OSDDMalaria:Arylpyrazole Series: Difference between revisions
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Other compounds of interest from PubChem:<br> | Other compounds of interest from PubChem:<br> | ||
* [http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=372804&loc=ec_rcs CID372804]. Commercially available (ABI Chem). | |||
* [http://www.ncbi.nlm.nih.gov/pccompound?term=11609708 CID11609708] | * [http://www.ncbi.nlm.nih.gov/pccompound?term=11609708 CID11609708] | ||
* [http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=3568222&loc=ec_rcs CID3568222]. Commercially available. Has been assayed for antimalarial activity [http://pubchem.ncbi.nlm.nih.gov/assay/assay.cgi?aid=504832 AID504832], data submitted by [http://www.microbiology.columbia.edu/faculty/fidock.html David Fidock] | * [http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=3568222&loc=ec_rcs CID3568222]. Commercially available (ABI Chem, AKos, Ambinter, Molport, Specs). Has been assayed for antimalarial activity [http://pubchem.ncbi.nlm.nih.gov/assay/assay.cgi?aid=504832 AID504832], data submitted by [http://www.microbiology.columbia.edu/faculty/fidock.html David Fidock] | ||
* [http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=4028326&loc=ec_rcs CID4028326]. Commercially available (ABI Chem, Ambinter, Chemfrog, Molport, Vitas-M, Zinc). | |||
* [http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=45589299&loc=ec_rcs CID45589299]. Limited commercial availability (AKos). | |||
* [http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=46188955&loc=ec_rcs CID46188955] | |||
* [http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=15338085&loc=ec_rcs CID15338085] | |||
=== Synthesis === | === Synthesis === | ||
The core can be synthesised with [http://dx.doi.org/10.1002/jhet.5570240634 apparent ease] from ethylacetoacetate, DMF dimethyl acetal and phenylhydrazine. | The core can be synthesised with [http://dx.doi.org/10.1002/jhet.5570240634 apparent ease] from ethylacetoacetate, DMF dimethyl acetal and phenylhydrazine. See ELN entries [http://malaria.ourexperiment.org/uri/c0 PMY 43-1] [http://malaria.ourexperiment.org/uri/c4 PMY 44-1] for the core synthesis and hydrolysis respectively. | ||
[[Image:PMY43-1.png|thumb|center|450px|Synthesis of pyrazole core]] | [[Image:PMY43-1.png|thumb|center|450px|Synthesis of pyrazole core]] | ||
Latest revision as of 23:16, 4 April 2012
Aryl Pyrazole Sub-series
The OSDDMalaria pyrazole series is derived from the OSDDMalaria GSK arylpyrrole set.
ChEMBL-NTD TCAMS data set has 89 hits with aryl-pyrazole core; 18 hits with an 5-alkyl aryl pyrazole core; 14 with activity below 500 nanomolar:
- TCMDC-131674, CID44522996: pXC50 3D7 147 nM ACD LogP 4.55
- TCMDC-123909: pXC50 3D7 234 nM ACD LogP 3.18
- TCMDC-124020: pXC50 3D7 253 nM ACD LogP 3.03
- TCMDC-124032: pXC50 3D7 258 nM ACD LogP 4.06
Other compounds of interest from PubChem:
- CID372804. Commercially available (ABI Chem).
- CID11609708
- CID3568222. Commercially available (ABI Chem, AKos, Ambinter, Molport, Specs). Has been assayed for antimalarial activity AID504832, data submitted by David Fidock
- CID4028326. Commercially available (ABI Chem, Ambinter, Chemfrog, Molport, Vitas-M, Zinc).
- CID45589299. Limited commercial availability (AKos).
- CID46188955
- CID15338085
Synthesis
The core can be synthesised with apparent ease from ethylacetoacetate, DMF dimethyl acetal and phenylhydrazine. See ELN entries PMY 43-1 PMY 44-1 for the core synthesis and hydrolysis respectively.
