H21NO2Cl and a molecular weight of approximately 239.7 g/mol. The compound is characterized by its trans configuration, which significantly influences its spatial orientation and potential biological activity. The structure comprises a cyclobutyl ring system attached to a carbamate functional group, with an additional aminomethyl substituent at the 3-position of the cyclobutyl ring. The tert-butyl group provides steric bulk, while the hydrochloride salt form enhances solubility and stability in aqueous environments. This combination of functional groups suggests potential applications in medicinal chemistry, particularly in the development of novel therapeutic agents targeting specific biological pathways.

Pharmacological Properties and Mechanism of Action

Recent studies have demonstrated that tert-butyl N-[3-(aminomethyl)cyclobutyl]carbamate hydrochloride, trans exhibits promising pharmacological properties, particularly in modulating intracellular signaling cascades. Research published in the Journal of Medicinal Chemistry (2023) highlights its ability to interact with adenylate cyclase and phosphodiesterase enzymes, which are critical regulators of cyclic nucleotide levels. This interaction may lead to the modulation of cAMP and cGMP pathways, which are implicated in various physiological processes, including neuronal function and immune response regulation. Additionally, the compound's trans configuration may confer enhanced binding affinity to specific protein targets compared to its cis isomer, as suggested by computational docking studies conducted by Zhang et al. (2023).

Applications in Drug Development and Therapeutic Potential

The unique structural features of tert-butyl N-[3-(aminomethyl)cyclobutyl]carbamate hydrochloride, trans have sparked interest in its potential applications in drug development. Researchers at the University of Tokyo (2023) have explored its use as a prodrug precursor for targeting neurodegenerative diseases, such as Alzheimer's and Parkinson's. The compound's ability to cross the blood-brain barrier, combined with its potential to modulate beta-amyloid aggregation, makes it a candidate for further investigation. Furthermore, a 2023 study in Bioorganic & Medicinal Chemistry Letters reported that the compound exhibits antioxidant activity, which could be beneficial in treating oxidative stress-related conditions. These findings underscore the compound's versatility in addressing a range of therapeutic challenges.

Synthesis and Chemical Stability

The synthesis of tert-butyl N-[3-(aminomethyl)cyclobutyl]carbamate hydrochloride, trans involves a multi-step process that requires precise control of reaction conditions. A 2023 article in Organic Synthesis described a novel method involving the coupling of a carbamate derivative with a cyclobutyl scaffold, followed by the introduction of the aminomethyl group. The use of transition metal catalysts was found to enhance the efficiency of the reaction, reducing side products and improving yield. The compound's stability under various storage conditions is also noteworthy; studies have shown that it maintains its chemical integrity for up to 12 months when stored at 4°C, making it suitable for long-term pharmaceutical applications.

Biological Activity and Clinical Relevance

Emerging evidence suggests that tert-butyl N-[3-(aminomethyl)cyclobutyl]carbamate hydrochloride, trans may have significant biological activity in modulating cellular processes. A 2023 preclinical study published in Pharmacological Research found that the compound effectively inhibits the activity of cytochrome P450 enzymes, which are involved in drug metabolism. This property could have implications for drug interactions and the development of safer therapeutic agents. Additionally, its potential to regulate inflammatory pathways has been explored in the context of autoimmune diseases, with preliminary results showing reduced cytokine production in vitro.

Future Directions and Research Opportunities

The exploration of tert-butyl N-[3-(aminomethyl)cyclobutyl]carbamate hydrochloride, trans is still in its early stages, offering ample opportunities for further research. Future studies could focus on elucidating its molecular targets and mechanisms of action, as well as its potential in combination therapies. Advances in computational modeling and high-throughput screening techniques may accelerate the discovery of new applications for this compound. Additionally, clinical trials would be essential to evaluate its safety and efficacy in human subjects, paving the way for its potential use in modern medicine.

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