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cephaeline

Basic information Safety Supplier Related

cephaeline Basic information

Product Name:
cephaeline
Synonyms:
  • cephaeline
  • O-Phosphatidyl-ethanolamine
  • Cefalin
  • (-)-Cephaelin
  • (1R)-1-[[(2S,3R,11bS)-3-Ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzo[a]quinolizin-2-yl]methyl]-1,2,3,4-tetrahydro-7-methoxy-6-isoquinolinol
  • 7',10,11-Trimethoxyemetan-6'-ol
  • Cepheline
  • Desmethylemetine
CAS:
483-17-0
MF:
C28H38N2O4
MW:
466.61
EINECS:
207-591-6
Product Categories:
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
483-17-0.mol
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cephaeline Chemical Properties

Melting point:
115-1160C
alpha 
D20 -43.4° (c = 2 in chloroform)
Boiling point:
569.42°C (rough estimate)
Density 
1.21±0.1 g/cm3 (20 ºC 760 Torr)
refractive index 
1.5800 (estimate)
storage temp. 
-20°C Freezer
solubility 
Acetonitrile: slightly soluble; Chloroform: slightly soluble; Ethanol: slightly soluble; Methanol: slightly soluble
form 
A crystalline solid
pka
9.90±0.40(Predicted)
color 
Light yellow to yellow
Stability:
Hygroscopic
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Safety Information

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

Chemical Properties

Crystalline Solid

Uses

Cephaeline occurs in the ground roots ofipecac along with emetine. The Brazilian variety usually contains about 0.5%cephaeline. It is used as an emetic and anti amebic reagent.

Uses

Has been used as an emetic and expectorant

Definition

ChEBI: A pyridoisoquinoline comprising emetam having a hydroxy group at the 6'-position and methoxy substituents at the 7'-, 10- and 11-positions.

Health Hazard

The toxicity of cephaeline is lower than thatof emetine. The toxic effects are cumula tive. Ingestion of high doses may producehypotension, muscle weakness, and gastroin testinal problems, including nausea, vomiting, and diarrhea.

in vivo

Cephaeline (2 mg/kg, i.p.,daily for 3 days) suppresses ZIKV load and decreases the NS1 protein and ZIKV RNA in serum of ZIKV infected Ifnar1?/? mice[2].
Cephaeline (5 mg/kg, i.p.,daily for 7 days) effectively suppressed EBOV infection in EBOV mouse models[3].
Cephaeline (5, 10 mg/kg, i.p., a single dose for 12 days) plays an anti-lung cancer role by inducing ferroptosis in tumor xenograft mouse model[4].

Animal Model:Ifnar1?/? mice infected with ZIKV (8-9 week old, male and female)[2]
Dosage:2 mg/kg
Administration:i.p.,daily for 3 days
Result:Significantly lowered the serum viral load of ZIKV infected Ifnar1?/? mice and decreased the NS1 protein and ZIKV RNA in serum and liver of mice, respectively.
Animal Model:EBOV mouse model[3]
Dosage:5 mg/kg
Administration:i.p., daily for 7 days
Result:Achieved 67% survival in EBOV infection to death in EBOV mouse model.
Animal Model:Tumor xenograft mouse model injected with the lung cancer H460 cell line[4]
Dosage:5, 10 mg/kg
Administration:i.p., a single dose for 12 days
Result:Showed significant antitumour effects in tumor xenograft mouse model.

IC 50

EBOV

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