158419-80-8

Basic information

• Product Name: (2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl)-4-retinamidophenylmethane
• CAS NO: 158419-80-8
• Molecular Weight: 719.873
• Mol File: 158419-80-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl)-4-retinamidophenylmethane(CAS DataBase Reference)
• NIST Chemistry Reference: (2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl)-4-retinamidophenylmethane(158419-80-8)
• EPA Substance Registry System: (2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl)-4-retinamidophenylmethane(158419-80-8)

Safety Data

• Hazardous Substances Data: 158419-80-8(Hazardous Substances Data)

Upstream product

• 155590-31-1 (2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)phenylmethane 
• 54423-54-0 2,3,4,6-Tetra-O-benzyl 1-O-p-nitrobenzoyl D-glucopyranoside 
• 136034-24-7 (2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)phenylmethane 
• 136034-23-6 β-D-Glucopyranosylphenylmethane 
• 100-44-7 benzyl chloride 
• 302-79-4 all-trans-retinoic-acid 
• 67773-43-7 2,3,4,6-tetra-O-benzyl-α/β-D-glucopyranosyl bromide 
• 53839-60-4 retinoyl chloride 
• 161909-26-8 (2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl)-4-aminophenylmethane 

Relevant articles and documents

PREPARATION OF 4-RETINAMIDOPHENYL- AND 4-RETINAMIDOBENZYL-C-GLYCOSYL AND C-GLUCURONOSYL ANALOGUES OF THE GLUCURONIDE OF 4-HYDROXYPHENYLRETINAMIDE AS POTENTIAL STABLE CANCER CHEMOPREVENTIVE AGENTS

Glucuronide metabolites of retinoic acid and its analogues have been suggested to be active cancer chemopreventive analogues of the parent molecules.However, these metabolites are susceptible to β-glucuronidase and acid-catalyzed cleavage and it is not clear whether these carbohydrate conjugates must be hydrolyzed back to the parent molecule to show activity.Thus, the multistep syntheses of stable C-glycosyl and C-glucuronosyl analogues of the known glucuronide metabolite of the breast cancer chemopreventive agent 4-hydroxyphenylretinamide (4-HPR) are outlined.The chemical and enzymatic stability of these compounds has been evaluated relative to the glucuronide of 4-HPR.