Method for direct formamide or acetamide formation of adamantane derivatives
TransMIT Gesellschaft für Technologietransfer mbH
DESCRIPTION OF TECHNOLOGY / PRODUCT
This invention offers a new method for the direct and halogen-free formamide or acetamide formation of adamantane. Until now, the synthesis of amidoadamantanes have the disadvantage that halogen-containing by-products are formed, whose disposal is laborious and costly.
SCOPE OF APPLICATION
The adamantane modifications are chosen to enhance lipophilicity and stability of drugs, thereby improving their pharmacokinetics. Amido- and amino admantane derivatives can be used as drug delivery systems. They are able to overcome the blood-brain barrier and are competent to penetrate into the fatty tissue.
Due to these properties adamantane derivates are already used as therapeutics (e.g. for neurodegenerative diseases) and cosmetics. They are, for example, used as antiviral drugs or to treat Parkinson’s as well as Alzheimer’s diseases.
ADVANTAGES COMPARED TO STATE OF THE ART
The method is not only distinguished by the absence of halogens, but also comprises a more favorable impurity profile. Even an in-situ production of the starting materials from inexpensive precursors is possible, so that the desired products are available in a one-pot fashion.
Organonitrogen compounds that are used as biocides include anilides, amines, amides, nitroparaffins, biguanides, triazines, ureas, hydantoins and a large variety of adamantane derivatives. Organonitrogen biocides are used in cooling systems, secondary oil recovery and as preservatives in cosmetics, toiletries, pharmaceuticals, and veterinary products. In 2006 organonitrogen biocides accounted for sales of 117,7 Mio US-Dollar in Europe with a growth rate of 3,8%.