34818-66-1

Basic information

• Product Name: 7-(benzyloxy)-5,6-dimethoxy-4H-chromen-4-one
• Synonyms: 7-(benzyloxy)-5,6-dimethoxy-4H-chromen-4-one
• CAS NO: 34818-66-1
• Molecular Weight: 312.322
• Mol File: 34818-66-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 7-(benzyloxy)-5,6-dimethoxy-4H-chromen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7-(benzyloxy)-5,6-dimethoxy-4H-chromen-4-one(34818-66-1)
• EPA Substance Registry System: 7-(benzyloxy)-5,6-dimethoxy-4H-chromen-4-one(34818-66-1)

Safety Data

• Hazardous Substances Data: 34818-66-1(Hazardous Substances Data)

Upstream product

• 25892-95-9 1-(4-(benzyloxy)-6-hydroxy-2,3-dimethoxyphenyl)ethan-1-one 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 

Downstream Products

• 107585-74-0 5,7-dihydroxy-6-methoxy-3-(4'-hydroxybenzyl)-4-chromanone 
• 142546-12-1 5,7-dihydroxy-6-methoxy-3-(3'-hydroxy-4'-methoxybenzyl)-4-chromanone 

Relevant articles and documents

Design, synthesis and biological evaluation of photoaffinity probes of antiangiogenic homoisoflavonoids

A naturally occurring homoisoflavonoid, cremastranone (1) inhibited angiogenesis in vitro and in vivo. We developed an analogue SH-11037 (2) which is more potent than cremastranone in human retinal microvascular endothelial cells (HRECs) and blocks neovascularization in animal models. Despite their efficacy, the mechanism of these compounds is not yet fully known. In the course of building on a strong foundation of SAR and creating a novel chemical tool for target identification of homoisoflavonoid-binding proteins, various types of photoaffinity probes were designed and synthesized in which benzophenone and biotin were attached to homoisoflavanonoids using PEG linkers on either the C-3′ or C-7 position. Notably, the photoaffinity probes linking on the phenol group of the C-3′ position retain excellent activity of inhibiting retinal endothelial cell proliferation with up to 72?nM of GI50.

Synthesis of natural homoisoflavonoids having either 5,7-dihydroxy-6-methoxy or 7-hydroxy-5,6-dimethoxy groups

Naturally occurring homoisoflavonoids containing either 5,7-dihydroxy-6-methoxy or 7-hydroxy-5,6-dimethoxy groups such as the antiangiogenic homoisoflavanone, cremastranone, were synthesized via three or four linear steps from the known 4-chromenone. This facile synthesis includes chemoselective 1,4-reduction of 4-chromenone and selective deprotection of 3-benzylidene-4-chromanone a containing C7-benzyloxy group.