STUDY OF DEXTROMETHORPHAN EXTRACTION CONDITIONS BY ORGANIC SOLVENTS FROM AQUEOUS SOLUTIONS
DOI:
https://doi.org/10.11603/2312-0967.2023.4.14364Keywords:
dextromethorphan, extraction, organic solvent, salting-out electrolytes, degree of extraction, solution pHAbstract
The aim of the work. To study the extraction conditions (effective extragent, the medium pH, extraneous electrolytes) of dextromethorphan from aqueous solutions.
Materials and Methods. The substance of dextromethorphan hydrobromide was used for the analysis. Chloroform, diethyl ether, hexane, sodium chloride, ammonium sulfate; 0.1 M solutions of hydrochloric acid and sodium hydroxide were used as the reagents. Spectrophotometric measurements were performed on a Lambda-25 spectrophotometer (PerkinElmer, USA), pH of solutions was measured on an AI-123 ionometer.
Results and Discussion. The conditions of dextromethorphan extraction from an aqueous medium (pH 3-12) with various organic solvents were studied. It was established that the highest degree of dextromethorphan extraction (82.64%) is achieved at extraction with chloroform from alkaline aqueous solutions (pH 10). The dextromethorphan extraction from aqueous solution with hexane is observed from pH 5. So hexane as an extragent may be used for cleaning organic extracts, which are obtained in a process of dextromethorphan isolation from biological material. The addition of salting-out electrolytes to the extraction system is accompanied by an increasing of the degree of dextromethorphan extraction from acidic solutions by chloroform, diethyl ether and hexane and does not affect on the efficiency of its extraction from alkaline solutions.
Conclusions. Chloroform is the most effective extragent of dextromethorphan from alkaline aqueous solutions (pH 10). Hexane is recommended for cleaning organic extracts from impurities at a weakly acidic medium (pH 5). The salting-out electrolytes using during the dextromethorphan extraction will be slightly increased the degree of extraction from weakly acidic solutions and will be not affected on the efficiency of extraction from alkaline solutions.
References
Kim E, Perlmutter MC, Zweber H, Resch JC. Bilateral nephrolithiasis following ingestion of guaifenesin and dextromethorphan. Urology Case Reports. 2023;50:102481. doi.org/10.1016/j.eucr.2023.102481 DOI: https://doi.org/10.1016/j.eucr.2023.102481
Ziaee V, Akbari Hamed E, Hoshmand A, Amini H, Kebriaeizadeh A, Saman K. Side effects of dextromethorphan abuse, a case series. Addictive Behaviors. 2005;30(8):1607–13. doi.org/10.1016/j.addbeh.2005.02.005 DOI: https://doi.org/10.1016/j.addbeh.2005.02.005
Silva AR, Dinis-Oliveira RJ. Pharmacokinetics and pharmacodynamics of dextromethorphan: clinical and forensic aspects. Drug Metabolism Reviews. 2020;52(2):258–82. doi.org/10.1080/03602532.2020.1758712 DOI: https://doi.org/10.1080/03602532.2020.1758712
Okland T, Shirazi M, Rylander M, Holland J. A Case of Aggressive Psychosis in the Setting of Regular Dextromethorphan Abuse. Psychosomatics . 2016;6(57):655–6. doi.org/10.1016/j.psym.2016.06.002 DOI: https://doi.org/10.1016/j.psym.2016.06.002
Jasinski DR. Abuse Potential of Morphine/Dextromethorphan Combinations. Journal of Pain and Symptom Management. 2000;19(1):26–30. doi.org/10.1016/S0885-3924(99)00127-X DOI: https://doi.org/10.1016/S0885-3924(99)00127-X
Zaremba M, Serafin P, Kleczkowska P. Antipsychotic Drugs Efficacy in Dextromethorphan-Induced Psychosis. Biomedicines. 2023;11(1):123. doi.org/10.3390/biomedicines11010123 DOI: https://doi.org/10.3390/biomedicines11010123
Navarro A, Perry C, Bobo WV. A case of serotonin syndrome precipitated by abuse of the anticough remedy dextromethorphan in a bipolar patient treated with fluoxetine and lithium. General Hospital Psychiatry. 2006;28(1):78–80. doi.org/10.1016/j.genhosppsych.2005.06.008 DOI: https://doi.org/10.1016/j.genhosppsych.2005.06.008
Szymanik-Grzelak H, Sołtyski J. Ostre zatrucia dekstrometorfanem wśród nastolatków. Pediatria Polska. 2012;87(5):454–9. doi:10.1016/j.pepo.2012.08.004 DOI: https://doi.org/10.1016/j.pepo.2012.08.004
Alan F. Schatzberg. Understanding the Efficacy and Mechanism of Action of a Dextromethorphan-Bupropion Combination: Where Does It Fit in the NMDA Versus mu-Opioid Story? Am J Psychiatry. 2022;179(7):448-0. doi.org/10.1176/appi.ajp. DOI: https://doi.org/10.1176/appi.ajp.20220434
Logan BK, Yeakel JK, Goldfogel G, Frost MP, Sandstrom G, Wickham DJ. Dextromethorphan Abuse Leading to Assault, Suicide, or Homicide. Journal of Forensic Sciences. 2012;57(5):1388–94. doi.org/10.1111/j.1556-4029.2012.02133.x DOI: https://doi.org/10.1111/j.1556-4029.2012.02133.x
Journey JD, Agrawal S, Stern E. Dextromethorphan Toxicity. In: StatPearls. StatPearls Publishing, Treasure Island (FL); 2023. PMID: 30860737
Ritter D., Ouellette L., Sheets J.D., Riley B., Judge B., Cook A., Jones J.S. “Robo-tripping”: Dextromethorphan toxicity and abuse. The American Journal of Emergency Medicine. 2019;38(4):839–41. doi:10.1016/j.ajem.2019.10.001. DOI: https://doi.org/10.1016/j.ajem.2019.10.001
State Register of Medicinal Products of Ukraine. URL: http://www.drlz.com.ua.
Resolution of the Cabinet of Ministers of Ukraine dated May 6, 2000 No. 770 On approval of the list of narcotic drugs, psychotropic substances and precursors URL: https://zakon.rada.gov.ua/laws/show/770-2000-п#Text
Order of the Ministry of Health of Ukraine dated August 17, 2007 N 490 On approval of the Lists of poisonous and potent medicinal products URL: https://zakon.rada.gov.ua/laws/show/z1007-07#Text
Darmohrai NM, Halkevych IY Investigation of condition of extraction of mirtazapine by organic solvents from aqueous solutions. Pharmaceutical review. 2012;1:37-9.
Osypchuk LI, Halkevych IJ Methods of sildenafil isolation from biological material. Clinical Pharmacy, Pharmacotherapy & Medical Standardization. 2013;3-4:42-5.
Davydovych SI, Halkevych, IY Comparative assessment and development of sertindole isolation methods from biological material. Coliection of scientific works of staff member of P. L. Shupyk NMAPE. 2016;26:327-32.
Mykhalkiv MM, Yatsyuk VM, Korobchuk VM, Dmytriv MI, Ivanusa IB. Study of dextromethorphan spectral characteristics. Pharmaceutical review. 2022;3:15-2. doi.org/10.11603/2312-0967.2022.3.13341
Nizhenkovska IV, Velchynska OV, Kucher MM. Toxicological chemistry: Textbook for medical (pharmacological) universities of IV levels of accreditation. Medicine Publishing House; 2020.
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