Estimation of impurity profiles of drugs and related materials: Part 19: Theme with variations. Identification of impurities in 3-oxosteroids
Due to the varied reactions leading to the 3-oxo group in steroids and the reactivity of its environment, a large number of impurities related to this group are formed during the reaction steps and the degradation studies. In this paper the experiences from the authors laboratory with the 3-oxo-rela...
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| Veröffentlicht in: | Journal of pharmaceutical and biomedical analysis 1998-12, Vol.18 (4), p.511-525 |
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| container_title | Journal of pharmaceutical and biomedical analysis |
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| creator | Görög, S Babják, M Balogh, G Brlik, J Dravecz, F Gazdag, M Horváth, P Laukó, A Varga, K |
| description | Due to the varied reactions leading to the 3-oxo group in steroids and the reactivity of its environment, a large number of impurities related to this group are formed during the reaction steps and the degradation studies. In this paper the experiences from the authors laboratory with the 3-oxo-related impurities in 19-nor-4-ene-3-oxosteroids (norgestrel, norethisterone, nandrolone, its esters and Nestorone™) as well as corticosteroids (prednisolone, mazipredone, etc) are presented. The impurities include saturated 3-ones, 1-ene-3-ones, 5(10)-ene-3-ones, 3-deoxo and 3-ethinyl-3,5-diene derivatives, 6-ene, 8(14)-ene, 6,8(14)-diene, 6-hydroxy (
α and
β), 10
β-hydroxy and 6-one derivatives in 4-ene-3-oxosteroids and 8(9)-ene, 9(11)-ene, 11
α-hydroxy, 11-oxo and 4-ene-3-one derivatives in 11
β-hydroxy-1,4-diene-3-oxosteroids. The chromatographic, spectroscopic and hyphenated techniques used in this study include TLC, GC, HPLC with diode array UV detector, GC-MS, LC-MS and NMR methods. |
| doi_str_mv | 10.1016/S0731-7085(98)00206-4 |
| format | Article |
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α and
β), 10
β-hydroxy and 6-one derivatives in 4-ene-3-oxosteroids and 8(9)-ene, 9(11)-ene, 11
α-hydroxy, 11-oxo and 4-ene-3-one derivatives in 11
β-hydroxy-1,4-diene-3-oxosteroids. The chromatographic, spectroscopic and hyphenated techniques used in this study include TLC, GC, HPLC with diode array UV detector, GC-MS, LC-MS and NMR methods.</description><identifier>ISSN: 0731-7085</identifier><identifier>EISSN: 1873-264X</identifier><identifier>DOI: 10.1016/S0731-7085(98)00206-4</identifier><identifier>PMID: 9919951</identifier><identifier>CODEN: JPBADA</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>3-Oxo steroids ; Analysis ; Biological and medical sciences ; Chromatography, High Pressure Liquid ; Chromatography, Thin Layer ; Drug Contamination ; Gas Chromatography-Mass Spectrometry ; General pharmacology ; Impurity profiles ; Ketosteroids - chemistry ; Magnetic Resonance Spectroscopy ; Mazipredone ; Medical sciences ; Models, Chemical ; Nandrolone esters ; Nestorone ; Norethisterone ; Norgestrel ; Pharmacology. Drug treatments ; Prednisolone ; Spectrophotometry, Ultraviolet</subject><ispartof>Journal of pharmaceutical and biomedical analysis, 1998-12, Vol.18 (4), p.511-525</ispartof><rights>1998 Elsevier Science B.V.