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Tropane is a nitrogen
Nitrogen

Nitrogen is a chemical element that has the symbol N and atomic number 7 and atomic mass 14.00674?. Elemental nitrogen is a colorless, odorless, tasteless and mostly inert diatomic gas at standard conditions, constituting 78% by volume of Earth's atmosphere....
ous bicyclic organic compound
Organic compound

An organic compound is any member of a large class of chemical compounds whose molecules contain carbon. For historical reasons discussed below, a few types of compounds such as carbonates, simple oxides of carbon and cyanides, as well as the allotropes of carbon, are considered Inorganic compound....
. It is mainly known for a group of alkaloid
Alkaloid

Alkaloids are naturally occurring chemical compounds containing base nitrogen atoms. The name derives from the word alkaline and was used to describe any nitrogen-containing base....
s derived from it (called tropane alkaloid
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....
s), which include, among others, atropine
Atropine

Atropine is a tropane alkaloid extracted from deadly nightshade , jimsonweed , Mandrake and other plants of the family Solanaceae. It is a secondary metabolite of these plants and serves as a hard drug with a wide variety of effects....
 and cocaine
Cocaine

Cocaine is a crystalline tropane alkaloid that is obtained from the leaves of the coca plant. The name comes from "coca" in addition to the alkaloid suffix -ine, forming cocaine....
. Both alkaloids contain tropinone
Tropinone

Tropinone is an alkaloid, famously synthesised in 1917 by Robert Robinson as a organic chemistry precursor to atropine, a scarce commodity during World War I....
 from which tropane is a derivate. Tropane alkaloids occur in plant
Plant

Plants are Life organisms belonging to the Kingdom Plantae. They include familiar organisms such as trees, herbs, bushes, grasses, vines, ferns, mosses, and green algae....
s of the families Erythroxylaceae
Erythroxylaceae

The Erythroxylaceae is a family of flowering plants consisting of 4 genus and at least 250 species. The best-known species is the coca plant , the source of the drug cocaine....
 (including coca
Coca

Coca is a plant in the family Erythroxylaceae, native to north-western South America. The plant plays a significant role in traditional Andean culture....
) and Solanaceae
Solanaceae

The Solanaceae is a family of flowering plants, that contains a number of important agricultural plants as well as many toxic plants. The name of the family comes from the Latin Solanum "the nightshade plant", but the further etymology of that word is unclear....
 (including mandrake
Mandrake (plant)

Mandrake is the common name for members of the plant genus Mandragora belonging to the nightshades family . Because mandrake contains deliriant hallucinogenic tropane alkaloids such as hyoscyamine and the roots sometimes contain bifurcations causing them to resemble human figures, their roots have long been used in magic rituals, t...
, henbane
Henbane

Henbane , also known as stinking nightshade, is a plant of the family Solanaceae that originated in Eurasia, though it is now globally distributed....
, deadly nightshade
Deadly nightshade

Atropa belladonna or Atropa bella-donna, commonly known as belladonna or deadly nightshade, is a perennial plant herbaceous plant in the family Solanaceae, native to Europe, North Africa, and Western Asia....
, datura
Datura

Datura is a genus of nine species of Vespertine flowering plants belonging to the family Solanaceae. Their exact natural distribution is uncertain, due to extensive cultivation and naturalisation throughout the temperate and tropical regions of the globe, but is most likely restricted to the Americas, from the United States south throug...
, potato
Potato

The potato is a starchy, tuberous crop from the perennial plant Solanum tuberosum of the Solanaceae family. The word potato may refer to the plant itself as well....
, tomato
Tomato

The Tomato is an herbaceous, usually sprawling plant in the Solanaceae or nightshade family, as are its close cousins Nicotiana, potatoes, aubergine , chilli peppers, and the poisonous Atropa belladonna....
) .

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

8-Azabicyclo[3.2.1]octane (tropane without the 8-methyl group
Methyl group

In chemistry, a methyl group is a hydrophobic alkyl functional group named after methane . It has the chemical formula -3 and is often abbreviated -Me....
) is known as nortropane or nor-tropane.







