Literature DB >> 27042997

How cocrystals of weakly basic drugs and acidic coformers might modulate solubility and stability.

G Kuminek1, N Rodríguez-Hornedo, S Siedler, H V A Rocha, S L Cuffini, S G Cardoso.   

Abstract

Cocrystals of a weakly basic drug (nevirapine) with acidic coformers are shown to alter the solubility dependence on pH, and to exhibit a pHmax above which a less soluble cocrystal becomes more soluble than the drug. The cocrystal solubility advantage can be dialed up or down by solution pH.

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Year:  2016        PMID: 27042997      PMCID: PMC4893792          DOI: 10.1039/c6cc00898d

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  9 in total

Review 1.  Solubility of sparingly-soluble ionizable drugs.

Authors:  Alex Avdeef
Journal:  Adv Drug Deliv Rev       Date:  2007-05-29       Impact factor: 15.470

2.  Engineering cocrystal solubility, stability, and pH(max) by micellar solubilization.

Authors:  Neal Huang; Naír Rodríguez-Hornedo
Journal:  J Pharm Sci       Date:  2011-09-09       Impact factor: 3.534

3.  Cocrystal Solubilization in Biorelevant Media and its Prediction from Drug Solubilization.

Authors:  Maya P Lipert; Lilly Roy; Scott L Childs; Naír Rodríguez-Hornedo
Journal:  J Pharm Sci       Date:  2015-09-21       Impact factor: 3.534

4.  Thermodynamic Solubility Profile of Carbamazepine-Cinnamic Acid Cocrystal at Different pH.

Authors:  Fatemeh Keramatnia; Ali Shayanfar; Abolghasem Jouyban
Journal:  J Pharm Sci       Date:  2015-06-10       Impact factor: 3.534

5.  Cocrystal Transition Points: Role of Cocrystal Solubility, Drug Solubility, and Solubilizing Agents.

Authors:  Maya P Lipert; Naír Rodríguez-Hornedo
Journal:  Mol Pharm       Date:  2015-08-28       Impact factor: 4.939

Review 6.  Nonnucleoside inhibitors of HIV-1 reverse transcriptase: nevirapine as a prototype drug.

Authors:  P M Grob; J C Wu; K A Cohen; R H Ingraham; C K Shih; K D Hargrave; T L McTague; V J Merluzzi
Journal:  AIDS Res Hum Retroviruses       Date:  1992-02       Impact factor: 2.205

Review 7.  Salt formation to improve drug solubility.

Authors:  Abu T M Serajuddin
Journal:  Adv Drug Deliv Rev       Date:  2007-05-29       Impact factor: 15.470

8.  pH-dependent solubility of indomethacin-saccharin and carbamazepine-saccharin cocrystals in aqueous media.

Authors:  Amjad Alhalaweh; Lilly Roy; Naír Rodríguez-Hornedo; Sitaram P Velaga
Journal:  Mol Pharm       Date:  2012-08-23       Impact factor: 4.939

9.  Solid-state characterization of nevirapine.

Authors:  Mahua Sarkar; O P Perumal; R Panchagnula
Journal:  Indian J Pharm Sci       Date:  2008-09       Impact factor: 0.975

  9 in total
  7 in total

1.  Cocrystals Mitigate Negative Effects of High pH on Solubility and Dissolution of a Basic Drug.

Authors:  Yitian M Chen; Naír Rodríguez-Hornedo
Journal:  Cryst Growth Des       Date:  2018-02-14       Impact factor: 4.076

2.  Cocrystal Solubility Product Prediction Using an in combo Model and Simulations to Improve Design of Experiments.

Authors:  Alex Avdeef
Journal:  Pharm Res       Date:  2018-02-02       Impact factor: 4.200

3.  Understanding the Differences Between Cocrystal and Salt Aqueous Solubilities.

Authors:  Katie L Cavanagh; Chinmay Maheshwari; Naír Rodríguez-Hornedo
Journal:  J Pharm Sci       Date:  2017-10-31       Impact factor: 3.534

Review 4.  Cocrystals to facilitate delivery of poorly soluble compounds beyond-rule-of-5.

Authors:  Gislaine Kuminek; Fengjuan Cao; Alanny Bahia de Oliveira da Rocha; Simone Gonçalves Cardoso; Naír Rodríguez-Hornedo
Journal:  Adv Drug Deliv Rev       Date:  2016-04-29       Impact factor: 15.470

5.  Mechanistic Basis of Cocrystal Dissolution Advantage.

Authors:  Fengjuan Cao; Gordon L Amidon; Naír Rodríguez-Hornedo; Gregory E Amidon
Journal:  J Pharm Sci       Date:  2017-10-06       Impact factor: 3.534

6.  Tailoring Chlorthalidone Aqueous Solubility by Cocrystallization: Stability and Dissolution Behavior of a Novel Chlorthalidone-Caffeine Cocrystal.

Authors:  Christian Rodríguez-Ruiz; Pedro Montes-Tolentino; Jorge Guillermo Domínguez-Chávez; Hugo Morales-Rojas; Herbert Höpfl; Dea Herrera-Ruiz
Journal:  Pharmaceutics       Date:  2022-01-30       Impact factor: 6.321

7.  Continuous Manufacture and Scale-Up of Theophylline-Nicotinamide Cocrystals.

Authors:  Steven A Ross; Andrew P Hurt; Milan Antonijevic; Nicolaos Bouropoulos; Adam Ward; Pat Basford; Mark McAllister; Dennis Douroumis
Journal:  Pharmaceutics       Date:  2021-03-20       Impact factor: 6.321

  7 in total

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