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Record W2061764868 · doi:10.1021/ed080p1439

Microscale Synthesis and Spectroscopic Analysis of Flutamide, an Antiandrogen Prostate Cancer Drug

2003· article· en· W2061764868 on OpenAlex

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

VenueJournal of Chemical Education · 2003
Typearticle
Languageen
FieldChemistry
TopicVarious Chemistry Research Topics
Canadian institutionsUniversity of Toronto
Fundersnot available
KeywordsFlutamideChemistryAntiandrogenCombinatorial chemistryTrifluoromethylNucleophilic aromatic substitutionPhosphoniumReactivity (psychology)Prostate cancerOrganic chemistryNucleophilic substitutionAndrogenCancerAlkylHormoneInternal medicine

Abstract

fetched live from OpenAlex

The microscale preparation of flutamide, a nonsteroidal antiandrogen prescribed as Eulexin for the treatment of prostate cancer is outlined. The synthesis involves N-acylation of a trisubstituted aromatic compound, 3-trifluoromethyl-4-nitroaniline. The procedure is easily adapted to generate structural analogues of flutamide. A significant feature is the curricular flexibility afforded by this experiment. The fundamental reaction is appropriate within an introductory organic laboratory course, demonstrating amine and acid–halide reactivity. Functional group transformations can be observed by IR spectroscopy. 1H NMR spectra of reactant and products facilitate a thorough examination of shielding and deshielding effects and aromatic proton coupling. With more advanced students there exists the potential to discuss principles of retrosynthetic analysis, pharmaceutical synthesis, and structure–activity relationships.

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)0.000
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesnone
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 score0.066
Threshold uncertainty score0.775

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
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 head0.008
GPT teacher head0.303
Teacher spread0.294 · 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