378704
Tropane
98%
Synonym(s):
8-Methyl-8-azabicyclo[3.2.1]octane
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About This Item
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Assay
98%
form
liquid
refractive index
n20/D 1.477 (lit.)
bp
167-169 °C (lit.)
density
0.931 g/mL at 25 °C (lit.)
SMILES string
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+
InChI key
XLRPYZSEQKXZAA-OCAPTIKFSA-N
General description
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
107.6 °F - closed cup
Flash Point(C)
42 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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)]
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
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
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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