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OpenSourceMalaria / OSM_To_Do_List

Action Items in the Open Source Malaria Consortium
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7) Design and synthesise one trifluromethyl analog as a comparison with difluoromethyl analogs. #125

Open alintheopen opened 10 years ago

alintheopen commented 10 years ago

@PaulWillisMMV searched the triazolopyrazines and found that no trifluoromethyl analogs existed in the data set. It seems important/interesting to probe the activity of a CF3 analog to compare activity with CHF2 compounds.

alintheopen commented 10 years ago

I think it might make sense to synthesise the CF3 analog of MMV670652 so that we could directly compare both racemic mixtures and the separated enantiomers. chf2 and cf3

alintheopen commented 10 years ago

Need to perform literature search/appeal for best methods for introduction of a CF3 group.

mattodd commented 10 years ago

This makes a lot of sense, yes. Do we know that the des(difluoromethyl), i.e. the alcohol, is inactive? That a group is needed there? Here's the comparison with other compounds, including a related alcohol.

ether substitution analysis

Note I can't be sure the R = H and R = CF3 have not been made since I'm not confident in the SMILES search I've done of the spreadsheet, see http://malaria.ourexperiment.org/the_osm_blog/8550 for that story.

mattodd commented 9 years ago

Update: still no compound made with CF3 on the northwest ether.

A compound with CH3 there has been made (OSM-S-265) and was potent: http://malaria.ourexperiment.org/biological_data/11216/Evaluation_of_Latest_Series_4_Analogs_in_Ether_and_Amide_Series.html ...as was MMV669844, also with CH3 in that position.

A compound with CF3 in the northeast has also been made and was active - same link as above, OSM-S-271.

alintheopen commented 8 years ago

Is this issue still pertinent @mattodd ?

mattodd commented 8 years ago

Remains as a "nice to have". Given your work on some related alcohols #358 I wonder if we could derive one from those (e.g.), if you had spare compound?