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Coptisine chloride

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Coptisine chloride Basic information

Product Name:
Coptisine chloride
Synonyms:
  • 2,3,9,10-BISMETHYLENEDIOXYPROTOBERBERINE
  • COPTISINE CHLORIDE
  • COPTISINE CHLORIDE(P)
  • 7,8,13,13a-Tetradehydro-2,3:9,10-bis(methylenedioxy)berbinium chloride
  • Coptisine Hcl
  • Coptisine Hydrochloride
  • COPTISINECHLORIDE(P)(PLEASECALL)
  • 6,7-Dihydrobis[1,3]benzodioxolo[5,6-a:4',5'-g]quinoliziniuM Chloride
CAS:
6020-18-4
MF:
C19H14ClNO4
MW:
355.77
EINECS:
611-948-5
Product Categories:
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • chemical reagent
  • Amines
  • Heterocycles
  • Inhibitor
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
6020-18-4.mol
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Coptisine chloride Chemical Properties

Melting point:
>258°C (dec.)
storage temp. 
Inert atmosphere,2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly, Sonicated)
form 
Solid
color 
Orange to Dark Orange
Stability:
Hygroscopic
InChI
InChI=1S/C19H14NO4.ClH/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14;/h1-2,5-8H,3-4,9-10H2;1H/q+1;/p-1
InChIKey
LUXPUVKJHVUJAV-UHFFFAOYSA-M
SMILES
C12=CC3=C(C4OCOC=4C=C3)C=[N+]1CCC1C=C3OCOC3=CC2=1.[Cl-]
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Coptisine chloride Usage And Synthesis

Chemical Properties

Orange Brown Solid

Uses

Coptisine is an alkaloid found in Chinese goldthread (Coptis chinensis). A bacterial collagenase inhibitor. Coptisine has been found to reversibly inhibit Monoamine oxidase A in mice, pointing to a potential role as a natural antidepressant.

in vivo

Coptisine shows increased toxicity in mice in a concentration dependent manner, with LD50 value of 880.18 mg/kg. Coptisine (154 mg/kg/day, 90 days) shows no toxicity on SD rats. Coptisine (23.35, 46.7, 70.05 mg/kg, p.o.) dose-dependently decreases the levels of TC, TG, and LDL-c and increases HDL-c content in serum of hamsters to different degree, slows down weight gain induced by the HFHC diet, and raises the level of cholesterol and TBA in feces dose-dependently in hamsters. Coptisine (70.05 mg/kg, p.o.) suppresses HMGCR protein expression level and induces the protein expression of SREBP-2, LDLR, and CYP7A1 involved in cholesterol metabolism[2].

IC 50

IDO: 6.3 μM (IC50); IDO: 5.8 μM (Ki)

Coptisine chlorideSupplier

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