Evidence map›Paper›PMID 36815712›Full record

ArticleIUCrJ2023

Formation of ibrutinib solvates: so similar, yet so different.

Jan Jirát, Jan Rohlíček, Jakub Kaminský, Tomáš Jirkal, Luděk Ridvan, Eliška Skořepová, Vít Zvoníček, Michal Dušek, Miroslav Šoóš

Open access · goldAbstract read
In one paragraph

Article in IUCrJ, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing papers in PubMed
1.2field-weighted citation impact, top 20% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

2 citing papers in PubMed, 4 citations in OpenAlex.

  1. Characterization of Amorphous Ibrutinib Thermal Stability.Organic process research & development · 2025
    Article
  2. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

9 authors at 3 institutions in 1 country.

Jan JirátChemical Engineering, University of Chemistry and Technology in Prague, Technická 3, Praha, Czech Republic.
Jan RohlíčekInstitute of Physics of the Czech Academy of Sciences, Na Slovance 2, Prague 8 182 00, Czech Republic.
Jakub KaminskýInstitute of Organic Chemistry and Biochemistry of the CAS, Flemingovo náměstí 542/2, Prague 6, Czech Republic.
Tomáš JirkalChemical Engineering, University of Chemistry and Technology in Prague, Technická 3, Praha, Czech Republic.
Luděk RidvanZentiva, k.s., U kabelovny 130, Prague 10 10237, Czech Republic.
Eliška SkořepováChemical Engineering, University of Chemistry and Technology in Prague, Technická 3, Praha, Czech Republic.ORCID 0000-0001-9753-2465
Vít ZvoníčekZentiva, k.s., U kabelovny 130, Prague 10 10237, Czech Republic.
Michal DušekInstitute of Physics of the Czech Academy of Sciences, Na Slovance 2, Prague 8 182 00, Czech Republic.ORCID 0000-0001-9797-2559
Miroslav ŠoóšChemical Engineering, University of Chemistry and Technology in Prague, Technická 3, Praha, Czech Republic.
Czech Academy of Sciences · CZUniversity of Chemistry and Technology, Prague · CZCzech Academy of Sciences, Institute of Organic Chemistry and Biochemistry · CZ

Funding

e-Infrastruktura CZ e-INFRA LM2018140European Regional Development Fund OP RDE CZ.02.1.01/0.0/0.0/16_019/0000729
6 · The paper itself

Abstract

The transformation processes of non-solvated ibrutinib into a series of halogenated benzene solvates are explored in detail here. The transformation was studied in real time by X-ray powder diffraction in a glass capillary. Crystal structures of chlorobenzene, bromobenzene and iodobenzene solvates are isostructural, whereas the structure of fluorobenzene solvate is different. Four different mechanisms for transformation were discovered despite the similarity in the chemical nature of the solvents and crystal structures of the solvates formed. These mechanisms include direct transformations and transformations with either a crystalline or an amorphous intermediate phase. The binding preference of each solvate in the crystal structure of the solvates was examined in competitive slurry experiments and further confirmed by interaction strength calculations. Overall, the presented system and online X-ray powder diffraction measurement provide unique insights into the formation of solvates.

Indexed as

ibrutinibmulticomponent crystal solvatestransformation mechanisms

Identifiers

PMID36815712
PMCPMC9980385
OpenAlexW4321612224

What OpenQuestion holds

Textmetadata
LicenceCC BY
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.