Abstract
The solution-phase parallel synthesis of a 136-member library of isoxazol(in)e-CH2-pyrazoles is described, X-ray crystallographic structure determination verified the regioselectivities of the N-alkylation and nitrile oxide 1,3-dipolar cycloaddition steps. The construction of these pharmaceutically relevant heterocycles on solid support under microwave irradiation is also demonstrated. The resulting library of drug-like compounds has been added to the National Institutes of Health repository (∼10 mg of each with ≥90% purity) for pilot-scale biomedical studies with bioassay data available at the National. Center for Biotechnology Information PubChem database. A subset of these compounds has been broadly screened by Dow AgroSciences for herbicidal, fungicidal, and insecticidal activity.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 129-136 |
| Number of pages | 8 |
| Journal | Journal of Combinatorial Chemistry |
| Volume | 12 |
| Issue number | 1 |
| DOIs | |
| State | Published - Jan 11 2010 |
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ASJC Scopus subject areas
- Chemistry(all)
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Parallel synthesis of bis-heterocyclic isoxazolylmethyl- And isoxazolinylmethylpyrazoles. / Meng, Liping; Lorsbach, Beth A.; Sparks, Thomas C.; Fettinger, James C.; Kurth, Mark J.
In: Journal of Combinatorial Chemistry, Vol. 12, No. 1, 11.01.2010, p. 129-136.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Parallel synthesis of bis-heterocyclic isoxazolylmethyl- And isoxazolinylmethylpyrazoles
AU - Meng, Liping
AU - Lorsbach, Beth A.
AU - Sparks, Thomas C.
AU - Fettinger, James C.
AU - Kurth, Mark J.
PY - 2010/1/11
Y1 - 2010/1/11
N2 - The solution-phase parallel synthesis of a 136-member library of isoxazol(in)e-CH2-pyrazoles is described, X-ray crystallographic structure determination verified the regioselectivities of the N-alkylation and nitrile oxide 1,3-dipolar cycloaddition steps. The construction of these pharmaceutically relevant heterocycles on solid support under microwave irradiation is also demonstrated. The resulting library of drug-like compounds has been added to the National Institutes of Health repository (∼10 mg of each with ≥90% purity) for pilot-scale biomedical studies with bioassay data available at the National. Center for Biotechnology Information PubChem database. A subset of these compounds has been broadly screened by Dow AgroSciences for herbicidal, fungicidal, and insecticidal activity.
AB - The solution-phase parallel synthesis of a 136-member library of isoxazol(in)e-CH2-pyrazoles is described, X-ray crystallographic structure determination verified the regioselectivities of the N-alkylation and nitrile oxide 1,3-dipolar cycloaddition steps. The construction of these pharmaceutically relevant heterocycles on solid support under microwave irradiation is also demonstrated. The resulting library of drug-like compounds has been added to the National Institutes of Health repository (∼10 mg of each with ≥90% purity) for pilot-scale biomedical studies with bioassay data available at the National. Center for Biotechnology Information PubChem database. A subset of these compounds has been broadly screened by Dow AgroSciences for herbicidal, fungicidal, and insecticidal activity.
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UR - http://www.scopus.com/inward/citedby.url?scp=74049124899&partnerID=8YFLogxK
U2 - 10.1021/cc900133k
DO - 10.1021/cc900133k
M3 - Article
C2 - 20000375
AN - SCOPUS:74049124899
VL - 12
SP - 129
EP - 136
JO - ACS Combinatorial Science
JF - ACS Combinatorial Science
SN - 2156-8952
IS - 1
ER -