The amide bond is known for characteristic features such as planarity and slow rotation. The bicyclic structure of 7-azabicyclo[2.2.1]heptane imposes a high degree of pyramidalization on the amides it forms. This may enhance the dynamic properties of bioactive molecules, potentially affecting their distribution and solubility, and grant access to unusual, otherwise unattainable conformations. Explore our unique collection of 7-azabicyclo[2.2.1]heptane derivatives in your research!
Amide bond
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Over 50 7-azabicyclo[2.2.1]heptanes from stock on 5-10 gram scale.
Hydrazine fragments can be frequently found in the structures of bioactive compounds and some types of natural products. Saturated heterocycles containing the hydrazine feature act as aza-analogues of piperidines, pyrrolidines, and azepines, and help elevate molecular polarity, create chemically accessible functionalization sites, and fine-tune structural and electronic properties. Numerous bioactive molecules are based on the structure of piperazic acid, for example, the KRAS G12D inhibitor RMC-9805 that recently entered Phase 1 clinical trials. Enamine offers a collection of cyclic and bicyclic saturated hydrazine structures.
Concept
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Over 50 cyclic hydrazines and hydrazides from stock on 5-10 gram scale.
Fluorinated amines are commonly found throughout drug discovery programs, although one type of structure has been notably absent: the α-fluorine atom, which is generally considered unstable and prone to intramolecular elimination. Recently, Enamine chemists have overcome this limitation by preparing several stable α-fluoroamines. We achieved this by positioning the fluorine atom at a bridgehead location, which resists elimination due to Bredt’s rule. These substances are stable as free amines, can be handled routinely, and are capable of undergoing amine-specific reactions. Be among the first to explore these unique substances in your research!
Key Innovation
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Over 10 stable α-fluoroamines from stock on gram scale.
Increasing numbers of drug candidate molecules contain oxetane moieties, which are compact fragments with beneficial effects on the sp3 content and lipophilicity of molecules. Reagents for incorporating oxetanes into complex organic molecules are in high demand. Methyleneoxetanes are simple and versatile compounds that enable the construction of non-chiral oxetanes through standard as well as innovative organic reactions. Enamine scientists have prepared some of those reagents and even developed novel transformations with them.
Reactions
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Over 20 methyleneoxetanes from stock on 5-10 gram scale.
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Methyleneoxetanes that are ready to be synthesized upon request.
α-Methylated amino acid residues help suppress peptide bond cleavage, reduce the conformational variability of peptides upon binding to their targets, and stabilize structures that would otherwise be labile due to α-proton abstraction. This modification is extremely useful in drug design. For example, trofinetide is a short neuroprotective peptide recently approved for the treatment of Rett syndrome. The molecule is a derivative of the short tripeptide Gly-Pro-Glu, developed by simple α-methylation of the central residue. Enamine offers a wide range of α-methylated amino acid structures for constructing bioactive peptides and peptidomimetics.
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Over 100 α-methyl amino acids from stock on 5-10 gram scale.