Micelle Formation and Its Relationship to Solubility Behavior of 2-Butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl Ketone Hydrochloride
Micelle formation by 2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl ketone hydrochloride was studied by conductance measurements. The CMC was approximately 0.05% and was independent of temperature between 20 and 50°. The heat of formation for the micelle was calculated to be 6.9...
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Veröffentlicht in: | Journal of pharmaceutical sciences 1975-11, Vol.64 (11), p.1830-1833 |
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creator | Ravin, Louis J. Rattie, Elisabeth S. Shami, Elie G. |
description | Micelle formation by 2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl ketone hydrochloride was studied by conductance measurements. The CMC was approximately 0.05% and was independent of temperature between 20 and 50°. The heat of formation for the micelle was calculated to be 6.9 kcal/mole. The unusual solubility behavior of the compound was attributed to its ability to form micelles. Ultracentrifuge studies indicate the molecular weight of the micelle to be approximately 100,000. Anions such as chloride, sulfate, acetate, tartrate, and citrate significantly affect the equilibrium solubility of the compound. NMR spectroscopic data indicate that the solubility behavior, in part, is related to an effect on the CMC of the compound by the anionic environment. |
doi_str_mv | 10.1002/jps.2600641117 |
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The CMC was approximately 0.05% and was independent of temperature between 20 and 50°. The heat of formation for the micelle was calculated to be 6.9 kcal/mole. The unusual solubility behavior of the compound was attributed to its ability to form micelles. Ultracentrifuge studies indicate the molecular weight of the micelle to be approximately 100,000. Anions such as chloride, sulfate, acetate, tartrate, and citrate significantly affect the equilibrium solubility of the compound. NMR spectroscopic data indicate that the solubility behavior, in part, is related to an effect on the CMC of the compound by the anionic environment.</description><identifier>ISSN: 0022-3549</identifier><identifier>EISSN: 1520-6017</identifier><identifier>DOI: 10.1002/jps.2600641117</identifier><language>eng</language><publisher>Washington: Elsevier Inc</publisher><subject>2-Butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3 ; 2-Butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl ketone hydrochloride—micelle formation, relationship to solubility ; 5-diiodophenydophenyl ketone hydrochloride ; 5-diiodophenyl ketone hydrochloride ; 5-diiodophenyl ketone hydrochloride-micelle formation ; micelle formation ; Micelle-2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3 ; Micelle—2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl ketone hydrochloride, relationship to solubility ; relationship to solubility ; Solubility-2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3 ; Solubility—2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenydophenyl ketone hydrochloride, micelle formation</subject><ispartof>Journal of pharmaceutical sciences, 1975-11, Vol.64 (11), p.1830-1833</ispartof><rights>1975 Wiley-Liss, Inc., A Wiley Company</rights><rights>Copyright © 1975 Wiley‐Liss, Inc., A Wiley Company</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3747-593f6da5b098fde6460982333a56e87e833169cfd52f97e0e4961787c64129a43</citedby><cites>FETCH-LOGICAL-c3747-593f6da5b098fde6460982333a56e87e833169cfd52f97e0e4961787c64129a43</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fjps.2600641117$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjps.2600641117$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Ravin, Louis J.</creatorcontrib><creatorcontrib>Rattie, Elisabeth S.</creatorcontrib><creatorcontrib>Shami, Elie G.</creatorcontrib><title>Micelle Formation and Its Relationship to Solubility Behavior of 2-Butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl Ketone Hydrochloride</title><title>Journal of pharmaceutical sciences</title><addtitle>J. Pharm. Sci</addtitle><description>Micelle formation by 2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl ketone hydrochloride was studied by conductance measurements. The CMC was approximately 0.05% and was independent of temperature between 20 and 50°. The heat of formation for the micelle was calculated to be 6.9 kcal/mole. The unusual solubility behavior of the compound was attributed to its ability to form micelles. Ultracentrifuge studies indicate the molecular weight of the micelle to be approximately 100,000. Anions such as chloride, sulfate, acetate, tartrate, and citrate significantly affect the equilibrium solubility of the compound. NMR spectroscopic data indicate that the solubility behavior, in part, is related to an effect on the CMC of the compound by the anionic environment.