A study on structural characterization of degradation products of cangrelor using LC/QTOF/MS/MS and NMR
[Display omitted] •Cangrelor was subjected to acid, base and peroxide stress conditions.•Acid and peroxide sensitive hydrolysis resulted in formation of six degradation products.•Structures of all the six degradation products were established by extensive characterization of LC/QTOF/MS/MS and NMR.•L...
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| Veröffentlicht in: | Journal of pharmaceutical and biomedical analysis 2019-06, Vol.170, p.327-334 |
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| container_title | Journal of pharmaceutical and biomedical analysis |
| container_volume | 170 |
| creator | Guvvala, Vinodh Chidambaram Subramanian, Venkatesan Anireddy, Jaya Shree |
| description | [Display omitted]
•Cangrelor was subjected to acid, base and peroxide stress conditions.•Acid and peroxide sensitive hydrolysis resulted in formation of six degradation products.•Structures of all the six degradation products were established by extensive characterization of LC/QTOF/MS/MS and NMR.•Liquid chromatography method compatible with mass spectrometry was developed.•Mass fragmentation pathway was established for the cangrelor and degradation products.
A complete degradation study was performed on cangrelor drug substance as per the ICH guidelines. The study reveals that a total of six degradation products (DP-1 to DP-6) were found and out of these, three unknown degradation products (DP-1, DP-5 and DP-6) were not reported in the literature. Based on the degradation study, the drug substance cangrelor was found to be sensitive towards acidic, basic and oxidative conditions. Besides, it was stable under thermal and photolytic stress conditions. The degradation products were characterized by using advanced LC/QTOF and MS/MS analysis. Further, the structures were characterized by NMR studies. The identified degradation products of cangrelor are valuable for cangrelor manufacturing process and quality control. |
| doi_str_mv | 10.1016/j.jpba.2019.03.031 |
| format | Article |
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•Cangrelor was subjected to acid, base and peroxide stress conditions.•Acid and peroxide sensitive hydrolysis resulted in formation of six degradation products.•Structures of all the six degradation products were established by extensive characterization of LC/QTOF/MS/MS and NMR.•Liquid chromatography method compatible with mass spectrometry was developed.•Mass fragmentation pathway was established for the cangrelor and degradation products.
A complete degradation study was performed on cangrelor drug substance as per the ICH guidelines. The study reveals that a total of six degradation products (DP-1 to DP-6) were found and out of these, three unknown degradation products (DP-1, DP-5 and DP-6) were not reported in the literature. Based on the degradation study, the drug substance cangrelor was found to be sensitive towards acidic, basic and oxidative conditions. Besides, it was stable under thermal and photolytic stress conditions. The degradation products were characterized by using advanced LC/QTOF and MS/MS analysis. Further, the structures were characterized by NMR studies. The identified degradation products of cangrelor are valuable for cangrelor manufacturing process and quality control.</description><identifier>ISSN: 0731-7085</identifier><identifier>EISSN: 1873-264X</identifier><identifier>DOI: 10.1016/j.jpba.2019.03.031</identifier><identifier>PMID: 30978606</identifier><language>eng</language><publisher>England: Elsevier B.V</publisher><subject>Cangrelor ; Degradation products ; LC/QTOF/MS/MS ; NMR ; Stressed degradation</subject><ispartof>Journal of pharmaceutical and biomedical analysis, 2019-06, Vol.170, p.327-334</ispartof><rights>2019 Elsevier B.V.</rights><rights>Copyright © 2019 Elsevier B.V. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c382t-2a84bb24dd9ae676e847ce3415f7ae012e77aa784072f61f28fb385051f39ae83</citedby><cites>FETCH-LOGICAL-c382t-2a84bb24dd9ae676e847ce3415f7ae012e77aa784072f61f28fb385051f39ae83</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0731708518321812$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/30978606$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Guvvala, Vinodh</creatorcontrib><creatorcontrib>Chidambaram Subramanian, Venkatesan</creatorcontrib><creatorcontrib>Anireddy, Jaya Shree</creatorcontrib><title>A study on structural characterization of degradation products of cangrelor using LC/QTOF/MS/MS and NMR</title><title>Journal of pharmaceutical and biomedical analysis</title><addtitle>J Pharm Biomed Anal</addtitle><description>[Display omitted]
•Cangrelor was subjected to acid, base and peroxide stress conditions.•Acid and peroxide sensitive hydrolysis resulted in formation of six degradation products.•Structures of all the six degradation products were established by extensive characterization of LC/QTOF/MS/MS and NMR.•Liquid chromatography method compatible with mass spectrometry was developed.•Mass fragmentation pathway was established for the cangrelor and degradation products.
