Synthesis and GABA receptor potency of 3-thiomethyl-4-(hetero)aryl-5-amino- 1-phenylpyrazoles

Bioorganic and Medicinal Chemistry Letters

Volumn 14, Issue 19, 2004, Pages 4949-4953

  Meegalla, Sanath K ^a   Doller, Dario ^a   Sha, DeYou ^a   Soll, Rich ^a   Wisnewski, Nancy ^b   Silver, Gary M ^b   Dhanoa, Dale ^a  

^a JOHNSON AND JOHNSON   (United States)

^b HESKA CORPORATION   (United States)

Author keywords

Aryl pyrazole; GABA; Insecticidal activity

Indexed keywords

4 AMINOBUTYRIC ACID RECEPTOR; PYRAZOLE DERIVATIVE;

ARTICLE; BINDING AFFINITY; HEATING; INSECT; INSECTICIDAL ACTIVITY; SUBSTITUTION REACTION; SYNTHESIS;

ANIMALS; HOUSEFLIES; INSECTICIDES; MICE; PYRAZOLES; RECEPTORS, GABA; STRUCTURE-ACTIVITY RELATIONSHIP;

INSECTA; MAMMALIA;

EID: 4444232504     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2004.07.033     Document Type: Article

References (11)

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6. For other examples of C-4 substituted phenylpyrazole derivatives, see: R.E. Sammelson, P.C. Caboni, K.A. Durkin, and J.E. Casida Bioorg. Med. Chem. 12 2004 3345
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9. Preliminary experiments showed that the presence of 5-amino group is necessary for successful iodination. The amino group could then be removed quantitatively by treatment with isoamyl nitrite in DMF at 60°C
10. Dhanoa, D. S.; Meegalla, S. K.; Doller, D.; Soll, R. M. U.S. Patent 6,409,988
11. 2 (3 x 10 mL). The organic layers were separated, combined, dried, and concentrated. The residue obtained was purified on silica with the appropriate solvent system