Chemical Property of Rhoeadine
Chemical Property:
- Vapor Pressure:1.01E-09mmHg at 25°C
- Melting Point:222°C
- Refractive Index:1.5614 (estimate)
- Boiling Point:489.3°Cat760mmHg
- PKA:6.40±0.40(Predicted)
- Flash Point:142.9°C
- PSA：58.62000
- Density:1.45g/cm3
- LogP:3.02740
- Water Solubility.:832.6mg/L(25 oC)
- XLogP3:2.4
- Hydrogen Bond Donor Count:0
- Hydrogen Bond Acceptor Count:7
- Rotatable Bond Count:1
- Exact Mass:383.13688739
- Heavy Atom Count:28
- Complexity:591
- Purity/Quality:
-
98%min *data from raw suppliers
(+)-Rheadine *data from reagent suppliers
Safty Information:
- Pictogram(s):
- Hazard Codes:
- MSDS Files:
-
SDS file from LookChem
Useful:
- Canonical SMILES:CN1CCC2=CC3=C(C=C2C4C1C5=C(C(O4)OC)C6=C(C=C5)OCO6)OCO3
- Isomeric SMILES:CN1CCC2=CC3=C(C=C2[C@@H]4[C@H]1C5=C([C@H](O4)OC)C6=C(C=C5)OCO6)OCO3
-
Description
This alkaloid was found by Hesse in Papaver rhoeas Linn (red poppy) and its
reputed existence in opium now appears doubtful. The base crystallizes from a
mixture of CHCl3 and Et20 and sublimes at 21 5-225°C/0.02 mm. It has
[α]17.5D + 232° (CHCI 3) or [α]19D + 243° (CHCl3). It behaves as a weak base and
is sparingly soluble in H20, alkaline solutions and most organic solvents. It
dissolves in mineral acids giving an intensely red solution but investigation shows that only a small proportion of the alkaloid is used to produce the colour, the
major part being converted into a colourless, crystalline substance, Rhoeagenine,
a much stronger base, non-volatile, and stable to acids. This base is not isomeric
with the alkaloid as first thought but has the formula C2oH1906N, m.p. 236-8°C; [α]19D + l68° (AcOH).).
Rhoeadine itself contains two methylenedioxy groups, one methoxy group
and an N-methyl group. The salts are not easy to prepare but a crystalline
hydriodide dihydrate is formed by addition of KI to a solution of the alkaloid in
AcOH. The ultraviolet spectrum of the alkaloid shows absorption maxima at 205,
240 and 292 mμ.
-
Uses
An isoquinoline alkaloid used in the therapeutic field particularly for the prevention and the treatment of pathologies implying a central and/or peripheral disorder. As an isoquinoline alkaloid, Rhoeadine can be used in the therapeutic field particularly for the prevention and the treatment of pathologies implying a central and/or peripheral disorder.
