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canadine

Basic information Safety Supplier Related

canadine Basic information

Product Name:
canadine
Synonyms:
  • (13As)-5,8,13,13A-tetrahydro-9,10-dimethoxy-6H-benzo[G]-1,3-benzodioxolo[5,6-A]quinolizine
  • (S)-Canadine
  • (S)-Tetrahydroberberine
  • C03329
  • 6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (13aS)-
  • (-)-Canadine
CAS:
5096-57-1
MF:
C20H21NO4
MW:
339.39
EINECS:
225-815-0
Mol File:
5096-57-1.mol
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canadine Chemical Properties

Melting point:
135°
alpha 
D22 -308°; -317° (c = 0.28; 0.4, both in methanol)
Boiling point:
475.36°C (rough estimate)
Density 
1.2270 (rough estimate)
refractive index 
1.6000 (estimate)
storage temp. 
Refrigerator
solubility 
Chloroform, Ethyl Acetate (Slightly), Methanol (Very Slightly, Heated)
form 
Solid
pka
6.53±0.20(Predicted)
color 
Pale Yellow to Light Yellow
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Safety Information

RIDADR 
1544
HazardClass 
6.1(b)
PackingGroup 
III
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canadine Usage And Synthesis

Chemical Properties

Yellow Solid

Uses

(S)-(-)-Canadine is a protoberberine alkaloid which potently block functional KATP channels natively expressed on midbrain dopamine neurons. Canadine is used for treatment of degenerative diseases or conditions associated with KATP channel signaling. (S)-(-)-Canadine has a strong central nervous system-depressing activity and is used in the preparation of tetrahydroprotoberberine derivatives as new antipsychotic agents.

Definition

ChEBI: (S)-canadine is the (S)-enantiomer of canadine. It has a role as a plant metabolite. It is functionally related to a (S)-nandinine. It is an enantiomer of a (R)-canadine.

target

P450 (e.g. CYP17)

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