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ChemicalBook >  Product Catalog >  Natural Products >  Alkaloids >  4H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6 -methyl-, (S)-

4H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6 -methyl-, (S)-

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4H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6 -methyl-, (S)- Basic information

Product Name:
4H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6 -methyl-, (S)-
Synonyms:
  • 4H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6 -methyl-, (S)-
  • (+)-6-Methyl-1,2,10-trimethoxy-5,6,6aα,7-tetrahydro-4H-dibenzo[de,g]quinoline-9-ol
  • (+)-N-Methyllaurotetamine
  • (6aS)-5,6,6a,7-Tetrahydro-1,2,10-trimethoxy-6-methyl-4H-dibenzo[de,g]quinolin-9-ol
  • Lauroscholtzine
  • Methyllaurotetanine
  • Rogersine
  • Boldine 2-methyl ether
CAS:
2169-44-0
MF:
C20H23NO4
MW:
341.4
Mol File:
2169-44-0.mol
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4H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6 -methyl-, (S)- Chemical Properties

Melting point:
102.5°C
Boiling point:
477.03°C (rough estimate)
Density 
1.2064 (rough estimate)
refractive index 
1.5614 (estimate)
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
Powder
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4H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6 -methyl-, (S)- Usage And Synthesis

Description

This alkaloid, identified as the N-methyl derivative of laurotetanine (q. v.), has been isolated from Escholtzia californica Cham., Phylica fengerialla and P. rogersii Pillans. The base is known in two modifications; as an amorphous powder and a colourless crystals from MeOH containing 0.5 mole of solvent, identical with rogersine (q.v.). The alkaloid has [α]D + 1110 (c 0.86, MeOH) and the ultraviolet spectrum in EtOH has absorption maxima at 219, 282 and 304 rn[J.; while that in alkaline solution (0.05 N/NaOH) has absorption maxima at 223 and 329 mil.
The alkaloid yields a crystalline hydriodide, m.p. 245°C; the methiodide, m.p. 199-2000 C and the Q-ethyl (-)-tartrate, m.p. 206-7°C (dec.) giving a methiodide, m.p. 213° C.

target

5-HT Receptor | Antifection

References

Arndt, Baarschers., J. Chern. Soc., 2244 (1964)
Manske, Shin., Can. J. Chern., 43,2180 (1965)
Baarschers, Arndt., Tetrahedron, 21,2155 (1965)
Pachler, Arndt, Baarschers., ibid, 21,2159 (1965)

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