Tropane

Tropane[1]
Identifiers
CAS number 529-17-9
PubChem 637986
ChemSpider 553556 YesY
ChEBI CHEBI:35615 YesY
Jmol-3D images Image 1
Properties
Molecular formula C8H15N
Molar mass 125.211 g/mol
Density 0.9259 at 15 °C
Boiling point

163-169 °C

 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Tropane is a nitrogenous bicyclic organic compound. It is mainly known for a group of alkaloids derived from it (called tropane alkaloids), which include, among others, atropine and cocaine. Both alkaloids contain tropinone from which tropane is a derivate. Tropane alkaloids occur in plants of the families Erythroxylaceae (including coca) and Solanaceae (including mandrake, henbane, deadly nightshade, datura, potato, tomato).[2][3]

The nitrogen bridge is between C-1 and C-5; two asymmetric carbons, but tropane is optically inactive due to symmetry.

8-Azabicyclo[3.2.1]octane (tropane without the 8-methyl group) is known as nortropane or nor-tropane.

See also

References

  1. ^ Merck Index, 11th Edition, 9689.
  2. ^ "Atropine content of plants". USDA, ARS, National Genetic Resources Program. Phytochemical and Ethnobotanical Databases. [Online Database] National Germplasm Resources Laboratory, Beltsville, Maryland. http://sun.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical=ATROPINE. Retrieved July 25, 2005. 
  3. ^ "Cocaine content of plants". USDA, ARS, National Genetic Resources Program. Phytochemical and Ethnobotanical Databases. [Online Database] National Germplasm Resources Laboratory, Beltsville, Maryland. http://sun.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical=COCAINE. Retrieved July 25, 2005. 

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Look at other dictionaries:

  • Tropane — Tropane …   Wikipédia en Français

  • tropane — noun A nitrogenous bicyclic heterocycle, mainly known for a group of alkaloids derived from it, including atropine and cocaine …   Wiktionary

  • tropane — 1. A bicyclic hydrocarbon, the fundamental structure of tropine, atropine, and other physiologically active substances. 2. In plural form, a class of alkaloids containing the t. (1) structure. * * * tro·pane trō .pān n a bicyclic tertiary amine… …   Medical dictionary

  • tropane — tro·pane …   English syllables

  • tropane — ˈtrōˌpān noun ( s) Etymology: trop (II) + ane : a bicyclic tertiary amine C8H15N that is the parent compound of atropine, cocaine, and related alkaloids and that may be regarded as cycloheptane with a methyl imino bridge : dihydro tropidine …   Useful english dictionary

  • Tropane alkaloid — Tropane alkaloids, also known as Belladonna alkaloids are a class of alkaloids and secondary metabolites that contain a tropane ring in their chemical structure. Tropane alkaloids occur naturally in many members of the plant family… …   Wikipedia

  • tropane alkaloid — n any of a large group of alkaloids (as cocaine, atropine, hyoscyamine, and scopolamine) that can be derived from ornithine …   Medical dictionary

  • (-)-2β-Carbomethoxy-3β-(4-fluorophenyl)tropane — Drugbox IUPAC name = methyl (1R,2S,3S,5S) 3 (4 fluorophenyl) 8 methyl 8 azabicyclo [3.2.1] octane 2 carboxylate width= 180 CAS number= 50370 56 4 ATC prefix= ATC suffix= PubChem= 105056 DrugBank= C=16 | H=20 | F=1 | N=1 | O=2 molecular weight =… …   Wikipedia

  • 2β-Propanoyl-3β-(2-naphthyl)-tropane — Drugbox IUPAC name = 2β Propanoyl 3β (2 naphthyl) tropane width= 220 CAS number= ATC prefix= ATC suffix= PubChem= DrugBank= C=21 | H=25 | N=1 | O=1 molecular weight = 307.43 bioavailability= metabolism = elimination half life= excretion =… …   Wikipedia

  • 2β-Propanoyl-3β-(4-tolyl)-tropane — Drugbox IUPAC name = 2β Propanoyl 3β (4 tolyl) tropane width= 220 CAS number= ATC prefix= ATC suffix= PubChem= DrugBank= C=18 | H=25 | N=1 | O=1 molecular weight = 271.396 bioavailability= metabolism = elimination half life= excretion = pregnancy …   Wikipedia


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