378704
Tropane
98%
Synonym(s):
8-Methyl-8-azabicyclo[3.2.1]octane
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C8H15N
CAS Number:
Molecular Weight:
125.21
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
Regulatory Information
监管及禁止进口产品
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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
Enhancing Tropane Alkaloid Production Based on the Functional Identification of Tropine-Forming Reductase in
Kaihui Zhao et al.
Frontiers in plant science, 8, 1745-1745 (2017-11-01)
An improved synthesis of (+)-2-tropinone.
Zhang C, et al.
The Journal of Organic Chemistry, 62(22), 7888-7889 (1997)
Determination of the N-methyl stereochemistry in tropane and granatane derivatives in solution: a computational and NMR spectroscopic study.
Lazny R, et al.
Tetrahedron, 68(31), 6158-6163 (2012)
Salette Martinez et al.
The Journal of biological chemistry, 290(34), 20702-20711 (2015-07-15)
Mononuclear non-heme Fe(II)- and 2-oxoglutarate (2OG)-dependent oxygenases comprise a large family of enzymes that utilize an Fe(IV)-oxo intermediate to initiate diverse oxidative transformations with important biological roles. Here, four of the major types of Fe(II)/2OG-dependent reactions are detailed: hydroxylation, halogenation
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