60796-65-8

Basic information

• Product Name: 5,7,8-Trimethoxycoumarin
• Synonyms: 5,7,8-Trimethoxycoumarin;5,7,8-TriMethoxy-2H-chroMen-2-one
• CAS NO: 60796-65-8
• Molecular Formula: C12H12O5
• Molecular Weight: 236
• Product Categories: Coumarins
• Mol File: 60796-65-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 178 °C
• Boiling Point: 422.7±45.0 °C(Predicted)
• Appearance: /
• Density: 1.249±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 5,7,8-Trimethoxycoumarin(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7,8-Trimethoxycoumarin(60796-65-8)
• EPA Substance Registry System: 5,7,8-Trimethoxycoumarin(60796-65-8)

Safety Data

• Hazardous Substances Data: 60796-65-8(Hazardous Substances Data)

Usage

General Description

5,7,8-Trimethoxycoumarin is a naturally occurring chemical compound that belongs to the group of coumarin derivatives. It is structurally characterized by the presence of three methoxy groups at the 5th, 7th, and 8th positions of a coumarin molecule. While its natural sources or applications are not especially highlighted in existing literature, coumarin derivatives in general have been recognized for their biological activities, including anti-coagulant, anti-tumor, anti-inflammatory, and antimicrobial properties. Therefore, with further research, 5,7,8-Trimethoxycoumarin may potentially exhibit similar therapeutic effects.

Upstream product

• 65162-31-4 2-hydroxy-3,4,6-trimethoxybenzaldehyde 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 52249-80-6 2,4-dihydroxy-3,6-dimethoxybenzaldehyde 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 77-78-1 dimethyl sulfate 

Relevant articles and documents

HIGHLY OXYGENATED COUMARINS FROM PELARGONIUM SIDOIDES

The sample of natural simple coumarins is extended by discovery of the highly oxygenated representatives 6,8-dihydroxy-7-methoxycoumarin, 6,7,8-trihydroxycoumarin, 6,8-dihydroxy-5,7-dimethoxycoumarin, and 7-acetoxy-5,6-dimethoxycoumarin.They are accompanied in the roots of Pelargonium sidoides by the widely occuring scopoletin, associated with the uncommon analoges 5,6,7-trimethoxycoumarin, 7-hydroxy-5,6-dimethoxycoumarin (umckalin), and 5,6,7,8-tetramethoxycoumarin (artelin), these being reported from a plant source for the second time.The structures of these compounds were established from chemical and spectroscopic studies.Differentiation between oxygenation patterns is discussed on the basis of chemical shift data.

Total synthesis of naturally occurring 5,6,7- and 5,7,8-trioxygenated coumarins

The synthesis of five naturally occurring polyoxygenated coumarins is described. It concerns two 5,6,7-trioxygenated coumarins, i.e., 6-hydroxy-5,7-dimethoxycoumarin (fraxinol) 1 and 5,6,7-trimethoxycoumarin 2, and three 5,7,8-trioxygenated coumarins, i.e., 8-hydroxy-5,7-dimethoxycoumarin (leptodactylone) 3, 5,7,8-trimethoxycoumarin 4 and 8-(3-methyl-2-butenyloxy)-5,7-dimethoxycoumarin (artanin) 5. Key feature of the synthetic pathway is the synthesis of suitable tetraoxygenated benzaldehydes, which are then converted to the corresponding coumarins via a Wittig reaction.