</description><subject>2-Butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3</subject><subject>2-Butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl ketone hydrochloride—micelle formation, relationship to solubility</subject><subject>5-diiodophenydophenyl ketone hydrochloride</subject><subject>5-diiodophenyl ketone hydrochloride</subject><subject>5-diiodophenyl ketone hydrochloride-micelle formation</subject><subject>micelle formation</subject><subject>Micelle-2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3</subject><subject>Micelle—2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl ketone hydrochloride, relationship to solubility</subject><subject>relationship to solubility</subject><subject>Solubility-2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3</subject><subject>Solubility—2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenydophenyl ketone hydrochloride, micelle formation</subject><issn>0022-3549</issn><issn>1520-6017</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1975</creationdate><recordtype>article</recordtype><recordid>eNqFkE1vFCEYgInRxLV69cxRE1n5GGA42k27rdaPWI0HYwg7vJOhssMGZmvHX-LPFV2j8WA88UKeh7x5EHrI6JJRyp9e7cqSK0pVwxjTt9CCSU6JokzfRosKcCJkY-6ie6Vc0YpRKRfo28vQQYyAT1PeuimkEbvR4_Op4LcQfz6UIezwlPBlivtNiGGa8TEM7jqkjFOPOTneT3Mkgmxg_Jr6fXZjvTbkIyePfIBpmKPbhjE9rmO6mT8R8UQSH0LyaTdAZfELmNII-Gz2OXVDTDl4uI_u9C4WePDrPELvT0_erc7Ixev1-erZBemEbjSRRvTKO7mhpu09qEbVgQshnFTQamiFYMp0vZe8NxooNEYx3equVuLGNeIILQ__djmVkqG3uxy2Ls-WUfujq61d7Z-uVTAH4UuIMP-Hts_fXP7lkoMbygQ3v12XP1ulhZb2w6u1pStTrTW3beXbAw-1wHWAbEsXYOzAhwzdZH0K_1rzOw0Fn0Y</recordid><startdate>197511</startdate><enddate>197511</enddate><creator>Ravin, Louis J.</creator><creator>Rattie, Elisabeth S.</creator><creator>Shami, Elie G.</creator><general>Elsevier Inc</general><general>Wiley Subscription Services, Inc., A Wiley Company</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>197511</creationdate><title>Micelle Formation and Its Relationship to Solubility Behavior of 2-Butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl Ketone Hydrochloride</title><author>Ravin, Louis J. ; Rattie, Elisabeth S. ; Shami, Elie G.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3747-593f6da5b098fde6460982333a56e87e833169cfd52f97e0e4961787c64129a43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1975</creationdate><topic>2-Butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3</topic><topic>2-Butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl ketone hydrochloride—micelle formation, relationship to solubility</topic><topic>5-diiodophenydophenyl ketone hydrochloride</topic><topic>5-diiodophenyl ketone hydrochloride</topic><topic>5-diiodophenyl ketone hydrochloride-micelle formation</topic><topic>micelle formation</topic><topic>Micelle-2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3</topic><topic>Micelle—2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl ketone hydrochloride, relationship to solubility</topic><topic>relationship to solubility</topic><topic>Solubility-2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3</topic><topic>Solubility—2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenydophenyl ketone hydrochloride, micelle formation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ravin, Louis J.</creatorcontrib><creatorcontrib>Rattie, Elisabeth S.</creatorcontrib><creatorcontrib>Shami, Elie G.</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>Journal of pharmaceutical sciences</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ravin, Louis J.</au><au>Rattie, Elisabeth S.</au><au>Shami, Elie G.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Micelle Formation and Its Relationship to Solubility Behavior of 2-Butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl Ketone Hydrochloride</atitle><jtitle>Journal of pharmaceutical sciences</jtitle><addtitle>J. Pharm. Sci</addtitle><date>1975-11</date><risdate>1975</risdate><volume>64</volume><issue>11</issue><spage>1830</spage><epage>1833</epage><pages>1830-1833</pages><issn>0022-3549</issn><eissn>1520-6017</eissn><abstract>Micelle formation by 2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl ketone hydrochloride was studied by conductance measurements. The CMC was approximately 0.05% and was independent of temperature between 20 and 50°. The heat of formation for the micelle was calculated to be 6.9 kcal/mole. The unusual solubility behavior of the compound was attributed to its ability to form micelles. Ultracentrifuge studies indicate the molecular weight of the micelle to be approximately 100,000. Anions such as chloride, sulfate, acetate, tartrate, and citrate significantly affect the equilibrium solubility of the compound. NMR spectroscopic data indicate that the solubility behavior, in part, is related to an effect on the CMC of the compound by the anionic environment.</abstract><cop>Washington</cop><pub>Elsevier Inc</pub><doi>10.1002/jps.2600641117</doi><tpages>4</tpages></addata></record> |
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source | Wiley Online Library Journals Frontfile Complete; Alma/SFX Local Collection |
subjects | 2-Butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3 2-Butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl ketone hydrochloride—micelle formation, relationship to solubility 5-diiodophenydophenyl ketone hydrochloride 5-diiodophenyl ketone hydrochloride 5-diiodophenyl ketone hydrochloride-micelle formation micelle formation Micelle-2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3 Micelle—2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl ketone hydrochloride, relationship to solubility relationship to solubility Solubility-2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3 Solubility—2-butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenydophenyl ketone hydrochloride, micelle formation |
title | Micelle Formation and Its Relationship to Solubility Behavior of 2-Butyl-3-benzofuranyl-4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl Ketone Hydrochloride |
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