D004
R(−)-Apomorphine hydrochloride
small crystals
Synonym(s):
R(–)-10,11-Dihydroxyaporphine, R(–)-APO
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About This Item
Empirical Formula (Hill Notation):
C17H17NO2 · HCl
CAS Number:
Molecular Weight:
303.78
UNSPSC Code:
41116107
EC Number:
206-243-0
MDL number:
form
small crystals
optical activity
[α]22/D −75.75°, c = 0.37 in methanol(lit.)
solubility
alcohol: 20 mg/mL, 0.15 M NaCl: insoluble, H2O: soluble (Dissolve in oxygen-free boiled water containing 0.1% sodium metabisulfite or other antioxidant.)
storage temp.
2-8°C
Biochem/physiol Actions
Dopamine receptor agonist.
Disclaimer
Hygroscopic, photosensitive
Regulatory Information
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R E Wilcox et al.
Journal of pharmaceutical sciences, 69(8), 974-976 (1980-08-01)
Ascorbic acid (100 mg/ml) and sodium bisulfite (0.5 and 20 mg/ml) prevented more than 10% oxidation of apomorphine hydrochloride in water maintained at room temperature over 1-3 days. Refrigeration at 5 degrees prevented oxidation of apomorphine hydrochloride in aqueous solutions
Attila Sipos et al.
Bioorganic & medicinal chemistry, 16(7), 3773-3779 (2008-02-22)
A novel synthesis has been elaborated for the pharmacologically remarkable 2-arylapomorphines described and characterized in the last few years. This new procedure contains two alternative synthetic routes and has allowed the preparation of several hitherto unknown compounds as well. The
Gessa, et al., eds.
Apomorphine and Other Dopaminomimetics, 1, 2 (1981)
K Ishige et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 21(16), 6069-6076 (2001-08-07)
Oxidative stress is thought to be the cause of nerve cell death in many CNS pathologies, including ischemia, trauma, and neurodegenerative disease. Glutamate kills nerve cells that lack ionotropic glutamate receptors via the inhibition of the cystine-glutamate antiporter x(c)(-), resulting
Effects of isomers of apomorphines on dopamine receptors in striatal and limbic tissue of rat brain.
N S Kula et al.
Life sciences, 37(11), 1051-1057 (1985-09-16)
The optical isomers of apomorphine (APO) and N-propylnorapomorphine (NPA) were interacted with three biochemical indices of dopamine (DA) receptors in extrapyramidal and limbic preparations of rat brain tissue. There were consistent isomeric preferences for the R(-) configuration of both DA
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