Method of preparing N,N,N-trimethylsphingosine

Details Method of preparing N,N,N-trimethylsphingosine Method of preparing N,N,N-trimethylsphingosine

1992-05-07

1993-09-28

Raymond, Richard L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

564507, C07C20900

Patent

active

052488241

ABSTRACT:
The invention relates to a novel compound, compositions and medicaments thereof and a method of inhibiting cell proliferation, platelet aggregation (induced by various factors), and inhibiting malignant phenotypes of tumor cells such as those having a metastatic property, using said compound, composition or medicament. N,N,N-trimethylsphingosine shows superior cell proliferation inhibitory and anti-metastatic activity over related compounds.

REFERENCES:
patent: 3755334 (1973-08-01), Sommer
Hannun and Bell, "Lysosphingolipids Inhibit Protein Kinase C: Implications for the Sphingolipidoses," Science, 235: 670-674 (Feb. 6, 1987).
Igarashi et al., "A Specific Enhancing Effect of N,N,-Dimethylsphingosine on Epidermal Growth Factor Receptor Autophosphorylation," J. Biol. Chem., 265 (10): 5385-5389 (1990).
Sommer et al., "Alkylation of Amines. A General Exhaustive Alkylation Method for the Synthesis of Quaternary Ammonium Compounds," J. Org. Chem., 36 (6): 824-828 (1971).
Igarashi et al., "Effect of Chemically Well-Defined Sphingosine and Its N-Methyl Derivatives on Protein Kinase C and src Kinase Activities," Biochem., 28: 6796-6800 (1989).

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