Conformation of a trans-Diaxial Decalin Analog of Acetylcholine
The three-dimensional structure of 3(a)-dimethylamino-2(a)-acetoxy-trans-decalin methiodide was determined by X-ray crystallographic analysis. The spatial disposition of the N+—C—C—O grouping of atoms was found to be anticlinal (147°). A conformation of + 150 ± 15° for this linkage is felt to be one...
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| Veröffentlicht in: | Journal of pharmaceutical sciences 1971-09, Vol.60 (9), p.1364-1367 |
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| container_end_page | 1367 |
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| container_issue | 9 |
| container_start_page | 1364 |
| container_title | Journal of pharmaceutical sciences |
| container_volume | 60 |
| creator | Shefter, Eli Smissman, E.E. |
| description | The three-dimensional structure of 3(a)-dimethylamino-2(a)-acetoxy-trans-decalin methiodide was determined by X-ray crystallographic analysis. The spatial disposition of the N+—C—C—O grouping of atoms was found to be anticlinal (147°). A conformation of + 150 ± 15° for this linkage is felt to be one of a number of factors important in influencing the muscarinic potency and hydrolytic activity of a cholinergic ligand. |
| doi_str_mv | 10.1002/jps.2600600916 |
| format | Article |
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The spatial disposition of the N+—C—C—O grouping of atoms was found to be anticlinal (147°). A conformation of + 150 ± 15° for this linkage is felt to be one of a number of factors important in influencing the muscarinic potency and hydrolytic activity of a cholinergic ligand.</description><identifier>ISSN: 0022-3549</identifier><identifier>EISSN: 1520-6017</identifier><identifier>DOI: 10.1002/jps.2600600916</identifier><identifier>PMID: 5567585</identifier><language>eng</language><publisher>Washington: Elsevier Inc</publisher><subject>3(a) - Dimethylamino - 2(a) - acetoxy - trans - decalin methiodide-conformational X-ray analysis ; 3(a) - Dimethylamino - 2(a) - acetoxy - trans - decalin methiodide—conformational X-ray analysis, muscarinic potency ; 3(a)-dimethylamino-2(a)-acetoxy-trans-decalin methiodide ; Acetylcholine ; Chemistry, Pharmaceutical ; Models, Structural ; muscarinic potency ; Muscarinic potency-acetylcholine-decalin analog conformation ; Naphthalenes - analysis ; Parasympathomimetics - analysis ; Stereoisomerism ; X-ray crystallography-conformation ; X-ray crystallography—conformation, 3(a)-dimethylamino-2(a)-acetoxy-trans-decalin methiodide ; X-Ray Diffraction</subject><ispartof>Journal of pharmaceutical sciences, 1971-09, Vol.60 (9), p.1364-1367</ispartof><rights>1971 Wiley-Liss, Inc., A Wiley Company</rights><rights>Copyright © 1971 Wiley‐Liss, Inc., A Wiley Company</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4276-9de340e96f8e3378f98ae0f4dd2fb4c27441ae27625d8eb6064a7655055638183</citedby><cites>FETCH-LOGICAL-c4276-9de340e96f8e3378f98ae0f4dd2fb4c27441ae27625d8eb6064a7655055638183</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.2600600916$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjps.2600600916$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,778,782,1414,27907,27908,45557,45558</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/5567585$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Shefter, Eli</creatorcontrib><creatorcontrib>Smissman, E.E.</creatorcontrib><title>Conformation of a trans-Diaxial Decalin Analog of Acetylcholine</title><title>Journal of pharmaceutical sciences</title><addtitle>J. Pharm. Sci</addtitle><description>The three-dimensional structure of 3(a)-dimethylamino-2(a)-acetoxy-trans-decalin methiodide was determined by X-ray crystallographic analysis. The spatial disposition of the N+—C—C—O grouping of atoms was found to be anticlinal (147°). 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Pharm. Sci</addtitle><date>1971-09</date><risdate>1971</risdate><volume>60</volume><issue>9</issue><spage>1364</spage><epage>1367</epage><pages>1364-1367</pages><issn>0022-3549</issn><eissn>1520-6017</eissn><abstract>The three-dimensional structure of 3(a)-dimethylamino-2(a)-acetoxy-trans-decalin methiodide was determined by X-ray crystallographic analysis. The spatial disposition of the N+—C—C—O grouping of atoms was found to be anticlinal (147°). A conformation of + 150 ± 15° for this linkage is felt to be one of a number of factors important in influencing the muscarinic potency and hydrolytic activity of a cholinergic ligand.</abstract><cop>Washington</cop><pub>Elsevier Inc</pub><pmid>5567585</pmid><doi>10.1002/jps.2600600916</doi><tpages>4</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0022-3549 |
| ispartof | Journal of pharmaceutical sciences, 1971-09, Vol.60 (9), p.1364-1367 |
| issn | 0022-3549 1520-6017 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_74918071 |
| source | MEDLINE; Wiley Online Library Journals Frontfile Complete; Alma/SFX Local Collection |
| subjects | 3(a) - Dimethylamino - 2(a) - acetoxy - trans - decalin methiodide-conformational X-ray analysis 3(a) - Dimethylamino - 2(a) - acetoxy - trans - decalin methiodide—conformational X-ray analysis, muscarinic potency 3(a)-dimethylamino-2(a)-acetoxy-trans-decalin methiodide Acetylcholine Chemistry, Pharmaceutical Models, Structural muscarinic potency Muscarinic potency-acetylcholine-decalin analog conformation Naphthalenes - analysis Parasympathomimetics - analysis Stereoisomerism X-ray crystallography-conformation X-ray crystallography—conformation, 3(a)-dimethylamino-2(a)-acetoxy-trans-decalin methiodide X-Ray Diffraction |
| title | Conformation of a trans-Diaxial Decalin Analog of Acetylcholine |
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