Which drugs belong to aziridine ring?
Several drugs feature aziridine rings, including mitomycin C, porfiromycin, and azinomycin B (carzinophilin).
Is aziridine basic?
Aziridine is less basic than acyclic aliphatic amines, with a pKa of 7.9 for the conjugate acid, due to the increased s character of the nitrogen electron pair. The weak basicity of aziridine and its derivatives is ascribed to the strain in the 3-membered ring compound.
What is Azetidine used for?
Azetidine is the smallest nitrogen-containing saturated heterocycle possessing reasonable chemical stability. Azetidine-containing building blocks have been widely used for drug design for some time; one of the most successful examples includes calcium channel blocker Azelnidipine used as antihypertensive.
Is aziridine a derivative?
Fused-ring derivatives of aziridines can be divided into two general categories based on the position of the nitrogen with respect to the annulated ring. We will use the terminology type I or exo to describe fused-ring aziridines in which the nitrogen of the aziridine is exocyclic to the fused ring.
Why aziridine is less basic?
Aziridine is less basic than acyclic aliphatic amines, with a pKa of 7.9 for the conjugate acid, due to increased s character of the nitrogen free electron pair.
Is aziridine an amine?
Aziridines are three-membered cyclic amines (azacyclopropanes). The ring-strain associated with these molecules makes them extremely reactive compounds.
What is other name of Azetidine?
Other names. Azetane. Trimethylene imine. 1,3-Propylenimine.
How are Aziridines formed?
Aziridine is produced industrially from aminoethanol via two related routes. The Nippon Shokubai process requires an oxide catalyst and high temperatures to effect the dehydration. In the Wenker synthesis, the aminoethanol is converted to the sulfate ester, which undergoes base-induced sulfate elimination.
What is aziridine used for?
It is also used in textile chemicals, adhesives, binders, petroleum refining chemicals, fuels, lubricants, coating resins, varnishes, lacquers, agricultural chemicals, cosmetics, ion exchange resins, and photographic chemicals, and as a surfactant.