The Homemade Russian Drug Krokodil: Is it Good or Evil?

Abstract ID 23123 Poster Board 61 “Krokodil” is the street name for the injectable mixture used as a cheap substitute for heroin. The main psychoactive compound in krokodil is desomorphine. Krokodil is usually prepared at home by the users themselves in a harsh uncontrolled reaction that starts with...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:The Journal of pharmacology and experimental therapeutics 2023-06, Vol.385, p.61-61
1. Verfasser: Alves, Emanuele
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 61
container_issue
container_start_page 61
container_title The Journal of pharmacology and experimental therapeutics
container_volume 385
creator Alves, Emanuele
description Abstract ID 23123 Poster Board 61 “Krokodil” is the street name for the injectable mixture used as a cheap substitute for heroin. The main psychoactive compound in krokodil is desomorphine. Krokodil is usually prepared at home by the users themselves in a harsh uncontrolled reaction that starts with codeine tablets, alkali solutions, organic solvent, acidified water, iodine, and red phosphorus, all of which are easily available in retail outlets, such supermarkets, and drugstores. The resulting product is a light brown liquid that is called krokodil. Due to its peculiar manufacturing procedure, the krokodil solution produces a large and complex mixture of different substances. The goal of this work was to understand the chemistry behind the krokodil synthesis by assessing the chemical profile of the resulting mixture using different analytical techniques. A reaction mechanism was proposed, and its toxicity and the possible clinical applications of the products formed during krokodil preparation were discussed. A street-like synthesis was performed in the laboratory and an analytical GC-MS methodology for the detection of desomorphine and codeine was developed and validated. This method allowed the confirmation of the successful synthetic methodology that mimicked the synthesis performed by users. The chemical complexity of the krokodil mixture was studied by reverse-phase high-pressure liquid chromatography coupled to a photodiode array detector (RP-HPLC-DAD) and by liquid chromatography coupled to high-resolution mass spectrometry (LC-ESI-IT-Orbitrap-MS). The validated GC/MS method for the quantification of codeine and desomorphine proved to be selective. The regression analysis for the analytes was linear in the range of 0.62-10 μg/mL with correlation coefficients > 0.99. The coefficients of variation did not exceed 15%, the acceptance criteria according to the EMA Guideline. The lowest limit of detection and quantification for desomorphine and codeine were 0.150±0.002 μg/mL and 0.170±0.02 μg/mL, respectively. Considering codeine as the only morphinan precursor and the reaction conditions for the krokodil synthesis, a theoretical chemical set of 95 possible morphinans in krokodil was defined. The exact mass approach was applied, and the defined morphinan mass fragmentations patterns were used as a targeted identification approach. The proposed 95 morphinans were searched using the full scan chromatogram and findings were validated by mass fragmentation o
doi_str_mv 10.1124/jpet.122.231230
format Article
fullrecord <record><control><sourceid>elsevier_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1124_jpet_122_231230</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0022356524005111</els_id><sourcerecordid>S0022356524005111</sourcerecordid><originalsourceid>FETCH-LOGICAL-c1310-ebcd856815b886574136aa275ca8333ce9d5da9de1c1a01792d2ecd097ebd0843</originalsourceid><addsrcrecordid>eNp1z8FPwjAUx_EeNBHRs9f-Axt97bp1XoxBBCKJicFz07UPLTJK2kHif8_IvHp6p-_L70PIA7AcgBeT7QG7HDjPuQAu2BUZMcZ5JmQpb8htSlvGoChKMSLV-hvpIrTYGof045iSN3v6Eo9f9C2Gn-D87pEuE_UdnYfgaIh0dvK7pztyvTG7hPd_d0w-X2fr6SJbvc-X0-dVZkEAy7CxTslSgWyUKmVVgCiN4ZW0RgkhLNZOOlM7BAuGQVVzx9E6VlfYOKYKMSaT4a-NIaWIG32IvjXxVwPTF6u-WHVv1YO1L-qhwH7WyWPUyXrcW3Q-ou20C_7f9gzkelt2</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>The Homemade Russian Drug Krokodil: Is it Good or Evil?