Tropane 1813968 214713225 2008-05-24T22:50:09Z Jsarratt 5138936 {{chembox new | Reference =<ref>''Merck Index'', 11th Edition, '''9689'''.</ref> | ImageFileL1 = Tropane.png | ImageSizeL1 = 150px | ImageFileR1 = Tropane-3D-sticks.png | ImageSizeR1 = 150px | IUPACName = 8-Methyl-8-azabicyclo[3.2.1]octane | OtherNames = 2,3-Dihydro-8-methylnortropidine | Section1 = {{Chembox Identifiers | Abbreviations = | CASNo = 529-17-9 | EINECS = | PubChem = 637986 | SMILES = CN1C2CCC1CCC2 | InChI = | RTECS = | MeSHName = | ChEBI = | KEGG = | ATCCode_prefix = | ATCCode_suffix = | ATC_Supplemental =}} | Section2 = {{Chembox Properties | Formula = C<sub>8</sub>H<sub>15</sub>N | MolarMass = 125.211 g/mol | Appearance = | Density = 0.9259 at 15 °C | MeltingPt = | Melting_notes = | BoilingPt = 163-169 °C | Boiling_notes = | Solubility = | SolubleOther = | Solvent = | pKa = | pKb = }} | Section7 = {{Chembox Hazards | EUClass = | EUIndex = | MainHazards = | NFPA-H = | NFPA-F = | NFPA-R = | NFPA-O = | RPhrases = | SPhrases = | RSPhrases = | FlashPt = | Autoignition = | ExploLimits = | PEL = }} }} '''Tropane''' is a [[nitrogen]]ous [[bicyclic]] [[organic compound]]. It is mainly known for a group of [[alkaloid]]s derived from it (called [[tropane alkaloid]]s), which include, among others, [[atropine]] and [[cocaine]]. Both alkaloids contain [[tropinone]] from which tropane is a derivate. Tropane alkaloids occur in [[plant]]s of the families [[Erythroxylaceae]] (including [[coca]]) and [[Solanaceae]] (including [[Mandrake (plant)|mandrake]], [[henbane]], [[deadly nightshade]], [[datura]], [[potato]], [[tomato]]) .<ref>{{cite web | title=Atropine content of plants | work=USDA, ARS, National Genetic Resources Program. Phytochemical and Ethnobotanical Databases. <nowiki>[Online Database]</nowiki> National Germplasm Resources Laboratory, Beltsville, Maryland | url=http://sun.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical=ATROPINE | accessmonthday=July 25 | accessyear=2005}}</ref><ref>{{cite web | title=Cocaine content of plants | work=USDA, ARS, National Genetic Resources Program. Phytochemical and Ethnobotanical Databases. <nowiki>[Online Database]</nowiki> National Germplasm Resources Laboratory, Beltsville, Maryland | url=http://sun.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical=COCAINE | accessmonthday=July 25 | accessyear=2005}}</ref> 8-Azabicyclo[3.2.1]octane (tropane without the 8-[[methyl group]]) is known as nortropane or nor-tropane.<br /> Condensation [[piperidine]] and [[pyrrolidine]] produce tropane. == See also == * [[Phenyltropane]] * [[Tropane alkaloid]] == References == {{Reflist}} ==External links== [[Category:Alkaloids]] [[Category:Tropanes| ]] {{amine-stub}} [[de:Tropan]] [[es:Tropano]] [[lt:Tropanas]] [[pl:Tropan]] [[ro:Alcaloizi tropanici]]