</rights><rights>1999 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0731708598002064$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>309,310,314,776,780,785,786,3537,23909,23910,25118,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=1672770$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/9919951$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Görög, S</creatorcontrib><creatorcontrib>Babják, M</creatorcontrib><creatorcontrib>Balogh, G</creatorcontrib><creatorcontrib>Brlik, J</creatorcontrib><creatorcontrib>Dravecz, F</creatorcontrib><creatorcontrib>Gazdag, M</creatorcontrib><creatorcontrib>Horváth, P</creatorcontrib><creatorcontrib>Laukó, A</creatorcontrib><creatorcontrib>Varga, K</creatorcontrib><title>Estimation of impurity profiles of drugs and related materials: Part 19: Theme with variations. Identification of impurities in 3-oxosteroids</title><title>Journal of pharmaceutical and biomedical analysis</title><addtitle>J Pharm Biomed Anal</addtitle><description>Due to the varied reactions leading to the 3-oxo group in steroids and the reactivity of its environment, a large number of impurities related to this group are formed during the reaction steps and the degradation studies. In this paper the experiences from the authors laboratory with the 3-oxo-related impurities in 19-nor-4-ene-3-oxosteroids (norgestrel, norethisterone, nandrolone, its esters and Nestorone™) as well as corticosteroids (prednisolone, mazipredone, etc) are presented. The impurities include saturated 3-ones, 1-ene-3-ones, 5(10)-ene-3-ones, 3-deoxo and 3-ethinyl-3,5-diene derivatives, 6-ene, 8(14)-ene, 6,8(14)-diene, 6-hydroxy (
α and
β), 10
β-hydroxy and 6-one derivatives in 4-ene-3-oxosteroids and 8(9)-ene, 9(11)-ene, 11
α-hydroxy, 11-oxo and 4-ene-3-one derivatives in 11
β-hydroxy-1,4-diene-3-oxosteroids. The chromatographic, spectroscopic and hyphenated techniques used in this study include TLC, GC, HPLC with diode array UV detector, GC-MS, LC-MS and NMR methods.</description><subject>3-Oxo steroids</subject><subject>Analysis</subject><subject>Biological and medical sciences</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Chromatography, Thin Layer</subject><subject>Drug Contamination</subject><subject>Gas Chromatography-Mass Spectrometry</subject><subject>General pharmacology</subject><subject>Impurity profiles</subject><subject>Ketosteroids - chemistry</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Mazipredone</subject><subject>Medical sciences</subject><subject>Models, Chemical</subject><subject>Nandrolone esters</subject><subject>Nestorone</subject><subject>Norethisterone</subject><subject>Norgestrel</subject><subject>Pharmacology. Drug treatments</subject><subject>Prednisolone</subject><subject>Spectrophotometry, Ultraviolet</subject><issn>0731-7085</issn><issn>1873-264X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1998</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkd9qFTEQxoMo9Vh9hEIuROzF1sxuNtn0RqRULRQUrOBdyCazdmT_HJNsbR_CdzanPfTCq4H5fvMNMx9jRyBOQIB6903oBiotuvat6Y6FqIWq5BO2gU43Va3kj6ds84g8Zy9S-iWEaMHIA3ZgDBjTwob9PU-ZJpdpmfkycJq2a6R8x7dxGWjEtGuGuP5M3M2BRxxdxsDLAEZyYzrlX13MHMwpv7rGCfkfytf8xhVxZ5lO-EXAOdNA_v8dVMxp5k213C6p2C0U0kv2bCiu-GpfD9n3j-dXZ5-ryy-fLs4-XFbYgMoVNCAdyA4GNL0z9aB9EUA5Hbzx0vVt0yNI3bTCqyGIXirhFHY66LbMuuaQvXnwLWf-XjFlO1HyOI5uxmVNVhmQSrZ1AY_24NpPGOw2lmfFO7v_X9Ff73WXvBuH6GZP6REDpWutRcHeP2BYjrohjDZ5wtljoIg-27CQBWF3udr7XO0uNGs6e5-rlc0_CWCWCg</recordid><startdate>19981201</startdate><enddate>19981201</enddate><creator>Görög, S</creator><creator>Babják, M</creator><creator>Balogh, G</creator><creator>Brlik, J</creator><creator>Dravecz, F</creator><creator>Gazdag, M</creator><creator>Horváth, P</creator><creator>Laukó, A</creator><creator>Varga, K</creator><general>Elsevier B.V</general><general>Elsevier Science</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>7X8</scope></search><sort><creationdate>19981201</creationdate><title>Estimation of impurity profiles of drugs and related materials: Part 19: Theme with variations. Identification of impurities in 3-oxosteroids</title><author>Görög, S ; Babják, M ; Balogh, G ; Brlik, J ; Dravecz, F ; Gazdag, M ; Horváth, P ; Laukó, A ; Varga, K</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-e316t-1314a1481fe9ba92f7ce3116a7dc9c4ab53be147350c6fd0b460a6e87d75131a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1998</creationdate><topic>3-Oxo