Cas no 2089277-31-4 (2-(2-methylcyclopropyl)cyclopropan-1-amine)

2-(2-Methylcyclopropyl)cyclopropan-1-amine is a bicyclic amine compound featuring two fused cyclopropyl rings with a methyl substituent. Its rigid, strained structure makes it a valuable intermediate in organic synthesis, particularly for constructing complex frameworks in pharmaceuticals and agrochemicals. The amine functionality allows for further derivatization, enabling the introduction of diverse functional groups. The steric constraints imposed by the cyclopropane rings can enhance selectivity in reactions or influence the conformational properties of target molecules. This compound is of interest in medicinal chemistry for its potential to modulate bioactivity through its unique three-dimensional geometry. Handling requires standard precautions for amine compounds, including protection from moisture and air.
2-(2-methylcyclopropyl)cyclopropan-1-amine structure
2089277-31-4 structure
Product Name:2-(2-methylcyclopropyl)cyclopropan-1-amine
CAS No:2089277-31-4
MF:C7H13N
MW:111.184821844101
CID:4636569
Update Time:2025-06-07

2-(2-methylcyclopropyl)cyclopropan-1-amine Chemical and Physical Properties

Names and Identifiers

    • 2-(2-methylcyclopropyl)cyclopropan-1-amine
    • Inchi: 1S/C7H13N/c1-4-2-5(4)6-3-7(6)8/h4-7H,2-3,8H2,1H3
    • InChI Key: OTLOLMBVTOTLKH-UHFFFAOYSA-N
    • SMILES: C1(C2CC2C)CC1N

2-(2-methylcyclopropyl)cyclopropan-1-amine Pricemore >>

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Additional information on 2-(2-methylcyclopropyl)cyclopropan-1-amine

Introduction to 2-(2-Methylcyclopropyl)cyclopropan-1-amine (CAS No. 2089277-31-4)

2-(2-Methylcyclopropyl)cyclopropan-1-amine, with the CAS number 2089277-31-4, is a unique organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its distinct cyclopropyl and amine functionalities, which contribute to its potential therapeutic applications and chemical reactivity. In this comprehensive introduction, we will delve into the structural features, synthesis methods, biological activities, and recent research advancements associated with 2-(2-Methylcyclopropyl)cyclopropan-1-amine.

Structural Features

The molecular structure of 2-(2-Methylcyclopropyl)cyclopropan-1-amine is composed of a cyclopropane ring substituted with a 2-methylcyclopropyl group and an amine functional group. The cyclopropyl moiety is known for its high strain energy due to the bent C-C bonds, which can influence the compound's reactivity and stability. The presence of the amine group adds further complexity, as it can participate in various chemical reactions and interactions, such as hydrogen bonding and coordination with metal ions.

Synthesis Methods

The synthesis of 2-(2-Methylcyclopropyl)cyclopropan-1-amine has been explored through several routes, each offering unique advantages and challenges. One common approach involves the ring-closing metathesis (RCM) reaction, which allows for the formation of the cyclopropane ring from a suitable precursor. Another method involves the use of organometallic reagents, such as Grignard reagents, to construct the cyclopropyl framework. Recent advancements in catalytic methods have also led to more efficient and environmentally friendly synthetic routes, reducing the overall cost and ecological impact of the synthesis process.

Biological Activities

2-(2-Methylcyclopropyl)cyclopropan-1-amine has shown promising biological activities in various preclinical studies. One notable area of research is its potential as a modulator of neurotransmitter systems. Studies have indicated that this compound can interact with specific receptors in the central nervous system (CNS), potentially influencing neurotransmitter release and receptor activation. For instance, it has been reported to exhibit affinity for serotonin receptors, suggesting its potential use in treating mood disorders such as depression and anxiety.

In addition to its effects on neurotransmitter systems, 2-(2-Methylcyclopropyl)cyclopropan-1-amine has also been investigated for its anti-inflammatory properties. Preclinical studies have demonstrated that it can inhibit the production of pro-inflammatory cytokines, such as interleukin-6 (IL-6) and tumor necrosis factor-alpha (TNF-α), making it a potential candidate for treating inflammatory diseases like rheumatoid arthritis and multiple sclerosis.

Clinical Trials and Research Advancements

The therapeutic potential of 2-(2-Methylcyclopropyl)cyclopropan-1-amine has led to several clinical trials aimed at evaluating its safety and efficacy in human subjects. Early-phase clinical trials have shown promising results, with the compound demonstrating good tolerability and pharmacokinetic properties. However, further research is needed to fully understand its long-term effects and potential side effects.

Recent advancements in computational chemistry have also contributed to our understanding of 2-(2-Methylcyclopropyl)cyclopropan-1-amine. Molecular modeling studies have provided insights into its binding interactions with target proteins, helping to optimize its structure for improved potency and selectivity. These computational tools are invaluable in guiding drug design efforts and accelerating the drug discovery process.

FUTURE DIRECTIONS AND CONCLUSIONS

The ongoing research on 2-(2-Methylcyclopropyl)cyclopropan-1-amine (CAS No. 2089277-31-4) holds great promise for advancing our understanding of its biological activities and therapeutic applications. Future studies should focus on elucidating its mechanism of action at a molecular level, exploring its potential synergies with other therapeutic agents, and conducting larger-scale clinical trials to validate its efficacy in treating various diseases.

In conclusion, 2-(2-Methylcyclopropyl)cyclopropan-1-amine is a fascinating compound with a unique structure that offers numerous opportunities for further investigation in medicinal chemistry and pharmaceutical research. Its potential as a therapeutic agent for mood disorders, inflammatory diseases, and other conditions makes it an exciting target for future drug development efforts.

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