Characteristics, Properties and Analytical Methods for Determination of Dropropizine and Levodropropizine: A Review

Machado, Anna Karolina Mouzer da Silva; Nemitz, Marina Cardoso; Todeschini, Vítor; Sangoi, Maximiliano da Silva

doi:10.1080/10408347.2019.1700098

Cited by 5 publications

(4 citation statements)

References 37 publications

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“…According to clinical studies, the sedative effect is due to the D isomer (dextrodropropizine), whereas the L isomer (levodropropizine) exhibits antitussive effects and fewer side effects on the central nervous system, does not cause addiction, and is well tolerated. The European and Chinese pharmacopeias view dextrodropropizine as a process impurity that should be controlled and assayed in the raw drug material 1–3 …”

Section: Introductionmentioning

confidence: 99%

“…Drug enantiomers are commonly separated by chromatography on chiral amylose (e.g., Chiralpak AD‐H and Chiralpak IG‐3) columns 3–5 . However, there are some other techniques that serve as the development of more practical alternatives.…”

Section: Introductionmentioning

confidence: 99%

“…The European and Chinese pharmacopeias view dextrodropropizine as a process impurity that should be controlled and assayed in the raw drug material. [1][2][3] Drug enantiomers are commonly separated by chromatography on chiral amylose (e.g., Chiralpak AD-H and Chiralpak IG-3) columns. [3][4][5] However, there are some other techniques that serve as the development of more practical alternatives.…”

Section: Introductionmentioning

confidence: 99%

“…[1][2][3] Drug enantiomers are commonly separated by chromatography on chiral amylose (e.g., Chiralpak AD-H and Chiralpak IG-3) columns. [3][4][5] However, there are some other techniques that serve as the development of more practical alternatives. In particular, mass spectrometry (MS) is a practical and highly sensitive technique that is widely used to study chiral stereoisomer separation in pharmaceutical quality control [6][7][8] and offers the advantages of high sensitivity, low cost, and high processing rate.…”

Section: Introductionmentioning

confidence: 99%

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Chiral probe for mass spectrometric identification and quantitation of levodropropizine and its enantiomer, dextrodropropizine

Zhang

Liu

et al. 2022

Chirality

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Acyl chlorides react rapidly with hydroxyl and amino groups in the absence of catalysts and therefore hold great promise for chiral mass spectrometry. Herein, a tandem mass spectrometry method based on derivatization with (−)‐camphanic acid chloride as a simple chiral probe was developed for the highly sensitive detection and quantitation of levodropropizine and its enantiomer, namely, dextrodropropizine. The diastereomeric derivatization products were quantified based on the relative abundances of their fragment ions produced upon collision‐induced dissociation in positive‐ion mode. The reactive site was elucidated using nuclear magnetic resonance spectroscopy and two‐dimensional total correlation spectroscopy, and the reaction mechanism was proved by stoichiometry studies. The degree of isomer recognition was investigated at different collision energies and determined as Rchiral ≈ 1.5. Thus, this study gives the way to the mass spectrometric identification and quantitation of levodropropizine and its enantiomer, and the developed method represents a new and practical technique for rapid and sensitive determination and quality control of enantiomers of chiral drugs.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Chiral probe for mass spectrometric identification and quantitation of levodropropizine and its enantiomer, dextrodropropizine

Zhang

Liu

et al. 2022

Chirality

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Novel Trends in Analytical Methods for β-Blockers: An Overview of Applications in the Last Decade

Yıldırım

Erkmen

Uslu

2020

Critical Reviews in Analytical Chemistry

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Levodropropizine: A promising peripherally acting antitussive agent

Shirsat¹,

Trailokya²,

Wankhede³

2023

IJIRM

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Cough is one of the most frequent symptom for patients to seek medical attention. Cough can be associated with many disease processes and the ultimate treatment depends on determining the etiology and diagnosis. Antitussive agents with different mechanisms of action have been developed in the past, but there are still very few medications that seem to be effective without any side effects especially related to central nervous system (CNS). Levodropropizine is an antitussive agent which acts peripherally and is a non-opioid cough medication that is in use since many years as a symptomatic therapy for cough. Levodropropizine has potent antitussive activity mainly due to peripheral effects by inhibiting the activation of vagal C-fibers. In fact, levodropropizine has been proven effective in controlling cough and is devoid of the central depressant effect. Levodropropizine oral suspension (30mg/5ml) is approved by drug approval body of India, Drug Controller General of India (DCGI) for the management non-productive cough in adults. Levodropropizine is approved in some of the European countries and in Asian countries. It is widely used in Republic of Korea for the symptomatic treatment of cough in both adults and children above 2 years of age. Levodropropizine has the utmost level of benefit in comparison with central antitussive agents namely codeine and dextromethorphan for the patients with cough due to acute and chronic bronchitis.

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Characteristics, Properties and Analytical Methods for Determination of Dropropizine and Levodropropizine: A Review

Cited by 5 publications

References 37 publications

Chiral probe for mass spectrometric identification and quantitation of levodropropizine and its enantiomer, dextrodropropizine

Chiral probe for mass spectrometric identification and quantitation of levodropropizine and its enantiomer, dextrodropropizine

Novel Trends in Analytical Methods for β-Blockers: An Overview of Applications in the Last Decade

Levodropropizine: A promising peripherally acting antitussive agent

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