Overview
Azetidinone, also known as 2-azetidinone or β-lactam, is a four-membered heterocyclic compound containing a nitrogen atom and a carbonyl group. It serves as a fundamental scaffold in organic chemistry, particularly in the synthesis of β-lactam antibiotics like penicillins and cephalosporins. Due to its strained ring structure, azetidinone exhibits high reactivity, making it a valuable intermediate in pharmaceutical research. Its unique chemical properties enable diverse modifications, facilitating the development of novel therapeutic agents.
Physical and Chemical Properties
Azetidinone is a white to off-white crystalline solid with a molecular weight of 71.08 g/mol. It has a melting point of approximately 70-72°C and is soluble in water and common organic solvents such as ethanol and acetone. The compound's four-membered ring structure imparts significant ring strain, contributing to its reactivity. This strain makes azetidinone prone to ring-opening reactions, which are exploited in synthetic chemistry to create more complex molecules.
Main Applications
Azetidinone is primarily used as a key intermediate in the synthesis of β-lactam antibiotics, including penicillins, cephalosporins, and carbapenems. These antibiotics are critical for treating bacterial infections and represent a significant segment of the pharmaceutical market. Beyond antibiotics, azetidinone derivatives are explored for their potential in anticancer, antiviral, and anti-inflammatory drug development. Its versatility in organic synthesis also makes it a valuable tool in academic and industrial research.
Safety and Storage
Azetidinone should be handled with care, using appropriate personal protective equipment (PPE) such as gloves and safety goggles. It may cause skin and eye irritation upon contact, and inhalation of dust should be avoided. For storage, keep the compound in a tightly sealed container in a cool, dry place, away from moisture and direct sunlight. Proper labeling and segregation from incompatible substances are essential to ensure safety in the laboratory or industrial setting.
B2B Procurement Guide
When procuring azetidinone, prioritize suppliers with a proven track record in high-purity chemical manufacturing. Key suppliers include Sigma-Aldrich, TCI, and Alfa Aesar. Verify the CAS number (930-21-2) and request certificates of analysis (CoA) to ensure product quality. Prices vary based on purity and quantity, typically ranging from $50 to $200 per gram. Bulk purchases may qualify for discounts. Consider logistical factors such as shipping conditions and lead times to align with project timelines.
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