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Record W2092372931 · doi:10.1002/ejic.200390215

Synthesis and Characterization of (PTU)I<sub>2</sub> (PTU = 6‐<i>n</i>‐propyl‐2‐thiouracil) and (CMBZT)I<sub>2</sub> (CMBZT = 5‐chloro‐2‐mercaptobenzothiazole) and Possible Implications for the Mechanism of Action of Anti‐Thyroid Drugs

2003· article· en· W2092372931 on OpenAlex
C.D. Antoniadis, G.J. Corban, S.K. Hadjikakou, Nick Hadjiliadis, Maciej Kubicki, Stephanie D. Warner, Ian S. Butler

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

VenueEuropean Journal of Inorganic Chemistry · 2003
Typearticle
Languageen
FieldMedicine
TopicMetal complexes synthesis and properties
Canadian institutionsMcGill University
Fundersnot available
KeywordsChemistryMonoclinic crystal systemCrystallographyLigand (biochemistry)Orthorhombic crystal systemThiocyanateThiouracilBond lengthAdductCrystal structureStereochemistryInorganic chemistryOrganic chemistry

Abstract

fetched live from OpenAlex

Abstract Direct reaction of 6‐ n ‐propyl‐2‐thiouracil (PTU), a widely used anti‐thyroid drug against hyperthyroidism (Graves’ disease), or 5‐chloro‐2‐mercaptobenzothiazole (CMBZTH) with iodine in a molar ratio of 1:1 resulted in the formation of the charge‐transfer (CT) complexes [(PTU)I 2 ] ( 1 ) or [(CMBZT)I 2 ] ( 2 ). All reactions were carried out in dichloromethane and water solutions. Compounds 1 and 2 were characterized by elemental analyses, FT‐Raman, FT‐IR, UV/Vis and 1 H NMR spectroscopy. The crystal structures of both complexes were determined by X‐ray diffraction at 120(1) K ( 1 ) and 293(2) K ( 2 ). The charge‐transfer nature of the bonds in the adducts 1 and 2 was verified by the lengthening of the I−I bond lengths as compared to the S−I bond lengths and by the characteristic CT bands observed in the UV spectra of the complexes. Compound 1 [(C 7 H 10 N 2 OS)I 2 ] [monoclinic with space group P 2 1 / c and a = 9.8501(7), b = 10.3101(7), c = 12.0287(8) Å, β = 99.707(6)°, Z = 4] consists of a propylthiouracil ligand bonded with an iodine atom through sulfur. Extended intermolecular N−H ··· O contacts link the molecules forming a supramolecular assembly. Compound 2 {(C 7 H 4 ClNS 2 )I 2 } [orthorhombic, space group P 2 1 2 1 2 1 , a = 4.1650(10), b = 9.691(2), c = 28.471(6) Å, Z = 4] consists of a 5‐chloro‐2‐mercaptobenzothiazole ligand bonded with an iodine atom through sulfur. An extended intermolecular linkage via I ··· H−N bonds leads to the formation of an extended structure. Attempts to draw conclusions on the behavior of a thioamide — when used as an anti‐thyroidal drug — towards iodine have been made. (© Wiley‐VCH Verlag GmbH &amp; Co. KGaA, 69451 Weinheim, Germany, 2003)

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 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 score0.017
Threshold uncertainty score0.807

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 studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0000.000

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 head0.022
GPT teacher head0.224
Teacher spread0.202 · 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