A complete degradation study was performed on cangrelor drug substance as per the ICH guidelines. The study reveals that a total of six degradation products (DP-1 to DP-6) were found and out of these, three unknown degradation products (DP-1, DP-5 and DP-6) were not reported in the literature. Based on the degradation study, the drug substance cangrelor was found to be sensitive towards acidic, basic and oxidative conditions. Besides, it was stable under thermal and photolytic stress conditions. The degradation products were characterized by using advanced LC/QTOF and MS/MS analysis. Further, the structures were characterized by NMR studies. The identified degradation products of cangrelor are valuable for cangrelor manufacturing process and quality control.</description><subject>Cangrelor</subject><subject>Degradation products</subject><subject>LC/QTOF/MS/MS</subject><subject>NMR</subject><subject>Stressed degradation</subject><issn>0731-7085</issn><issn>1873-264X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNp9kF1LwzAYhYMoOqd_wAvppTfd8tE2KXgjw6kwFb_Au5Amb2dG186kFeavN6XTS-FAvp5zyHsQOiN4QjDJpqvJalOoCcUkn2AWRPbQiAjOYpol7_tohDkjMcciPULH3q8wxinJk0N0xHDORYazEVpeRb7tzDZq6rBxnW47p6pIfyindAvOfqvWhremjAwsnTLDceMaE1jf32tVLx1UjYs6b-tltJhNn14f59P7l6BI1SZ6uH8-QQelqjyc7tYxeptfv85u48Xjzd3sahFrJmgbUyWSoqCJMbmCjGcgEq6BJSQtuQJMKHCuFBcJ5rTMSElFWTCRhrlKFhyCjdHFkBt--NmBb-Xaeg1VpWpoOi8pxXma5yLrUTqg2jXeOyjlxtm1cltJsOwLlivZFyz7giVmQSSYznf5XbEG82f5bTQAlwMAYcovC056baHWYKwD3UrT2P_yfwChVov1</recordid><startdate>20190605</startdate><enddate>20190605</enddate><creator>Guvvala, Vinodh</creator><creator>Chidambaram Subramanian, Venkatesan</creator><creator>Anireddy, Jaya Shree</creator><general>Elsevier B.V</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20190605</creationdate><title>A study on structural characterization of degradation products of cangrelor using LC/QTOF/MS/MS and NMR</title><author>Guvvala, Vinodh ; Chidambaram Subramanian, Venkatesan ; Anireddy, Jaya Shree</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c382t-2a84bb24dd9ae676e847ce3415f7ae012e77aa784072f61f28fb385051f39ae83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Cangrelor</topic><topic>Degradation products</topic><topic>LC/QTOF/MS/MS</topic><topic>NMR</topic><topic>Stressed degradation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Guvvala, Vinodh</creatorcontrib><creatorcontrib>Chidambaram Subramanian, Venkatesan</creatorcontrib><creatorcontrib>Anireddy, Jaya Shree</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of pharmaceutical and biomedical analysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Guvvala, Vinodh</au><au>Chidambaram Subramanian, Venkatesan</au><au>Anireddy, Jaya Shree</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A study on structural characterization of degradation products of cangrelor using LC/QTOF/MS/MS and NMR</atitle><jtitle>Journal of pharmaceutical and biomedical analysis</jtitle><addtitle>J Pharm Biomed Anal</addtitle><date>2019-06-05</date><risdate>2019</risdate><volume>170</volume><spage>327</spage><epage>334</epage><pages>327-334</pages><issn>0731-7085</issn><eissn>1873-264X</eissn><abstract>[Display omitted]
•Cangrelor was subjected to acid, base and peroxide stress conditions.•Acid and peroxide sensitive hydrolysis resulted in formation of six degradation products.•Structures of all the six degradation products were established by extensive characterization of LC/QTOF/MS/MS and NMR.•Liquid chromatography method compatible with mass spectrometry was developed.•Mass fragmentation pathway was established for the cangrelor and degradation products.
A complete degradation study was performed on cangrelor drug substance as per the ICH guidelines. The study reveals that a total of six degradation products (DP-1 to DP-6) were found and out of these, three unknown degradation products (DP-1, DP-5 and DP-6) were not reported in the literature. Based on the degradation study, the drug substance cangrelor was found to be sensitive towards acidic, basic and oxidative conditions. Besides, it was stable under thermal and photolytic stress conditions. The degradation products were characterized by using advanced LC/QTOF and MS/MS analysis. Further, the structures were characterized by NMR studies. The identified degradation products of cangrelor are valuable for cangrelor manufacturing process and quality control.</abstract><cop>England</cop><pub>Elsevier B.V</pub><pmid>30978606</pmid><doi>10.1016/j.jpba.2019.03.031</doi><tpages>8</tpages></addata></record> |
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| source | Elsevier ScienceDirect Journals |
| subjects | Cangrelor Degradation products LC/QTOF/MS/MS NMR Stressed degradation |
| title | A study on structural characterization of degradation products of cangrelor using LC/QTOF/MS/MS and NMR |
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