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)-

4H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6 -methyl-, (S)- Structure
CAS No.
2169-44-0
Chemical Name:
4H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6 -methyl-, (S)-
Synonyms
Rogersine;NSC 247564;NSC 247506;Lauroscholtzine;Methyllaurotetanine;Boldine 2-methyl ether;(+)-N-Methyllaurotetamine;(6aS)-5,6,6a,7-Tetrahydro-1,2,10-trimethoxy-6-methyl-4H-dibenzo[de,g]quinolin-9-ol;(+)-6-Methyl-1,2,10-trimethoxy-5,6,6aα,7-tetrahydro-4H-dibenzo[de,g]quinoline-9-ol;(6aS)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-9-ol
CBNumber:
CB91243115
Molecular Formula:
C20H23NO4
Molecular Weight:
341.4
MOL File:
2169-44-0.mol
MSDS File:
SDS
Modify Date:
2023/4/23 13:52:06

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

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H320
Precautionary statements  P264-P337+P313-P305+P351+P338

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

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.

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)

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

Raw materials

Preparation Products

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

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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 NSC 247506 NSC 247564 (6aS)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-9-ol 4H-Dibenzo[de,g]quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (6aS)- 2169-44-0