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D003

Sigma-Aldrich

R(−)-Apocodeine hydrochloride

solid

Synonym(s):

R(−)-10-Methoxy-11-hydroxyaporphine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C18H19NO2 · HCl
CAS Number:
641-36-1
Molecular Weight:
317.81
MDL number:
MFCD00055171
UNSPSC Code:
12352200
PubChem Substance ID:
24277894

form

solid

optical activity

[α]22/D −43° in methanol(lit.)

color

off-white

solubility

H2O: soluble

storage temp.

2-8°C

SMILES string

Cl[H].[H][C@]12Cc3ccc(OC)c(O)c3-c4cccc(CCN1C)c24

Gene Information

human ... DRD1(1812) , DRD2(1813) , DRD3(1814) , DRD4(1815) , DRD5(1816)

Biochem/physiol Actions

Dopamine receptor agonist; apomorphine metabolite.

Caution

Photosensitive

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Gessa, et al., eds.
Apomorphine and Other Dopaminomimetics, Vols. 1 and 2 (1981)
R van der Geest et al.
Journal of chromatography. B, Biomedical sciences and applications, 702(1-2), 131-141 (1998-02-04)
Analytical methods are described for the selective, rapid and sensitive determination of R- and S-apomorphine, apocodeine and isoapocodeine and the glucuronic acid and sulfate conjugates in plasma and urine. The methods involve liquid-liquid extraction followed by high-performance liquid chromatography with
R V Smith et al.
Journal of natural products, 46(1), 79-91 (1983-01-01)
A solid basis for the M4-approach has been developed over the past 10 years. Recent examples of the production of difficult-to-synthesize mammalian metabolites through microbial transformations attest to the utility of the methodology. There is, however, much more to be
Frédéric Libert et al.
Journal of mass spectrometry : JMS, 40(12), 1521-1525 (2005-11-15)
A method was developed and validated for the analysis of R(-)-apomorphine, (R-)-apocodeine and R(-)-norapomorphine in human plasma and urine with N-propylnorapomorphine as internal standard using gas chromatography/mass spectrometry (GC/MS) and single-ion monitoring after a single liquid-liquid extraction and silylation of
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
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