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Record W2320492159 · doi:10.1524/ract.2011.1834

1-(3-[<sup>18</sup>F]fluoropropyl)piperazines as model compounds for the radiofluorination of pyrido[2,3-<i>d</i>]pyrimidines

2011· article· en· W2320492159 on OpenAlex
Philipp Grosse‐Gehling, Frank Wuest, Tim Peppel, Martin Köckerling, Constantin Mamat

Why this work is in the frame

A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.

Bibliographic record

VenueRadiochimica Acta · 2011
Typearticle
Languageen
FieldPharmacology, Toxicology and Pharmaceutics
TopicFluorine in Organic Chemistry
Canadian institutionsUniversity of Alberta
Fundersnot available
KeywordsChemistryPiperazineCyclin-dependent kinaseIn vivoStereochemistryCombinatorial chemistryBicyclic moleculeOrganic chemistryBiochemistry

Abstract

fetched live from OpenAlex

Abstract The visualization of cyclin-dependent kinases (CDKs), which are overexpressed in multiple tumor types, with radiolabeled CDK inhibitors by means of positron emission tomography in vivo is a promising approach for tumor imaging. Pyrido[2,3- d ]pyrimidines belong to a class of inhibitors, which bind with high affinity to CDK4 and CDK6. 1-(3-[ 18 F]Fluoropropyl)-4-(4-nitrophenyl)piperazine and 1-(3-[ 18 F]fluoropropyl)-4-(6-nitropyridin-3-yl)piperazine represent structural elements of the appropriate CDK inhibitors and were therefore chosen as model compounds for the incorporation of fluorine-18 into pyrido[2,3- d ]pyrimidines. Three methods are known for the preparation of tertiary 3-[ 18 F]fluoropropyl-amines: 1) the direct substitution of a good leaving group, 2) the two-step reaction synthesizing a 3-[ 18 F]fluoropropyl intermediate, and 3) the utilization of aziridinium or azetidinium salts. In general, radiofluorinations using azetidinium salts lead to excellent radiochemical yields in short periods of time. For these reasons, we developed a synthesis route to tosylated piperazine precursors and established a radiolabeling approach based on the incorporation of fluorine-18 into open-chained tosylates as well as the respective azetidinium spiro compounds to yield the desired radiofluorinated piperazines successfully.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

Full frame distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.001
metaresearch head score (Gemma)0.001
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Insufficient payload (model declined to judge)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.189
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.001
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.001
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0010.000

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.160
GPT teacher head0.394
Teacher spread0.234 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it