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ChemicalBook--->CAS DataBase List--->5096-57-1

5096-57-1

5096-57-1 Structure

5096-57-1 Structure
IdentificationBack Directory
[Name]

canadine
[CAS]

5096-57-1
[Synonyms]

C03329
(S)-Canadine
(-)-Canadine
(S)-Tetrahydroberberine
(13As)-5,8,13,13A-tetrahydro-9,10-dimethoxy-6H-benzo[G]-1,3-benzodioxolo[5,6-A]quinolizine
6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (13aS)-
[EINECS(EC#)]

225-815-0
[Molecular Formula]

C20H21NO4
[MDL Number]

MFCD00236139
[MOL File]

5096-57-1.mol
[Molecular Weight]

339.39
Chemical PropertiesBack Directory
[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
Safety DataBack Directory
[RIDADR ]

1544
[HazardClass ]

6.1(b)
[PackingGroup ]

III
Hazard InformationBack Directory
[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.
[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 n ew 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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