</title><source>Alma/SFX Local Collection</source><creator>Alves, Emanuele</creator><creatorcontrib>Alves, Emanuele</creatorcontrib><description>Abstract ID 23123 Poster Board 61 “Krokodil” is the street name for the injectable mixture used as a cheap substitute for heroin. The main psychoactive compound in krokodil is desomorphine. Krokodil is usually prepared at home by the users themselves in a harsh uncontrolled reaction that starts with codeine tablets, alkali solutions, organic solvent, acidified water, iodine, and red phosphorus, all of which are easily available in retail outlets, such supermarkets, and drugstores. The resulting product is a light brown liquid that is called krokodil. Due to its peculiar manufacturing procedure, the krokodil solution produces a large and complex mixture of different substances. The goal of this work was to understand the chemistry behind the krokodil synthesis by assessing the chemical profile of the resulting mixture using different analytical techniques. A reaction mechanism was proposed, and its toxicity and the possible clinical applications of the products formed during krokodil preparation were discussed. A street-like synthesis was performed in the laboratory and an analytical GC-MS methodology for the detection of desomorphine and codeine was developed and validated. This method allowed the confirmation of the successful synthetic methodology that mimicked the synthesis performed by users. The chemical complexity of the krokodil mixture was studied by reverse-phase high-pressure liquid chromatography coupled to a photodiode array detector (RP-HPLC-DAD) and by liquid chromatography coupled to high-resolution mass spectrometry (LC-ESI-IT-Orbitrap-MS). The validated GC/MS method for the quantification of codeine and desomorphine proved to be selective. The regression analysis for the analytes was linear in the range of 0.62-10 μg/mL with correlation coefficients &gt; 0.99. The coefficients of variation did not exceed 15%, the acceptance criteria according to the EMA Guideline. The lowest limit of detection and quantification for desomorphine and codeine were 0.150±0.002 μg/mL and 0.170±0.02 μg/mL, respectively. Considering codeine as the only morphinan precursor and the reaction conditions for the krokodil synthesis, a theoretical chemical set of 95 possible morphinans in krokodil was defined. The exact mass approach was applied, and the defined morphinan mass fragmentations patterns were used as a targeted identification approach. The proposed 95 morphinans were searched using the full scan chromatogram and findings were validated by mass fragmentation of the correspondent precursor ions. Following this effort, a total of 42 morphinans were detected within the krokodil samples. Due to its homemade nature, krokodil contains a great variety of substances and by-products formed during the reaction. This work highlights the presence of different morphinans formed during the krokodil synthesis. Most of these compounds share the morphine core and some of the pharmacophore sites, which makes them interesting candidates for further clinical and pharmacological studies aiming for possible applications for the treatment of opioid abuse, pain, and several other disorders.</description><identifier>ISSN: 0022-3565</identifier><identifier>DOI: 10.1124/jpet.122.231230</identifier><language>eng</language><publisher>Elsevier Inc</publisher><ispartof>The Journal of pharmacology and experimental therapeutics, 2023-06, Vol.385, p.61-61</ispartof><rights>2023 American Society for Pharmacology and Experimental Therapeutics</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids></links><search><creatorcontrib>Alves, Emanuele</creatorcontrib><title>The Homemade Russian Drug Krokodil: Is it Good or Evil?