Thietane Dioxide

Thietane dioxide, the smallest cyclic sulfone, shares notable similarities with cyclobutane. Compared to other four-membered ring structures, thietane dioxide reduces lipophilicity while only slightly increasing molecular volume. A recent study demonstrated that replacing a peptide bond with thietane dioxide led to significant improvements in both substance metabolic stability and target selectivity. Enamine offers a diverse range of thietane dioxides, including promising spirocycles, amino acids, and positional isomers.

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Over 100 thietane dioxides from stock on 5-10 gram scale.

gamma-Amino Acids

γ-Amino Acids

Aliphatic γ-amino acids have served as core backbone elements of many drug structures. Introduction of cyclic elements and substituents enables restriction of the conformational landscape of the otherwise flexible γ-amino acid chains and changes physicochemical properties of the structures. Enamine offers a plethora of rare and unique γ-amino acid structures for modulating conformation, molecular volume, reactivity, and polarity.

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Over 100 γ-amino acids from stock on 5-10 gram scale.

Benzene Perfect Match

The benzene ring is the most common structural fragment in drugs. In 2019, two groups, one from Enamine and another from Merck, independently introduced difluorobicyclo[1.1.1]pentane, a structure that matches the exact molecular volume of benzene. The isosteric replacement of a phenyl ring with difluorobicyclo[1.1.1]pentane maintains the molecular volume while substantially increasing the sp³-character and elevating the solubility of the molecule. Since 2019, our chemists have expanded the panel of difluorobicyclo[1.1.1]pentanes for use in medicinal chemistry.

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Over 50 difluorobicyclo[1.1.1]pentanes from stock on 5-10 gram scale.

Advances in Fluorinated Amino Acids

Fluorine-containing amino acids play a crucial role in modulating molecular polarity, volume, stabilizing specific conformations, and adjusting pK_a providing invaluable support in the design of drugs and peptidomimetics. Our team of skilled chemists specializes in synthesizing cutting-edge fluorinated amino acids, with a significant number exclusively offered through Enamine. These novel compounds are frequently incorporated into our inventory even before their publication.

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Over 100 fluorine-containing amino acids from stock on 5-10 gram scale.

3D-Shaped Scaffolds

Cyclic molecular skeletons are widely applied in the construction of medicinal molecules due to their ability to occupy binding pockets and impose conformational restrictions. Among these structures, symmetric forms like cubane and adamantane have been prevalent. In exploring their creative potential, Enamine chemists have prepared a panel of non-classical 3D-shaped cyclic scaffolds capable of occupying intermediate molecular volumes and lipophilicity values.

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Over 50 non-classical 3D-shaped compounds from stock on 5-10 gram scale.