canadine

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Names

[ CAS No. ]:
5096-57-1

[ Name ]:
canadine

[Synonym ]:
(13aS)-9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline
Hydroberberine
6H-1,3-Benzodioxolo[5,6-a]benzo[g]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (13aS)-
9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline
canadine
(±)-Canadine
5,6,13,13a-Tetrahydro-9,10-dimethoxy-2,3-(methylenedioxy)-8H-dibenzo(a,g)quinolizine
HDHHC
dl-Tetrahydroberberine
a-Canadine
6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (13aS)-
HU243
9,10-bis(methyloxy)-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline
xanthopuccine
(S)-Canadine
6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-
(13aS)-9,10-Dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline
9,10-Dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline
5,6,13,13a-Tetrahydro-9,10-dimethoxy-2,3-(methylenedioxy)-8H-dibenzo[a,g]quinolizine
(S)-Tetrahydroberberine
6H-1,3-Benzodioxolo[5,6-a]benzo[g]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-
dl-Canadine
UNII:V2SSH085X8
5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine
(-)-Canadine
Tetrahydroberberine
CANADINE, (-)-
(13aS)-9,10-dimethoxy-5,8,13,13a-tetrahydro-2H,6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
476.1±45.0 °C at 760 mmHg

[ Melting Point ]:
135°

[ Molecular Formula ]:
C20H21NO4

[ Molecular Weight ]:
339.385

[ Flash Point ]:
141.1±25.9 °C

[ Exact Mass ]:
339.147064

[ PSA ]:
40.16000

[ LogP ]:
3.83

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.656

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DR9823000
CHEMICAL NAME :
13a-alpha-Berbine, 9,10-dimethoxy-2,3-(methylenedioxy)-
CAS REGISTRY NUMBER :
5096-57-1
LAST UPDATED :
199503
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C20-H21-N-O4
MOLECULAR WEIGHT :
339.42

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
940 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85KYAH "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989 Volume(issue)/page/year: 11,262,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
790 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85KYAH "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989 Volume(issue)/page/year: 11,262,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85KYAH "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989 Volume(issue)/page/year: 11,262,1989

Safety Information

[ Hazard Codes ]:
Xi

[ RIDADR ]:
1544

[ Packaging Group ]:
III


Related Compounds

  • canadine
  • canadine
  • dl-Canadine
  • dl-Canadine
  • dl-Canadine
  • (-)-canadine HCl
  • Pyridine, 2,3-difluoro-6-hydrazinyl-5-methyl-
  • 6-Hydroxy-2,2,3-trifluorochroman
  • 4-Fluoro-3-iodo-N,N-dimethylbenzamide
  • 11-Iodoundecylsilane
  • 3,4-Dibromo-6-ethyl-2-methylquinoline
  • (R)-8-Chloro-2-ethyl-2,3,4,5-tetrahydropyrido[3,4-f][1,4]oxazepine
  • 7-Amino-3-methylquinazolin-4-one
  • 4-Hydroxy-3-iodo-7-methoxyquinoline
  • 7-Bromoquinoline-3-carbohydrazide
  • Ethyl 1-(2,4-dichloropyrimidin-5-yl)piperidine-4-carboxylate
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