2169-44-0

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 NO: 2169-44-0
• Molecular Formula: C₂₀H₂₃NO₄
• Molecular Weight: 341.44
• Mol File: 2169-44-0.mol
• Article Data: 2

Chemical Properties

• Melting Point: 102.5°C
• Boiling Point: 477.03°C (rough estimate)
• Flash Point: 259.9°C
• Appearance: /
• Density: 1.2064 (rough estimate)
• Vapor Pressure: 7.29E-11mmHg at 25°C
• Refractive Index: 1.5614 (estimate)
• CAS DataBase Reference: 4H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6 -methyl-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6 -methyl-, (S)-(2169-44-0)
• EPA Substance Registry System: 4H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6 -methyl-, (S)-(2169-44-0)

Safety Data

• Hazardous Substances Data: 2169-44-0(Hazardous Substances Data)

Usage

Description

4H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (S)is an alkaloid that has been isolated from various plant sources, including Escholtzia californica, Phylica fengerialla, and P. rogersii Pillans. It is known to exist in two modifications: as an amorphous powder and as colorless crystals from methanol containing 0.5 mole of solvent. The alkaloid exhibits specific optical rotation and ultraviolet absorption maxima, and it can yield crystalline hydriodide, methiodide, and Q-ethyl (-)-tartrate derivatives.

Uses

1. Used in Pharmaceutical Industry:
4H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (S)is used as a pharmaceutical compound for its potential therapeutic applications. The alkaloid's unique structure and properties make it a candidate for further research and development in the field of medicine.
2. Used in Chemical Research:
This alkaloid is also used in chemical research to study its properties, structure, and potential interactions with other compounds. Understanding its characteristics can lead to the discovery of new applications and uses in various industries.
3. Used in Plant Biology Studies:
As it is derived from specific plant sources, 4H-Dibenzo(de,g)quinolin-9-ol, 5,6,6a,7-tetrahydro-1,2,10-trimethoxy-6-methyl-, (S)can be used in plant biology studies to understand its role in the plants' defense mechanisms, growth, and development.
4. Used in Analytical Chemistry:
The alkaloid's unique optical rotation and ultraviolet absorption properties make it useful in analytical chemistry for the development of new methods and techniques for compound identification and analysis.

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)

InChI:InChI=1/C20H23NO4/c1-21-6-5-11-9-17(24-3)20(25-4)19-13-10-16(23-2)15(22)8-12(13)7-14(21)18(11)19/h8-10,14,22H,5-7H2,1-4H3/t14-/m0/s1

Upstream product

• 67-56-1 methanol 
• 476-70-0 boldine 
• 4684-22-4 (-)-roemerialinone 

Relevant articles and documents

Semisynthetic studies on and biological evaluation of N-methyllaurotetanine analogues as ligands for 5-HT receptors

N-Methyllaurotetanine (1) has been reported to display good affinity for the 5-HT1A receptor, but no structure-affinity studies have been performed to date. The commercially available alkaloid boldine (2) was used as the starting material for s