3-Substituted 1,5-Diaryl-1H-1,2,4-triazoles as Prospective PET Radioligands for Imaging Brain COX-1 in Monkey. Part 1: Synthesis and Pharmacology Article Swipe
Prachi Singh
,
Saurav Shrestha
,
Michelle Cortes‐Salva
,
Kimberly J. Jenko
,
Sami S. Zoghbi
,
Cheryl L. Morse
,
Robert B. Innis
,
Victor W. Pike
·
YOU?
·
· 2018
· Open Access
·
· DOI: https://doi.org/10.1021/acschemneuro.8b00102
YOU?
·
· 2018
· Open Access
·
· DOI: https://doi.org/10.1021/acschemneuro.8b00102
Cyclooxygenase-1 (COX-1) is a key enzyme in the biosynthesis of proinflammatory thromboxanes and prostaglandins and is found in glial and neuronal cells within brain. COX-1 expression is implicated in numerous neuroinflammatory states. We aim to find a direct-acting positron emission tomography (PET) radioligand for imaging COX-1 in human brain as a potential biomarker of neuroinflammation and for serving as a tool in drug development. Seventeen 3-substituted 1,5-diaryl-1 H-1,2,4-triazoles were prepared as prospective COX-1 PET radioligands. From this set, three 1,5-(4-methoxyphenyl)-1 H-1,2,4-triazoles, carrying a 3-methoxy (5), 3-(1,1,1-trifluoroethoxy) (20), or 3-fluoromethoxy substituent (6), were selected for radioligand development, based mainly on their high affinities and selectivities for inhibiting human COX-1, absence of carboxyl group, moderate computed lipophilicities, and scope for radiolabeling with carbon-11 ( t1/2 = 20.4 min) or fluorine-18 ( t1/2 = 109.8 min). Methods were developed for producing [11C]5, [11C]20, and [ d2-18F]6 from hydroxy precursors in a form ready for intravenous injection for prospective evaluation in monkey with PET.
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Metadata
- Type
- article
- Language
- en
- Landing Page
- https://doi.org/10.1021/acschemneuro.8b00102
- OA Status
- green
- Cited By
- 38
- References
- 33
- Related Works
- 10
- OpenAlex ID
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All OpenAlex metadata
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- OpenAlex ID
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https://openalex.org/W2800703264Canonical identifier for this work in OpenAlex
- DOI
-
https://doi.org/10.1021/acschemneuro.8b00102Digital Object Identifier
- Title
-
3-Substituted 1,5-Diaryl-1H-1,2,4-triazoles as Prospective PET Radioligands for Imaging Brain COX-1 in Monkey. Part 1: Synthesis and PharmacologyWork title
- Type
-
articleOpenAlex work type
- Language
-
enPrimary language
- Publication year
-
2018Year of publication
- Publication date
-
2018-04-20Full publication date if available
- Authors
-
Prachi Singh, Saurav Shrestha, Michelle Cortes‐Salva, Kimberly J. Jenko, Sami S. Zoghbi, Cheryl L. Morse, Robert B. Innis, Victor W. PikeList of authors in order
- Landing page
-
https://doi.org/10.1021/acschemneuro.8b00102Publisher landing page
- Open access
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YesWhether a free full text is available
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greenOpen access status per OpenAlex
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https://www.ncbi.nlm.nih.gov/pmc/articles/6744613Direct OA link when available
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Radioligand, Positron emission tomography, Pharmacology, Chemistry, Human brain, Medicine, Stereochemistry, Nuclear medicine, Biochemistry, Neuroscience, Receptor, PsychologyTop concepts (fields/topics) attached by OpenAlex
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38Total citation count in OpenAlex
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2025: 5, 2024: 7, 2023: 2, 2022: 4, 2021: 8Per-year citation counts (last 5 years)
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33Number of works referenced by this work
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10Other works algorithmically related by OpenAlex
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| corresponding_author_ids | https://openalex.org/A5048937067 |
| countries_distinct_count | 1 |
| institutions_distinct_count | 8 |
| corresponding_institution_ids | https://openalex.org/I1299303238, https://openalex.org/I4210158500 |
| sustainable_development_goals[0].id | https://metadata.un.org/sdg/3 |
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| sustainable_development_goals[0].display_name | Good health and well-being |
| citation_normalized_percentile.value | 0.92210346 |
| citation_normalized_percentile.is_in_top_1_percent | False |
| citation_normalized_percentile.is_in_top_10_percent | True |