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Tropane is a nitrogen
Nitrogen

Nitrogen is a chemical element that has the symbol N and atomic number 7 and atomic mass 14.00674?. Elemental nitrogen is a colorless, odorless, tasteless and mostly inert diatomic gas at standard conditions, constituting 78% by volume of Earth's atmosphere....
ous bicyclic organic compound
Organic compound

An organic compound is any member of a large class of chemical compounds whose molecules contain carbon. For historical reasons discussed below, a few types of compounds such as carbonates, simple oxides of carbon and cyanides, as well as the allotropes of carbon, are considered Inorganic compound....
. It is mainly known for a group of alkaloid
Alkaloid

Alkaloids are naturally occurring chemical compounds containing base nitrogen atoms. The name derives from the word alkaline and was used to describe any nitrogen-containing base....
s derived from it (called tropane alkaloid
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....
s), which include, among others, atropine
Atropine

Atropine is a tropane alkaloid extracted from deadly nightshade , jimsonweed , Mandrake and other plants of the family Solanaceae. It is a secondary metabolite of these plants and serves as a hard drug with a wide variety of effects....
 and cocaine
Cocaine

Cocaine is a crystalline tropane alkaloid that is obtained from the leaves of the coca plant. The name comes from "coca" in addition to the alkaloid suffix -ine, forming cocaine....
. Both alkaloids contain tropinone
Tropinone

Tropinone is an alkaloid, famously synthesised in 1917 by Robert Robinson as a organic chemistry precursor to atropine, a scarce commodity during World War I....
 from which tropane is a derivate. Tropane alkaloids occur in plant
Plant

Plants are Life organisms belonging to the Kingdom Plantae. They include familiar organisms such as trees, herbs, bushes, grasses, vines, ferns, mosses, and green algae....
s of the families Erythroxylaceae
Erythroxylaceae

The Erythroxylaceae is a family of flowering plants consisting of 4 genus and at least 250 species. The best-known species is the coca plant , the source of the drug cocaine....
 (including coca
Coca

Coca is a plant in the family Erythroxylaceae, native to north-western South America. The plant plays a significant role in traditional Andean culture....
) and Solanaceae
Solanaceae

The Solanaceae is a family of flowering plants, that contains a number of important agricultural plants as well as many toxic plants. The name of the family comes from the Latin Solanum "the nightshade plant", but the further etymology of that word is unclear....
 (including mandrake
Mandrake (plant)

Mandrake is the common name for members of the plant genus Mandragora belonging to the nightshades family . Because mandrake contains deliriant hallucinogenic tropane alkaloids such as hyoscyamine and the roots sometimes contain bifurcations causing them to resemble human figures, their roots have long been used in magic rituals, t...
, henbane
Henbane

Henbane , also known as stinking nightshade, is a plant of the family Solanaceae that originated in Eurasia, though it is now globally distributed....
, deadly nightshade
Deadly nightshade

Atropa belladonna or Atropa bella-donna, commonly known as belladonna or deadly nightshade, is a perennial plant herbaceous plant in the family Solanaceae, native to Europe, North Africa, and Western Asia....
, datura
Datura

Datura is a genus of nine species of Vespertine flowering plants belonging to the family Solanaceae. Their exact natural distribution is uncertain, due to extensive cultivation and naturalisation throughout the temperate and tropical regions of the globe, but is most likely restricted to the Americas, from the United States south throug...
, potato
Potato

The potato is a starchy, tuberous crop from the perennial plant Solanum tuberosum of the Solanaceae family. The word potato may refer to the plant itself as well....
, tomato
Tomato

The Tomato is an herbaceous, usually sprawling plant in the Solanaceae or nightshade family, as are its close cousins Nicotiana, potatoes, aubergine , chilli peppers, and the poisonous Atropa belladonna....
) .

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

8-Azabicyclo[3.2.1]octane (tropane without the 8-methyl group
Methyl group

In chemistry, a methyl group is a hydrophobic alkyl functional group named after methane . It has the chemical formula -3 and is often abbreviated -Me....
) is known as nortropane or nor-tropane.
Condensation piperidine
Piperidine

Piperidine is an organic compound with the molecular formula 5NH. This heterocyclic compound amine consists of a six-membered ring containing five methylene units and one nitrogen atom....
 and pyrrolidine
Pyrrolidine

Pyrrolidine, also known as tetrahydropyrrole, is an organic compound with the molecular formula C4H9N. It is a cyclic amine with a five-membered ring containing four carbon atoms and one nitrogen atom....
 produce tropane.

See also


  • Phenyltropane
    Phenyltropane

    Phenyltropanes are a class of cocaine-like psychoactive stimulants.Phenyltropane compounds comprise a large family of related molecules, developed during research into the mechanism of action of certain kinds of drugs such as cocaine and other dopamine reuptake inhibitors, which in general act as inhibitors of the monoamine reuptake Neuro...
  • Tropane alkaloid
    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....


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