(-)-Isocorypalmine - CAS 483-34-1
Catalog number:
483-34-1
Category:
Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C20H23NO4
Molecular Weight:
341.40
COA:
Inquire
Targets:
Others
Description:
(-)-Isocorypalmine is a alkaloid, as a metabolite of the isoquinoline.
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Purity:
≥98%
Appearance:
White to Off-White Solid
Synonyms:
(13aS)-5,8,13,13a-Tetrahydro-3,9,10-trimethoxy-6H-dibenzo[a,g]quinolizin-2-ol; O10-Methylstepholidine; Tetrahydrocolumbamine;
Solubility:
Soluble in DMSO
Storage:
Store at -20 °C
MSDS:
Inquire
Application:
A metabolite of the isoquinoline alkaloid biosynthesis pathway.
Quality Standard:
Enterprise Standard
Shelf Life:
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Quantity:
Milligrams-Grams
Melting Point:
>203 °C
InChIKey:
KDFKJOFJHSVROC-INIZCTEOSA-N
InChI:
1S/C20H23NO4/c1-23-18-5-4-12-8-16-14-10-17(22)19(24-2)9-13(14)6-7-21(16)11-15(12)20(18)25-3/h4-5,9-10,16,22H,6-8,11H2,1-3H3/t16-/m0/s1
Canonical SMILES:
COC1=C(C2=C(CC3C4=CC(=C(C=C4CCN3C2)OC)O)C=C1)OC
1.A divergent route to 9, 10-oxygenated tetrahydroprotoberberine and 8-oxoprotoberberine alkaloids: synthesis of (±)-isocorypalmine and oxypalmatine.
Gadhiya S1, Ponnala S2, Harding WW1. Tetrahedron. 2015 Feb 25;71(8):1227-1231.
A new route which is germane to the synthesis of 9,10-oxygenated tetrahydroprotoberberines and 8-oxoprotoberberines is described. The route features the use of a diester (14) generated from reaction of dimethylmalonate with an aryl halide in the presence of n-butyllithium. The amide 17 prepared in subsequent steps is a versatile precursor for the synthesis of tetrahydroprotoberberine and 8-oxoprotoberberine scaffolds using standard high-yielding reactions. In this manner, (±)-isocorypalmine and oxypalmatine have been synthesized in 23% and 22 % yields respectively.
2.L-isocorypalmine reduces behavioral sensitization and rewarding effects of cocaine in mice by acting on dopamine receptors.
Xu W1, Wang Y, Ma Z, Chiu YT, Huang P, Rasakham K, Unterwald E, Lee DY, Liu-Chen LY. Drug Alcohol Depend. 2013 Dec 1;133(2):693-703. doi: 10.1016/j.drugalcdep.2013.08.021. Epub 2013 Sep 2.
BACKGROUND: We previously reported isolation of l-isocorypalmine (l-ICP), a mono-demethylated analog of l-tetrahydropalmatine (l-THP), from the plant Corydalis yanhusuo. Here we characterized its in vitro pharmacological properties and examined its effects on cocaine-induced behaviors in mice.
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CAS 483-34-1 (-)-Isocorypalmine

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