LAKTAM

This issue of Enamine Product Focus highlights Lactams, cyclic amide building blocks. There are numerous examples of Lactams usage in drug discovery, e.g., β-lactam based antibiotics, oral anticoagulant Rivaroxaban, and anticonvulsant Levetiracetam.

                                       

Rivaroxaban, 2008                                                           Levetiracetam, 2000

The specific features of Lactam building blocks that are of advantage to drug design are summarized in the chart below.

Enamine’s Lactam building block collection is represented by many useful scaffolds, for example, piperidones, piperazinones, (thio)morpholiones, pyrrolidones, and their benzo-fused analogues. From combinatorial chemistry standpoint especially interesting lactams in our collection are those bearing additional functionalities, such as carboxyl, chlorosulfonyl, and amino-groups.

                                                                                     

Piperidones                                                 Piperazinones                                                   Morpholinones

       

Thiomorpholinones               Pyrrolidones                              Dihydroquinoxalinones

The procedures developed for the synthesis of our Lactams allow preparation of highly diverse building blocks on 1–10 g scale. In addition we offer synthesis of novel compounds of the requested structure in 4–8 weeks. Scale-up to 1 kg quantity is performed upon request.

Amines

EN300-14698	EN400-15942	EN300-12374
EN400-15247	EN300-04190	EN300-05878
EN300-27804	EN300-35705	EN300-36103
EN300-14296	EN300-14821	EN300-35764

Sulfochlorides

EN300-13073	EN300-13555	EN300-14981

Carboxylic acids

EN300-42819	EN300-26212	EN300-23517
EN300-13491	EN300-08179	EN300-22965

Other Lactams

EN300-29977	EN300-35893	EN300-12065
EN300-35925	EN300-26962	EN300-23715
EN300-27121	EN300-52210	EN300-62393