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3-Aminocyclobutanone hydrochloride(CAS#1035374-20-9)

Chemical Property:

Molecular Formula C4H7NO.HCl
Molar Mass 122
Melting Point 127-130 °C (decomp)
Storage Condition under inert gas (nitrogen or Argon) at 2-8°C
Sensitive Irritant
MDL MFCD12923220

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Introduction

3-oxocyclobutylamine hydrochloride, also known as 3-oxocyclobutylamine hydrochloride (3-oxopentylamine hydrochloride), is an organic compound. The following is a description of its nature, use, preparation and safety information:

 

Nature:

-Appearance: 3-oxocyclobutylamine hydrochloride is a colorless crystalline solid.

-Solubility: It is soluble in water and alcohol solvents, but insoluble in non-polar solvents.

-Melting point: approximately 150-160°C.

-Chemical properties: Under acidic conditions, 3-oxocyclobutylamine hydrochloride can react with other compounds.

 

Use:

-Pharmaceutical industry: 3-oxocyclobutylamine hydrochloride can be used as an intermediate in the synthesis of drugs and bioactive molecules.

-Scientific research: It is also commonly used in chemical laboratories as a reagent for research and experiments.

 

Preparation Method:

The preparation of-3-oxocyclobutylamine hydrochloride is usually carried out by chemical synthesis. A common synthetic method is to react an appropriate amount of 3-oxocyclobutylamine with hydrochloric acid to produce 3-oxocyclobutylamine hydrochloride.

 

Safety Information:

-3-oxocyclobutylamine hydrochloride is generally safe under the correct conditions of use and storage.

-When using, pay attention to avoid direct contact with skin and eyes, and avoid inhalation or intake.

-Use appropriate personal protective equipment during operation, such as lab gloves, protective glasses and laboratory goggles.

-If exposed or inhaled, rinse immediately with water and seek medical help.

-Observe relevant safety procedures and regulations during handling and storage.

Application

3-Aminocyclobutanone hydrochloride is a high-purity cyclic amino ketone presented as a stable hydrochloride salt, featuring a four-membered cyclobutanone ring with an amino group at the 3-position. The strained ring system and reactive functional groups allow for diverse chemical transformations, while the hydrochloride form enhances water solubility and stability, making it suitable for use in medicinal chemistry and biochemical research. In drug discovery, this building block serves as a crucial intermediate for preparing aminocyclopentenyl- and aminocyclobutylphosphinic acids as γ-aminobutyric acid (GABA) ρ1 receptor antagonists, which are valuable research tools for studying neurological disorders. It is also used to prepare pyrrolopyrazine derivatives as selective spleen tyrosine kinase (Syk) inhibitors for treating asthma, rheumatoid arthritis, and B-cell lymphoma. Recent studies have highlighted its potential in targeting SARS-CoV-2, specifically the Nsp13 helicase, through in silico screening and structure-based drug design, offering promising leads for COVID-19 therapeutics. As a non-peptide HIV protease inhibitor intermediate, it disrupts the viral replication cycle, enhancing therapeutic efficacy against HIV/AIDS. Research has also demonstrated that its derivatives can inhibit bacterial enzymes such as diaminopimelate desuccinylase (DapE), presenting a potential pathway for developing novel antibacterial agents. Additionally, it is employed in diversity-oriented synthesis (DOS) to create libraries of structurally diverse small molecules for high-throughput screening, enabling the discovery of new biological probes and drug leads. The rigid cyclobutane scaffold can mimic or stabilize specific peptide secondary structures, such as β-turns involved in protein-protein interactions, leading to the exploration of derivatives as enzyme inhibitors (proteases, kinases) and receptor modulators. Xinchem offers custom synthesis and contract manufacturing of this essential building block, scaled from R&D to commercial tons, with comprehensive regulatory documentation, GMP compliance, and global supply. Contact us today for a competitive quote and reliable supply.


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