4 ms·

From the paper :https://pubmed.ncbi.nlm.nih.gov/39106304 https://pubmed.ncbi.nlm.nih.gov/39106304 edit: ok apologies, after several attempts http://www.chemsp

From the paper :https://pubmed.ncbi.nlm.nih.gov/39106304 https://pubmed.ncbi.nlm.nih.gov/39106304 edit: ok apologies, after several attempts http://www.chemspider.com/Chemical-Structure.24670873.html http://www.chemspider.com/Chemical-Structure.24670873.html 3-(2-Naphthylmethyl)-4-(4-piperidinyl)-1H-pyrazol-1-ol (incorrect stuff removed ...)

A_D_E_P_T 2y ago
That's not the one. The fulltext of the paper is here: https://www.pnas.org/doi/10.1073/pnas.2400420121#supplementary-materials https://www.pnas.org/doi/10.1073/pnas.2400420121#supplementa... The structure is in the SI. You can draw it with SMILES code: On1cc(c(n1)Cc1ccc2c(c1)cccc2)C1CCNCC1 At: https://www.antvaset.com/smiles-to-structure https://www.antvaset.com/smiles-to-structure
- gilleain 2y ago
  oops. shouldn't try 'research' on my phone. thanks. Incidentally, I'm sure it used to be possible to google search using InChI. Even using the InChI-Key now doesn't work super well it seems. I have to quote it to get this PubMed link: https://pubchem.ncbi.nlm.nih.gov/compound/46204539 https://pubchem.ncbi.nlm.nih.gov/compound/46204539 which actually gives a link to the patent : "Compositions and methods for treating neurodegenerative diseases"
RobotToaster 2y ago
Would it be naive to say it looks like quite a simple (and ergo, cheap) molecule to synthesise?
- jdoe2020 2y ago
  Shouldn't be too bad. My gut would be toa naphthalene acetic acid ester, treat with LDA, add (4-pyridinyl)acetaldehyde to get a diketone by claisen-type condensation, then treat with hydroxylamine then reflux with hydrazine to form the pyrazole not sure how you would get the n-oxide but there is likely a selective oxidant available. The n oxide kind of scares me a bit. Seems like it could have some interactions with liver enzymes. Usually you avoid them if you can.
cornholio 2y ago
Seems different from what they claimed as DDL-920 in their patent (but I'm not a chemist): https://patents.google.com/patent/WO2022226172A1/en https://patents.google.com/patent/WO2022226172A1/en

A_D_E_P_T 2y ago

That's not the one. The fulltext of the paper is here: https://www.pnas.org/doi/10.1073/pnas.2400420121#supplementary-materials https://www.pnas.org/doi/10.1073/pnas.2400420121#supplementa... The structure is in the SI. You can draw it with SMILES code: On1cc(c(n1)Cc1ccc2c(c1)cccc2)C1CCNCC1 At: https://www.antvaset.com/smiles-to-structure https://www.antvaset.com/smiles-to-structure

gilleain 2y ago
oops. shouldn't try 'research' on my phone. thanks. Incidentally, I'm sure it used to be possible to google search using InChI. Even using the InChI-Key now doesn't work super well it seems. I have to quote it to get this PubMed link: https://pubchem.ncbi.nlm.nih.gov/compound/46204539 https://pubchem.ncbi.nlm.nih.gov/compound/46204539 which actually gives a link to the patent : "Compositions and methods for treating neurodegenerative diseases"

RobotToaster 2y ago

Would it be naive to say it looks like quite a simple (and ergo, cheap) molecule to synthesise?

jdoe2020 2y ago
Shouldn't be too bad. My gut would be toa naphthalene acetic acid ester, treat with LDA, add (4-pyridinyl)acetaldehyde to get a diketone by claisen-type condensation, then treat with hydroxylamine then reflux with hydrazine to form the pyrazole not sure how you would get the n-oxide but there is likely a selective oxidant available. The n oxide kind of scares me a bit. Seems like it could have some interactions with liver enzymes. Usually you avoid them if you can.

cornholio 2y ago

Seems different from what they claimed as DDL-920 in their patent (but I'm not a chemist): https://patents.google.com/patent/WO2022226172A1/en https://patents.google.com/patent/WO2022226172A1/en