Basic information Safety Supplier Related

9-methoxy-5,11-dimethyl-6H-pyrido[4,3-b]carbazole

Basic information Safety Supplier Related

9-methoxy-5,11-dimethyl-6H-pyrido[4,3-b]carbazole Basic information

Product Name:
9-methoxy-5,11-dimethyl-6H-pyrido[4,3-b]carbazole
Synonyms:
  • 9-methoxy-5,11-dimethyl-6H-pyrido[4,3-b]carbazole
  • 9-methoxyellipticine
  • 9-Methoxyellipticin
  • ICIG-772
  • NSC-69187
  • 6H-Pyrido[4,3-b]carbazole, 9-methoxy-5,11-dimethyl-
  • Methoxyellipticine, 9-
CAS:
10371-86-5
MF:
C18H16N2O
MW:
276.33
EINECS:
233-812-0
Mol File:
10371-86-5.mol
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9-methoxy-5,11-dimethyl-6H-pyrido[4,3-b]carbazole Chemical Properties

Melting point:
286.5°C (rough estimate)
Boiling point:
419.24°C (rough estimate)
Density 
1.1318 (rough estimate)
refractive index 
1.5700 (estimate)
storage temp. 
-20°C
solubility 
DMSO: soluble
form 
A solid
pka
16.29±0.40(Predicted)
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9-methoxy-5,11-dimethyl-6H-pyrido[4,3-b]carbazole Usage And Synthesis

Description

An Ochrosia alkaloid present in O. oppositifolia and O. sandwicensis Gray, it occurs mainly in the bark of these species. It forms light yellow crystals and gives an ultraviolet spectrum in EtOH with absorption maxima at 242, 275, 290 and 335 mil. It may be characterized as the hydrochloride which has m.p. 288- 290°C following a change in crystal form at 255-265°C, or as the picrate, m.p. 273-5°C. The structure has been elucidated from the mass spectrum fragmentation pattern.

Uses

SMU-CX1 is a specific TLR3 inhibitor (IC50: 0.11 μM) with IC50 ranging from 0.14-0.33 μM against multiple influenza A virus subtypes. SMU-CX1 inhibits the viral PB2 and NP proteins with an IC50 of 0.43 μM for SARS-CoV-2 activity. SMU-CX1 also inhibits inflammatory factors in host cells, including IFN-β, IP-10, and CCL-5[1].

Synthesis Reference(s)

The Journal of Organic Chemistry, 72, p. 7106, 2007 DOI: 10.1021/jo070774z

References

Buzas, Osowiecki, Schindler., Cornpt. Rend., 247, 1390 (1958)
Goodwin, Smith, Horning.,!. Arner. Chern. Soc., 81,1903 (1959)
Mass spectrum:
Loder., Austral. J. Chern., 19, 1947 (1966)
Synthesis:
Dalton et aI., Austral. J. Chern., 20, 2715 (1967)

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