steroids</topic><topic>Analysis</topic><topic>Biological and medical sciences</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Chromatography, Thin Layer</topic><topic>Drug Contamination</topic><topic>Gas Chromatography-Mass Spectrometry</topic><topic>General pharmacology</topic><topic>Impurity profiles</topic><topic>Ketosteroids - chemistry</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Mazipredone</topic><topic>Medical sciences</topic><topic>Models, Chemical</topic><topic>Nandrolone esters</topic><topic>Nestorone</topic><topic>Norethisterone</topic><topic>Norgestrel</topic><topic>Pharmacology. Drug treatments</topic><topic>Prednisolone</topic><topic>Spectrophotometry, Ultraviolet</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Görög, S</creatorcontrib><creatorcontrib>Babják, M</creatorcontrib><creatorcontrib>Balogh, G</creatorcontrib><creatorcontrib>Brlik, J</creatorcontrib><creatorcontrib>Dravecz, F</creatorcontrib><creatorcontrib>Gazdag, M</creatorcontrib><creatorcontrib>Horváth, P</creatorcontrib><creatorcontrib>Laukó, A</creatorcontrib><creatorcontrib>Varga, K</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</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>Görög, S</au><au>Babják, M</au><au>Balogh, G</au><au>Brlik, J</au><au>Dravecz, F</au><au>Gazdag, M</au><au>Horváth, P</au><au>Laukó, A</au><au>Varga, K</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Estimation of impurity profiles of drugs and related materials: Part 19: Theme with variations. Identification of impurities in 3-oxosteroids</atitle><jtitle>Journal of pharmaceutical and biomedical analysis</jtitle><addtitle>J Pharm Biomed Anal</addtitle><date>1998-12-01</date><risdate>1998</risdate><volume>18</volume><issue>4</issue><spage>511</spage><epage>525</epage><pages>511-525</pages><issn>0731-7085</issn><eissn>1873-264X</eissn><coden>JPBADA</coden><abstract>Due to the varied reactions leading to the 3-oxo group in steroids and the reactivity of its environment, a large number of impurities related to this group are formed during the reaction steps and the degradation studies. In this paper the experiences from the authors laboratory with the 3-oxo-related impurities in 19-nor-4-ene-3-oxosteroids (norgestrel, norethisterone, nandrolone, its esters and Nestorone™) as well as corticosteroids (prednisolone, mazipredone, etc) are presented. The impurities include saturated 3-ones, 1-ene-3-ones, 5(10)-ene-3-ones, 3-deoxo and 3-ethinyl-3,5-diene derivatives, 6-ene, 8(14)-ene, 6,8(14)-diene, 6-hydroxy (
α and
β), 10
β-hydroxy and 6-one derivatives in 4-ene-3-oxosteroids and 8(9)-ene, 9(11)-ene, 11
α-hydroxy, 11-oxo and 4-ene-3-one derivatives in 11
β-hydroxy-1,4-diene-3-oxosteroids. The chromatographic, spectroscopic and hyphenated techniques used in this study include TLC, GC, HPLC with diode array UV detector, GC-MS, LC-MS and NMR methods.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><pmid>9919951</pmid><doi>10.1016/S0731-7085(98)00206-4</doi><tpages>15</tpages></addata></record> |
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| subjects | 3-Oxo steroids Analysis Biological and medical sciences Chromatography, High Pressure Liquid Chromatography, Thin Layer Drug Contamination Gas Chromatography-Mass Spectrometry General pharmacology Impurity profiles Ketosteroids - chemistry Magnetic Resonance Spectroscopy Mazipredone Medical sciences Models, Chemical Nandrolone esters Nestorone Norethisterone Norgestrel Pharmacology. Drug treatments Prednisolone Spectrophotometry, Ultraviolet |
| title | Estimation of impurity profiles of drugs and related materials: Part 19: Theme with variations. Identification of impurities in 3-oxosteroids |
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