</title><title>The Journal of pharmacology and experimental therapeutics</title><description>Abstract ID 23123 Poster Board 61 “Krokodil” is the street name for the injectable mixture used as a cheap substitute for heroin. The main psychoactive compound in krokodil is desomorphine. Krokodil is usually prepared at home by the users themselves in a harsh uncontrolled reaction that starts with codeine tablets, alkali solutions, organic solvent, acidified water, iodine, and red phosphorus, all of which are easily available in retail outlets, such supermarkets, and drugstores. The resulting product is a light brown liquid that is called krokodil. Due to its peculiar manufacturing procedure, the krokodil solution produces a large and complex mixture of different substances. The goal of this work was to understand the chemistry behind the krokodil synthesis by assessing the chemical profile of the resulting mixture using different analytical techniques. A reaction mechanism was proposed, and its toxicity and the possible clinical applications of the products formed during krokodil preparation were discussed. A street-like synthesis was performed in the laboratory and an analytical GC-MS methodology for the detection of desomorphine and codeine was developed and validated. This method allowed the confirmation of the successful synthetic methodology that mimicked the synthesis performed by users. The chemical complexity of the krokodil mixture was studied by reverse-phase high-pressure liquid chromatography coupled to a photodiode array detector (RP-HPLC-DAD) and by liquid chromatography coupled to high-resolution mass spectrometry (LC-ESI-IT-Orbitrap-MS). The validated GC/MS method for the quantification of codeine and desomorphine proved to be selective. The regression analysis for the analytes was linear in the range of 0.62-10 μg/mL with correlation coefficients &gt; 0.99. The coefficients of variation did not exceed 15%, the acceptance criteria according to the EMA Guideline. The lowest limit of detection and quantification for desomorphine and codeine were 0.150±0.002 μg/mL and 0.170±0.02 μg/mL, respectively. Considering codeine as the only morphinan precursor and the reaction conditions for the krokodil synthesis, a theoretical chemical set of 95 possible morphinans in krokodil was defined. The exact mass approach was applied, and the defined morphinan mass fragmentations patterns were used as a targeted identification approach. The proposed 95 morphinans were searched using the full scan chromatogram and findings were validated by mass fragmentation of the correspondent precursor ions. Following this effort, a total of 42 morphinans were detected within the krokodil samples. Due to its homemade nature, krokodil contains a great variety of substances and by-products formed during the reaction. This work highlights the presence of different morphinans formed during the krokodil synthesis. Most of these compounds share the morphine core and some of the pharmacophore sites, which makes them interesting candidates for further clinical and pharmacological studies aiming for possible applications for the treatment of opioid abuse, pain, and several other disorders.</description><issn>0022-3565</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp1z8FPwjAUx_EeNBHRs9f-Axt97bp1XoxBBCKJicFz07UPLTJK2kHif8_IvHp6p-_L70PIA7AcgBeT7QG7HDjPuQAu2BUZMcZ5JmQpb8htSlvGoChKMSLV-hvpIrTYGof045iSN3v6Eo9f9C2Gn-D87pEuE_UdnYfgaIh0dvK7pztyvTG7hPd_d0w-X2fr6SJbvc-X0-dVZkEAy7CxTslSgWyUKmVVgCiN4ZW0RgkhLNZOOlM7BAuGQVVzx9E6VlfYOKYKMSaT4a-NIaWIG32IvjXxVwPTF6u-WHVv1YO1L-qhwH7WyWPUyXrcW3Q-ou20C_7f9gzkelt2</recordid><startdate>202306</startdate><enddate>202306</enddate><creator>Alves, Emanuele</creator><general>Elsevier Inc</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>202306</creationdate><title>The Homemade Russian Drug Krokodil: Is it Good or Evil?</title><author>Alves, Emanuele</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c1310-ebcd856815b886574136aa275ca8333ce9d5da9de1c1a01792d2ecd097ebd0843</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Alves, Emanuele</creatorcontrib><collection>CrossRef</collection><jtitle>The Journal of pharmacology and experimental therapeutics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Alves, Emanuele</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The Homemade Russian Drug Krokodil: Is it Good or Evil?