The effect of pH on polymorph formation of the pharmaceutically active compound tianeptine

Liana Orola; Mikelis V. Veidis; Inese Sarcevica; Andris Actins; Sergey Belyakov; Aleksandrs Platonenko

doi:10.1016/j.ijpharm.2012.04.061

The effect of pH on polymorph formation of the pharmaceutically active compound tianeptine

Liana Orola
, Mikelis V. Veidis^*
, Inese Sarcevica
, Andris Actins
, Sergey Belyakov
, Aleksandrs Platonenko

^*Corresponding author for this work

University of Latvia
Latvian Institute of Organic Synthesis

Research output: Contribution to journal › Article › peer-review

20 Citations (Scopus)

Abstract

The anti-depressant pharmaceutical tianeptine has been investigated to determine the dynamics of polymorph formation under various pH conditions. By varying the pH two crystalline polymorphs were isolated. The molecular and crystal structures have been determined to identify the two polymorphs. One polymorph is an amino carboxylic acid and the other polymorph is a zwitterion. In the solid state the tianeptine moieties are bonded through hydrogen bonds. The zwitterion was found to be less stable and transformed to the acid form. During this investigation an amorphous form was identified.

Original language	English
Pages (from-to)	50-56
Number of pages	7
Journal	International Journal of Pharmaceutics
Volume	432
Issue number	1-2
DOIs	https://doi.org/10.1016/j.ijpharm.2012.04.061
Publication status	Published - 1 Aug 2012

Keywords

Crystal structure
Crystallization
Polymorph
Tianeptine
X-ray diffractometry
pH

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10.1016/j.ijpharm.2012.04.061

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title = "The effect of pH on polymorph formation of the pharmaceutically active compound tianeptine",

abstract = "The anti-depressant pharmaceutical tianeptine has been investigated to determine the dynamics of polymorph formation under various pH conditions. By varying the pH two crystalline polymorphs were isolated. The molecular and crystal structures have been determined to identify the two polymorphs. One polymorph is an amino carboxylic acid and the other polymorph is a zwitterion. In the solid state the tianeptine moieties are bonded through hydrogen bonds. The zwitterion was found to be less stable and transformed to the acid form. During this investigation an amorphous form was identified.",

keywords = "Crystal structure, Crystallization, Polymorph, Tianeptine, X-ray diffractometry, pH",

author = "Liana Orola and Veidis, \{Mikelis V.\} and Inese Sarcevica and Andris Actins and Sergey Belyakov and Aleksandrs Platonenko",

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T1 - The effect of pH on polymorph formation of the pharmaceutically active compound tianeptine

AU - Orola, Liana

AU - Veidis, Mikelis V.

AU - Sarcevica, Inese

AU - Actins, Andris

AU - Belyakov, Sergey

AU - Platonenko, Aleksandrs

PY - 2012/8/1

Y1 - 2012/8/1

N2 - The anti-depressant pharmaceutical tianeptine has been investigated to determine the dynamics of polymorph formation under various pH conditions. By varying the pH two crystalline polymorphs were isolated. The molecular and crystal structures have been determined to identify the two polymorphs. One polymorph is an amino carboxylic acid and the other polymorph is a zwitterion. In the solid state the tianeptine moieties are bonded through hydrogen bonds. The zwitterion was found to be less stable and transformed to the acid form. During this investigation an amorphous form was identified.

AB - The anti-depressant pharmaceutical tianeptine has been investigated to determine the dynamics of polymorph formation under various pH conditions. By varying the pH two crystalline polymorphs were isolated. The molecular and crystal structures have been determined to identify the two polymorphs. One polymorph is an amino carboxylic acid and the other polymorph is a zwitterion. In the solid state the tianeptine moieties are bonded through hydrogen bonds. The zwitterion was found to be less stable and transformed to the acid form. During this investigation an amorphous form was identified.

KW - Crystal structure

KW - Crystallization

KW - Polymorph

KW - Tianeptine

KW - X-ray diffractometry

KW - pH

UR - https://www.scopus.com/pages/publications/84861582679

U2 - 10.1016/j.ijpharm.2012.04.061

DO - 10.1016/j.ijpharm.2012.04.061

M3 - Article

C2 - 22569228

AN - SCOPUS:84861582679

SN - 0378-5173

VL - 432

SP - 50

EP - 56

JO - International Journal of Pharmaceutics

JF - International Journal of Pharmaceutics

IS - 1-2

ER -

The effect of pH on polymorph formation of the pharmaceutically active compound tianeptine

Abstract

Keywords

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