2019-05-001 - LEGO-CHEM - Development of new drugs using late-stage functionalization proprietary methodology
Contacts
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Acronim & Gínjol codes
LEGO-CHEM
2019-05-001
Main technology offer
Footstep in the elusive chemistry of carbynes: Methodology and reagents for diazomethylation of aryl compounds which exhibits high potential in late-stage functionalization applications. The method employs specific reagents and conditions of reaction (photocatalysis) that are object of granted patents in Europe and USA.
Public Partners
Readiness Level
3-4 Experimental PoC /
5 Prototype /
6-7 MVP /
8 Industrialization /
9 Commercialization
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Impact: ESG & SDG Goals
Societal: health, faster medicines
New drug development from reported synthetic scaffolds or active molecules through a modular synthetic approach: Huge impact of drug discovery cost reduction through time and instruments requirements Improved stability with no properties modifications
Market Data
Drug discovery is a very expensive and long process that involve the synthesis and screening of thousand of molecules (10-15k). In order to reduce cost and speed the discovery process, new strategies that create molecule diversification at advanced stages have been developed. In particular, this technology allow the late stage funtionalization (LSF) of aromatic molecules via photoredox catalysis and the subsequent structural diversification. Among the applications we find the discovery of new drugs through funtionalization of existind drugds, isotopic labelling or the preparation of reagents toolbox.
102000000000
27000000000
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B2B or B2C. Licensing of late stage funtionalizaton technology and commercialization of reagents toolkits.
Global drug discovery market is expecte to grow > 8% per year up to 2030. The const if drug discovery in increasing and companies require most cost-effective strategies to access selective compound libraries
Drug Discovery Pharmaceutical Market
Funding
Risk Assesment Studies, Validation, Substate scope studies, biiological assays
Licensing technology to CROs, chemistry, pharma or biotech companies. Investment for further technology developement and risk analysis.
New ERC Proof of Concept application Validation with industry Licensing to industry or creation of spin off
Technology Status
Photochemical driven late stage funtionalization strategy to address structural diversification and isotopic labelling projects and revalorize reported active molecules
Automated HTE Facilities Themodinamic Stability
Thermodinamic and stability studies of new reagent; Iodide derived reagent scale up optimization; Funtional group tolerance studies; Technology transfer through licensing CRO creation to chemical suppliers and CRO companies in small molecules.
Patent applications, two families: EP17382063 and EP22382472
Technology available for licensing but under validation in collaboration with a company
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Quality Management
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Additional information
Patents: WO2018146200A1 ; PCT/EP2018/053190 - Date: Aug 16th, 2018 Status: Granted URL: https://worldwide.espacenet.com/patent/search?q=pn%3DWO2018146200A1
SYNTHETIC SHORTCUT: The diazomethylation reagents developed by Marcos Garcia Suero’s group offer a solution to performing reactions that would otherwise require multi-step reaction procedures, being able to transform C-H bonds in highly versatile diazomethyl functionality, which subsequently can be transformed in a chiral stereogenic center bearing pharmacophore groups or diverse functional groups. HIGH REGIOSELECTIVITY: These reagents allow performing the diazomethylation reaction with high regioselectivity under mild conditions, using photoredox catalysis at room temperature. The photoredox reaction is mediated by blue light and a Ru(II) photosensitizer. FUNCTIONAL GROUP TOLERANCE: The developed methodology proved efficient even when the reaction substrate bears functional groups and could successfully be implemented onto pharmaceutical active ingredients. MILD CONDITIONS: The reaction takes place at room temperature under irradiation of blue light, in the presence of a catalytic amount of a Ru(II) photosensitizer, and in the presence of sodium bicarbonate as a base. This further facilitates the use of functionalized reaction substrates, such as active ingredients. DIVERSIFICATION: The reaction product can easily be turned into a broad variety of compounds following standard chemical procedures. The transfer of a diazomethyl functional group equivalent to a carbyne allows a further derivatization of he diazo group, including halogenation, C-H insertion, O-H insertion, trifluoromethylation and carboamination. The diazomethylation reaction tolerates the presence of functional group on the reaction substrate.