Prednylidene: Difference between revisions
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| synonyms = <small>(8''S'',9''S'',10''R'',11''S'',13''S'',14''S'',17''R'')-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-16-methylidene-6,7,8,9,11,12,14,15-octahydrocyclopenta[''a'']phenanthren-3-one</small> | | synonyms = <small>(8''S'',9''S'',10''R'',11''S'',13''S'',14''S'',17''R'')-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-16-methylidene-6,7,8,9,11,12,14,15-octahydrocyclopenta[''a'']phenanthren-3-one</small> | ||
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==Overview== | |||
'''Prednylidene''' is a [[glucocorticoid]]<ref name="pmid10423179">{{cite journal |author=Buttgereit F, Brand MD, Burmester GR |title=Equivalent doses and relative drug potencies for non-genomic glucocorticoid effects: a novel glucocorticoid hierarchy |journal=Biochem. Pharmacol. |volume=58 |issue=2 |pages=363–8 |date=July 1999 |pmid=10423179 |doi= 10.1016/S0006-2952(99)00090-8|url=http://linkinghub.elsevier.com/retrieve/pii/S0006-2952(99)00090-8}}</ref> for systemic use. | '''Prednylidene''' is a [[glucocorticoid]]<ref name="pmid10423179">{{cite journal |author=Buttgereit F, Brand MD, Burmester GR |title=Equivalent doses and relative drug potencies for non-genomic glucocorticoid effects: a novel glucocorticoid hierarchy |journal=Biochem. Pharmacol. |volume=58 |issue=2 |pages=363–8 |date=July 1999 |pmid=10423179 |doi= 10.1016/S0006-2952(99)00090-8|url=http://linkinghub.elsevier.com/retrieve/pii/S0006-2952(99)00090-8}}</ref> for systemic use. | ||
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==Synthesis== | ==Synthesis== | ||
[[Curvularia]] | [[Curvularia]] | ||
[[File: | [[File:Prednylidene_synthesis.png|thumb|center|700px|Prednylidene synthesis:<ref>{{Cite doi|10.1016/S0040-4039(01)99336-0}}</ref>]] | ||
==References== | ==References== | ||
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[[Category:Glucocorticoids]] | [[Category:Glucocorticoids]] | ||
[[Category:Drug]] | |||
Latest revision as of 19:51, 15 April 2015
Clinical data | |
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Synonyms | (8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-16-methylidene-6,7,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthren-3-one |
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UNII | |
E number | {{#property:P628}} |
ECHA InfoCard | {{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value). |
Chemical and physical data | |
Formula | C22H28O5 |
Molar mass | 372.455 |
3D model (JSmol) | |
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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]
Overview
Prednylidene is a glucocorticoid[1] for systemic use.
Substitution at position 16 also leads to more potent corticosteroids. The additional steric bulk introduced by such substituents adjacent to the dihydroxyacetone side chain also protects that moiety against metabolic degradation.
Synthesis
References
- ↑ Buttgereit F, Brand MD, Burmester GR (July 1999). "Equivalent doses and relative drug potencies for non-genomic glucocorticoid effects: a novel glucocorticoid hierarchy". Biochem. Pharmacol. 58 (2): 363–8. doi:10.1016/S0006-2952(99)00090-8. PMID 10423179.
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