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378704

Sigma-Aldrich

Tropane

98%

Synonyme(s) :

8-Methyl-8-azabicyclo[3.2.1]octane

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About This Item

Formule empirique (notation de Hill):
C8H15N
Numéro CAS:
529-17-9
Poids moléculaire :
125.21
Numéro MDL:
MFCD00134482
Code UNSPSC :
12352100
ID de substance PubChem :
24863569
Nomenclature NACRES :
NA.22

Pureté

98%

Forme

liquid

Indice de réfraction

n20/D 1.477 (lit.)

Point d'ébullition

167-169 °C (lit.)

Densité

0.931 g/mL at 25 °C (lit.)

Chaîne SMILES 

CN1[C@H]2CCC[C@@H]1CC2

InChI

1S/C8H15N/c1-9-7-3-2-4-8(9)6-5-7/h7-8H,2-6H2,1H3/t7-,8+

Clé InChI

XLRPYZSEQKXZAA-OCAPTIKFSA-N

Description générale

Tropane (8-methyl-8-azabicyclo[3.2.1]-octane) is a bridged bicyclic N-containing compound. The 8-methyl-8-azabicyclo[3.2.1]-octane has a tropane ring system, which is an important substructure in a number of natural products and synthetic compounds of biological and medicinal importance. Production of tropane alkaloid in callus and root cultures of seven Hyoscyamus species has been studied. Tropane derivatives are reported to undergo rapid N-methyl inversion.

Pictogrammes

FlameExclamation mark
GHS02,GHS07

Mention d'avertissement

Warning

Mentions de danger

H226,H315,H319,H335

Classification des risques

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

107.6 °F - closed cup

Point d'éclair (°C)

42 °C - closed cup

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Abigail Moreno-Pedraza et al.
Metabolites, 9(7) (2019-07-07)
different Solanaceae and Erythroxylaceae species produce tropane alkaloids. These alkaloids are the starting material in the production of different pharmaceuticals. The commercial demand for tropane alkaloids is covered by extracting them from cultivated plants. Datura stramonium is cultivated under greenhouse
Lu Wang et al.
Angewandte Chemie (International ed. in English), 53(22), 5657-5661 (2014-04-18)
A palladium-catalyzed oxidative carbonylative esterification of a variety of functionalized alcohols under base- and ligand-free conditions has been demonstrated. A CO/olefin combination was utilized as the acylating reagent with O2 as a benign oxidant. Notably, the scope of the substrate
Jelena Dinic et al.
Current pharmaceutical design, 21(38), 5589-5604 (2015-10-03)
Resistance to chemotherapeutic drugs is one of the main obstacles to effective cancer treatment. Multidrug resistance (MDR) is defined as resistance to structurally and/or functionally unrelated drugs, and has been extensively investigated for the last three decades. There are two
Tehetena Mesganaw et al.
Organic process research & development, 18(9), 1097-1104 (2014-10-08)
A Rh-catalyzed C-H bond activation/alkenylation/electrocyclization cascade reaction provides diverse 1,2-dihydropyridines from simple and readily available precursors. The reaction can be carried out at low (<1%) Rh-catalyst loadings, and the use of the robust, air-stable Rh precatalyst, [RhCl(cod)]
A Kokotkiewicz et al.
Food chemistry, 221, 535-540 (2016-12-17)
Thin layer chromatographic methods for quantitative determination of nightshade-specific tropane (l-hyoscyamine, scopolamine) and steroidal alkaloids (α-solanine, α-chaconine) in goji berries (L. barbarum L., Solanaceae) were developed. The analysis of tropane derivatives included separation on silica gel-coated HPTLC plates using mobile
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