Literature DB >> 16783478

Influence of crystal structure on the compaction properties of n-alkyl 4-hydroxybenzoate esters (parabens).

Yushi Feng1, David J W Grant.   

Abstract

PURPOSE: The aim of the study is to examine the influence of slip planes on the nanoindentation hardness and compaction properties of methyl, ethyl, n-propyl, and n-butyl 4-hydroxybenzoate (parabens).
METHODS: Molecular modeling calculations, embodying the attachment energy concept, were performed to predict the slip planes in the crystal lattices, whereas the nanoindentation hardness of the crystals and the tensile strength of directly compressed compacts were measured.
RESULTS: Unlike the other three parabens, methyl paraben has no slip planes in its crystal lattice, and its crystals showed greater nanoindentation hardness, corresponding to lower plasticity, whereas its tablets exhibited substantially lower tensile strength than those of ethyl, propyl, or butyl paraben.
CONCLUSIONS: The nanoindentation hardness of the crystals and the tensile strength of directly compressed tablets were each found to correlate directly with the absence or presence of slip planes in the crystal structures of the parabens because slip planes confer greater plasticity. This work presents a molecular insight into the influence of crystal structural features on the tableting performance of molecular crystals in general and of crystalline pharmaceuticals in particular.

Entities:  

Mesh:

Substances:

Year:  2006        PMID: 16783478     DOI: 10.1007/s11095-006-0275-9

Source DB:  PubMed          Journal:  Pharm Res        ISSN: 0724-8741            Impact factor:   4.200


  7 in total

1.  Influence of crystal structure on the tableting properties of sulfamerazine polymorphs.

Authors:  C Sun; D J Grant
Journal:  Pharm Res       Date:  2001-03       Impact factor: 4.200

2.  Studies on direct compression of tablets. IV. The effect of particle size on the mechanical strength of tablets.

Authors:  G Alderborn; C Nyström
Journal:  Acta Pharm Suec       Date:  1982

3.  Measurement of process-dependent material properties of pharmaceutical solids by nanoindentation.

Authors:  Xiangmin Liao; Timothy Scott Wiedmann
Journal:  J Pharm Sci       Date:  2005-01       Impact factor: 3.534

4.  Effects of initial particle size on the tableting properties of L-lysine monohydrochloride dihydrate powder.

Authors:  C Sun; D J Grant
Journal:  Int J Pharm       Date:  2001-03-14       Impact factor: 5.875

5.  Physical properties of parabens and their mixtures: solubility in water, thermal behavior, and crystal structures.

Authors:  F Giordano; R Bettini; C Donini; A Gazzaniga; M R Caira; G G Zhang; D J Grant
Journal:  J Pharm Sci       Date:  1999-11       Impact factor: 3.534

Review 6.  Safety assessment of propyl paraben: a review of the published literature.

Authors:  M G Soni; G A Burdock; S L Taylor; N A Greenberg
Journal:  Food Chem Toxicol       Date:  2001-06       Impact factor: 6.023

7.  Influence of crystal shape on the tableting performance of L-lysine monohydrochloride dihydrate.

Authors:  C Sun; D J Grant
Journal:  J Pharm Sci       Date:  2001-05       Impact factor: 3.534

  7 in total
  8 in total

1.  Crystal morphology engineering of pharmaceutical solids: tabletting performance enhancement.

Authors:  Sabiruddin Mirza; Inna Miroshnyk; Jyrki Heinämäki; Osmo Antikainen; Jukka Rantanen; Pia Vuorela; Heikki Vuorela; Jouko Yliruusi
Journal:  AAPS PharmSciTech       Date:  2009-01-30       Impact factor: 3.246

2.  Prediction of the mechanical behaviour of crystalline solids.

Authors:  Mohammad Hossain Shariare; Frank J J Leusen; Marcel de Matas; Peter York; Jamshed Anwar
Journal:  Pharm Res       Date:  2011-08-16       Impact factor: 4.200

3.  Nanomechanical properties of selected single pharmaceutical crystals as a predictor of their bulk behaviour.

Authors:  Mateja Egart; Biljana Janković; Nina Lah; Ilija Ilić; Stanko Srčič
Journal:  Pharm Res       Date:  2014-08-05       Impact factor: 4.200

4.  Di-n-butyl 4,4'-dihy-droxy-3,3'-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octa-hydro-1H-1,3-benzimidazole-1,3-di-yl]bis-(methyl-ene)}dibenzoate.

Authors:  Augusto Rivera; Diego Quiroga; Jaime Ríos-Motta; Karla Fejfarová; Michal Dušek
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-08-11

5.  Prediction of the Mechanical Deformation Properties of Organic Crystals Based upon their Crystallographic Structures: Case Studies of Pentaerythritol and Pentaerythritol Tetranitrate.

Authors:  S Fatimah Ibrahim; Jonathan Pickering; Vasuki Ramachandran; Kevin J Roberts
Journal:  Pharm Res       Date:  2022-07-01       Impact factor: 4.200

6.  Di-n-propyl 4,4'-dihy-droxy-3,3'-{[(3aRS,7aRS)-2,3,3a,4,5,6,7,7a-octa-hydro-1H-benzimidazole-1,3-di-yl]bis-(methyl-ene)}dibenzoate.

Authors:  Augusto Rivera; Diego Quiroga; Jaime Ríos-Motta; Karla Fejfarová; Michal Dušek
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-09-14

7.  Visualization and quantification of deformation behavior of clopidogrel bisulfate polymorphs during tableting.

Authors:  Xian-Zhen Yin; Li Wu; Ying Li; Tao Guo; Hai-Yan Li; Ti-Qiao Xiao; Peter York; Ashwini Nangia; Shuang-Ying Gui; Ji-Wen Zhang
Journal:  Sci Rep       Date:  2016-02-25       Impact factor: 4.379

8.  Structure-mechanical property correlations in mechanochromic luminescent crystals of boron difluoride dibenzoylmethane derivatives.

Authors:  Gamidi Rama Krishna; Ramesh Devarapalli; Rajesh Prusty; Tiandong Liu; Cassandra L Fraser; Upadrasta Ramamurty; Chilla Malla Reddy
Journal:  IUCrJ       Date:  2015-09-22       Impact factor: 4.769

  8 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.