929030-63-7Relevant academic research and scientific papers
Synthesis of bromodifluoromethyl substituted pyrazoles and isoxazoles
Yang, Xueyan,Shui, Shengxia,Chen, Xi,He, Hai'ou,Wu, Fanhong
experimental part, p. 426 - 432 (2010/04/23)
Bromodifluoromethyl substituted β-diketone 3a-3d, prepared from corresponding ketones and ethyl bromodifluoroactate in the presence of sodium methoxide, reacted with aryl hydrazine derivatives affording bromodifluoromethyl substituted pyrazoles in high re
Synthesis and in vivo evaluation of [18F]-4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide as a PET imaging probe for COX-2 expression
Prabhakaran, Jaya,Underwood, Mark D.,Parsey, Ramin V.,Arango, Victoria,Majo, Vattoly J.,Simpson, Norman R.,Van Heertum, Ronald,Mann, J. John,Kumar, J.S. Dileep
, p. 1802 - 1807 (2008/02/03)
Synthesis of [18F]4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide ([18F]celecoxib), a selective COX-2 inhibitor, is achieved via a bromide to [18F]F- exchange reaction. Synthesis of the precursor for radiolabeling was achieved from 4′-methylacetophenone in four steps with 22% overall yield. Under non-radioactive conditions, fluorination was achieved using TBAF in DMSO at 135 °C in 80% yield. Synthesis of [18F]celecoxib was achieved using [18F]TBAF in DMSO at 135 °C in 10 ± 2% yield (EOS) with >99% chemical and radiochemical purities. The specific activity was 120 ± 40 mCi/μmol (EOB). [18F]celecoxib was found to be stable in ethanol, however, de[18F]fluorination (6.5%) was observed after 4 h in 10% ethanol-saline solution. Rodent PET studies show bone labeling indicating in vivo de[18F]fluorination of [18F]celecoxib. PET studies in baboon indicated a lower rate of de[18F]fluorination than rat and retention of radioactivity in brain regions consistent with the known distribution of COX-2. A radiolabeling method that can generate consistent high specific activity is needed for routine human use.
