- CAS
- Purity
- 2447-54-3
- 99%
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Sanguinarium induces HO-1 expression thus inhibiting MMP-9 and COX-2 expression in TPA-induced breast cancer cells.
dihydrosanguinarine
ethyl bromoacetate
Sanguinarine
| Conditions | Yield |
|---|---|
|
With
tris[2-phenylpyridinato-C2,N]iridium(III); disodium hydrogenphosphate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 24h;
Irradiation;
Inert atmosphere;
|
58%
|
dihydrosanguinarine
Sanguinarine
| Conditions | Yield |
|---|---|
|
With
oxidase enzyme;
|
|
|
With
dihydrobenzophenanthridine oxidase; tris hydrochloride;
at 37 ℃;
for 2h;
pH=8.8;
Enzymatic reaction;
|
|
|
With
dihydrobenzophenanthridine oxidase;
Enzymatic reaction;
|
The CAS number of SANGUINARINE is 2447-54-3.
More information of SANGUINARINE 2447-54-3 are:
|
CAS?Number |
2447-54-3 |
|
Density |
1.3463 (rough estimate) |
|
Melting Point |
205-215 °C |
|
Boiling Point |
483.53°C (rough estimate) |
|
Refractive Index |
1.5180 (estimate) |
|
PSA |
40.80000 |
|
LogP |
3.42810 |
Synonyms?for?SANGUINARINE 2447-54-3:Sanguinarine(8CI);Pseudochelerythrine;Sanguinarium;
The chemical formula of ?SANGUINARINE is?C20H14NO4 which containing 20 Carbon atoms,14 Hydrogen atoms,1 Nitrogen atoms and 4 Oxygen atoms,and the molecular weight of??SANGUINARINE?is 332.335.
A naphthoisoquinoline alkaloid, this base occurs in the roots of Chelidonium majus L., Glaucium fimbrilligerum and Sanguinaria canadensis L. The alkaloid was stated by Schmidt, Konig and Tietz to crystallize from EtOH or AcOEt as colourless needles, m.p. 213°C but this low melting point was found to be due to the presence of chelerythrine as an impurity. Once this is removed as the pseudocyanide, the base crystallizes from Et20 and has the above melting point or 242-3°C on slow heating. Obtained from EtOH it forms the alcoholate, m.p. 195-7°C. The hydrochloride forms long, slender, bloodred needles. On distillation with Zn dust, the alkaloid furnishes a-naphthaphenanthridine and the structure given above has been further confirmed by synthesis.
InChI:InChI=1/C20H14NO4/c1-21-8-15-12(4-5-16-20(15)25-10-22-16)13-3-2-11-6-17-18(24-9-23-17)7-14(11)19(13)21/h2-8H,9-10H2,1H3/q+1
Relevant articles related to SANGUINARINE:
|
Article |
Source |
|
Sanguinarine is reduced by NADH through a covalent adduct |
Sandor, Roman,Slanina, Jiri,Midlik, Adam,Sebrlova, Kristyna,Novotna, Lucie,Carnecka, Martina,Slaninova, Iva,Taborsky, Petr,Taborska, Eva,Pes, Ondrej , p. 77 - 84 (2018) |
|
Isolation and characterization of a cDNA encoding (S)-cis-N-methylstylopine 14-hydroxylase from opium poppy, a key enzyme in sanguinarine biosynthesis |
Beaudoin, Guillaume A.W.,Facchini, Peter J. , p. 597 - 603 (2013/05/08) |
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