57721-81-0

Basic information

• Product Name: 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,2,5,7,8-pentamethyl-, acetate
• CAS NO: 57721-81-0
• Molecular Formula: C16H22O3
• Molecular Weight: 262.349
• Mol File: 57721-81-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,2,5,7,8-pentamethyl-, acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,2,5,7,8-pentamethyl-, acetate(57721-81-0)
• EPA Substance Registry System: 2H-1-Benzopyran-6-ol, 3,4-dihydro-2,2,5,7,8-pentamethyl-, acetate(57721-81-0)

Safety Data

• Hazardous Substances Data: 57721-81-0(Hazardous Substances Data)

Upstream product

• 950-99-2 2,2,5,7,8-pentamethylchroman-6-ol 
• 13398-11-3 iodomethyl acetate 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 

Relevant articles and documents

Reaction of α-(n-alkylcarbonyloxy)alkyl (ACOA) halides with 4-hydroxyacetanilide and 2,2,5,7,8-pentamethyl-6-chromanol: The effect of steric hindrance on reaction path

A convenient synthesis of α-(n-alkylcarbonyloxy)alkyl (ACOA) iodides has been developed and a homologous series of n-alkylcarbonyloxymethyl (ACOM) iodides have been used to alkylate 4-hydroxyacetanilide (acetaminophen, APAP), a sterically unhindered phenol, and a sterically hindered phenol (2,2,5,7,8-pentamethyl-6-chromanol). Steric hindrance was not a significant factor in the ratio of acylated (Path b) to alkylated (Path a) for these reactions. Given the reported toxicity associated with sterically hindered ACOM prodrugs, n-alkyl ACOM and ACOA promoieties present themselves as viable alternatives to the more commonly used pivalate-based derivatives. Georg Thieme Verlag Stuttgart.

Chroman derivatives as lipoxygenase inhibitors

The present invention is concerned with certain novel derivatives of Formula I: wherein X and R1 to R10 are as described in the specification, and where either R5 is OH, —NRdORa or —NRd—NRbRc, or R7 is —NRdORa or —NRd—NRbRc, or C=R7R8 is C=NORa or C=N—NRbRc, which may be useful in the manufacture of pharmaceutical compositions for treating disorders mediated by lipoxygenases. They may also be useful in the manufacture of skin care and/or pharmaceutical compositions for the treatment of lipoxygenase mediated disorders.

Active oxygen chemistry within the liposomal bilayer: Part III: Locating Vitamin E, ubiquinol and ubiquinone and their derivatives in the lipid bilayer

We have previously shown that the location and orientation of compounds intercalated within the lipid bilayer can be qualitatively determined using an NMR chemical shift-polarity correlation. We describe herein the results of our application of this method to analogs of Vitamin E, ubiquinol and ubiquinone. The results indicate that tocopherol - and presumably the corresponding tocopheroxyl radical - reside adjacent to the interface, and can, therefore, abstract a hydrogen atom from ascorbic acid. On the other hand, the decaprenyl substituted ubiquinol and ubiquinone lie substantially deeper within the lipid membrane. Yet, contrary to the prevailing literature, their location is far from being the same. Ubiquinone-10 is situated above the long-chain fatty acid slab . Ubiquinol-10 dwells well within the lipid slab, presumably out of striking range of Vitamin C. Nevertheless, ubiquinol can act as an antioxidant by reducing C- or O-centered lipid radicals or by recycling the lipid-resident tocopheroxyl radical.