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Método de formación de enlaces de fluorocarbono de interés para los sectores farmacéutico, agroquímico, de química de materiales e imagen médica

Resumen

Tipo:
Oferta Tecnológica
Referencia:
TOUK20151216001
Publicado:
15/01/2016
Caducidad:
15/01/2017
Resumen:
Una universidad británica ha desarrollado un nuevo método de formación de enlaces de fluorocarbono para la síntesis de moléculas orgánicas que contienen flúor. Este método tiene potencial para la síntesis de nuevas moléculas, así como para la producción rápida y selectiva de productos de química fina, siendo especialmente interesante en los sectores farmacéutico, agroquímico, de química de materiales e imagen médica (tomografía por emisión de positrones). La universidad busca socios con el fin de establecer acuerdos de licencia e investigación.

Details

Tittle:
New method for the formation of carbon fluorine bonds of interest to the pharmaceutical, agrochemical, materials chemistry and medical imaging sectors
Summary:
A UK university has invented a new method for the formation of carbon fluorine bonds for synthesis of fluorine containing organic molecules. This method offers the potential for novel molecule synthesis, as well as rapid and selective production of fine chemicals. This is of particular interest to the pharmaceutical, agrochemical, materials chemistry and Position Emission Tomography (PET) medical imaging sectors. Licensing and research cooperation agreements are sought.
Description:
The selective formation of carbon-fluorine (C-F) bonds where other functional groups are present is a particularly challenging one. Fluorine containing organic molecules are found in a wide range of applications from liquid crystals to drugs such as fluoxetine and atorvastatin, but are of particular interest in a range of pharmaceuticals, agrochemicals and medical imaging applications. The unique properties of C-F bonds, which can improve metabolic stability, bioavailability and lipophilicity, mean that around 30% of all agrochemicals and 20% of all pharmaceuticals now contain fluorine. In addition, the use of 18F-labelled compounds in positron emission tomography (PET) is a highly active and important area of medical imaging research. As such, there is a synthetic requirement to develop simple, efficient (and in the case of 18F labelling, where the 18F half life is short) rapid methods for the introduction of fluorine into organic molecules.

However, the formation of new C-F bonds with controlled regio- and stereochemistry, particularly in the presence of sensitive functional groups, is still a significant synthetic challenge. There is a great deal of current interest in the development of new C-F bond forming reactions, particularly those that are mediated by transition metals. However, current methods have limitations in their substrate scope and/or the type of C-F bond formation that is possible. In particular, some types of fluorinated group (e.g. those containing alkenyl or alkyl C-F bonds (especially chiral C(sp3)-F centres)) remain difficult to access. This new technology offers the potential to synthesise fluorinated molecules that are not accessible via other routes and to access known molecules in more efficient ways.

Research scientists developing new libraries of potential Active Pharmaceutical Ingredients (APIs), agrochemicals or PET imaging agents are not currently able to easily synthesise all desirable fluorinated functional groups for their systems. This invention will enable them to access new areas of chemical space for investigation, ensuring a higher chance of finding a new compound.

This UK university has recently discovered that a range of metal complexes derived from terminal alkynes undergo electrophilic fluorination (and trifluoromethylation) to yield new C-F (or C-CF3) bonds via an entirely new mechanism. These reactions occur rapidly, under mild conditions and are completely regio- and diastereoselective. The fluorinated product is retained at the metal centre, allowing further metal-mediated reactivity.

The UK university is looking for licensing and research cooperation agreements with organisations wishing to use this novel synthetic method. Sectors interested may include pharmaceutical, agrochemical, materials chemistry and medical imaging.
Advantages and Innovations:
· Fast, selective fluorination and trifluoromethylation
· Access to novel functional groups
· Selective fluorination of non-activated substrates (C-H activation)
· The technology is covered by a patent
· Ready for licensing
Stage of Development:
Under development/lab tested
IPs:
Patent(s) applied for but not yet granted

Partner sought

Type and Role of Partner Sought:
Type of partner sought - SME, multinational

Specific area of activity of the partner - pharmaceutical, agrochemical, materials chemistry and medical imaging

Task to be performed by the partner sought - evaluate the technology and license or consider research cooperation.

Client

Type and Size of Client:
University
Already Engaged in Trans-National Cooperation:
Si
Languages Spoken:
English

Keywords

Technology Keywords:
07001001 Maquinaria agrícola / tecnología
07001009 Medicina veterinaria
07001006 Pesticidas
06001015 Productos farmacéuticos / medicamentos
05001004 Química orgánica