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378704

Sigma-Aldrich

Tropane

98%

Synonym(s):

8-Methyl-8-azabicyclo[3.2.1]octane

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About This Item

Empirical Formula (Hill Notation):
C8H15N
CAS Number:
529-17-9
Molecular Weight:
125.21
MDL number:
MFCD00134482
UNSPSC Code:
12352100
PubChem Substance ID:
24863569
NACRES:
NA.22

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.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

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

Certificates of Analysis (COA)

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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
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)]
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
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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