</atitle><jtitle>The Journal of pharmacology and experimental therapeutics</jtitle><date>2023-06</date><risdate>2023</risdate><volume>385</volume><spage>61</spage><epage>61</epage><pages>61-61</pages><issn>0022-3565</issn><abstract>Abstract ID 23123 Poster Board 61 “Krokodil” is the street name for the injectable mixture used as a cheap substitute for heroin. The main psychoactive compound in krokodil is desomorphine. Krokodil is usually prepared at home by the users themselves in a harsh uncontrolled reaction that starts with codeine tablets, alkali solutions, organic solvent, acidified water, iodine, and red phosphorus, all of which are easily available in retail outlets, such supermarkets, and drugstores. The resulting product is a light brown liquid that is called krokodil. Due to its peculiar manufacturing procedure, the krokodil solution produces a large and complex mixture of different substances. The goal of this work was to understand the chemistry behind the krokodil synthesis by assessing the chemical profile of the resulting mixture using different analytical techniques. A reaction mechanism was proposed, and its toxicity and the possible clinical applications of the products formed during krokodil preparation were discussed. A street-like synthesis was performed in the laboratory and an analytical GC-MS methodology for the detection of desomorphine and codeine was developed and validated. This method allowed the confirmation of the successful synthetic methodology that mimicked the synthesis performed by users. The chemical complexity of the krokodil mixture was studied by reverse-phase high-pressure liquid chromatography coupled to a photodiode array detector (RP-HPLC-DAD) and by liquid chromatography coupled to high-resolution mass spectrometry (LC-ESI-IT-Orbitrap-MS). The validated GC/MS method for the quantification of codeine and desomorphine proved to be selective. The regression analysis for the analytes was linear in the range of 0.62-10 μg/mL with correlation coefficients &gt; 0.99. The coefficients of variation did not exceed 15%, the acceptance criteria according to the EMA Guideline. The lowest limit of detection and quantification for desomorphine and codeine were 0.150±0.002 μg/mL and 0.170±0.02 μg/mL, respectively. Considering codeine as the only morphinan precursor and the reaction conditions for the krokodil synthesis, a theoretical chemical set of 95 possible morphinans in krokodil was defined. The exact mass approach was applied, and the defined morphinan mass fragmentations patterns were used as a targeted identification approach. The proposed 95 morphinans were searched using the full scan chromatogram and findings were validated by mass fragmentation of the correspondent precursor ions. Following this effort, a total of 42 morphinans were detected within the krokodil samples. Due to its homemade nature, krokodil contains a great variety of substances and by-products formed during the reaction. This work highlights the presence of different morphinans formed during the krokodil synthesis. Most of these compounds share the morphine core and some of the pharmacophore sites, which makes them interesting candidates for further clinical and pharmacological studies aiming for possible applications for the treatment of opioid abuse, pain, and several other disorders.</abstract><pub>Elsevier Inc</pub><doi>10.1124/jpet.122.231230</doi><tpages>1</tpages><oa>free_for_read</oa></addata></record>
fulltext fulltext
identifier ISSN: 0022-3565
ispartof The Journal of pharmacology and experimental therapeutics, 2023-06, Vol.385, p.61-61
issn 0022-3565
language eng
recordid cdi_crossref_primary_10_1124_jpet_122_231230
source Alma/SFX Local Collection
title The Homemade Russian Drug Krokodil: Is it Good or Evil?
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-27T19%3A13%3A16IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-elsevier_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=The%20Homemade%20Russian%20Drug%20Krokodil:%20Is%20it%20Good%20or%20Evil?&rft.jtitle=The%20Journal%20of%20pharmacology%20and%20experimental%20therapeutics&rft.au=Alves,%20Emanuele&rft.date=2023-06&rft.volume=385&rft.spage=61&rft.epage=61&rft.pages=61-61&rft.issn=0022-3565&rft_id=info:doi/10.1124/jpet.122.231230&rft_dat=%3Celsevier_cross%3ES0022356524005111%3C/elsevier_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rft_els_id=S0022356524005111&rfr_iscdi=true