Properties: Orthorhombic, elongated prisms from methanol, dec 188°. Sublimes at 0.01 mm and 180°. [a]D20 -91° (c = 1.4 in chloroform); [a]D20 -63° (c = 1.5 in pyridine); [a]D20 -57° (ethanol). uv max (ethanol): 229, 281 nm (log e 4.54, 3.97). pKa in 80% methyl cellosolve 5.80; in 1:1 DMF-water 6.8. Practically insol in water. Sol in 100 parts of 90% alcohol, 33 parts ether. Very sol in chloroform.
pKa: pKa in 80% methyl cellosolve 5.80; in 1:1 DMF-water 6.8
Optical Rotation: [a]D20 -91° (c = 1.4 in chloroform); [a]D20 -63° (c = 1.5 in pyridine); [a]D20 -57° (ethanol)
Absorption maximum: uv max (ethanol): 229, 281 nm (log e 4.54, 3.97)
Derivative Type: Hydrochloride
Percent Composition: C 63.08%, H 6.50%, N 6.69%, O 15.28%, Cl 8.46%
Properties: Square plates from methanol + acetone, dec 241-254°. [a]D20 -5° (c = 0.9 in 50% ethanol).
Optical Rotation: [a]D20 -5° (c = 0.9 in 50% ethanol)
Derivative Type: Hydrobromide
Percent Composition: C 57.03%, H 5.87%, N 6.05%, O 13.81%, Br 17.24%
Properties: Needles from methanol, dec 262-263°.
NOTE: Aricine does not seem to share the hypotensive and sedative properties of reserpine: Hochstein et al., J. Am. Chem. Soc.
77, 3551 (1955).
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