72378-85-9

Basic information

• Product Name: C₃₆H₂₅BrO₄
• Synonyms: C₃₆H₂₅BrO₄
• CAS NO: 72378-85-9
• Molecular Weight: 601.496
• Mol File: 72378-85-9.mol

Chemical Properties

• CAS DataBase Reference: C₃₆H₂₅BrO₄(CAS DataBase Reference)
• NIST Chemistry Reference: C₃₆H₂₅BrO₄(72378-85-9)
• EPA Substance Registry System: C₃₆H₂₅BrO₄(72378-85-9)

Safety Data

• Hazardous Substances Data: 72378-85-9(Hazardous Substances Data)

Upstream product

• 72378-83-7 1,4,7,8,11,14-Hexahydrodibenzanthracene 
• 57816-08-7 7,14-dihydrodibenz[a,h]anthracene 
• 72378-84-8 trans-3,4-bis(benzoyloxy)-1,2,3,4-tetrahydrodibenzanthracene 

Downstream Products

• 86541-62-0 rac-(1R,2S,3R,4S)-3,4-dihydroxy-1,2-epoxy-1,2,3,4-tetrahydrodibenz[a,h]anthracene 
• 180978-24-9 (+)-(1R,2S,3R,4S)-3,4-dihydroxy-1,2-epoxy-1,2,3,4-tetrahydrodibenz[a,h]anthracene 
• 180978-25-0 (-)-(1S,2R,3S,4R)-3,4-dihydroxy-1,2-epoxy-1,2,3,4-tetrahydrodibenz[a,h]anthracene 
• 161906-52-1 (+)-(1R,2S,3S,4R)-3,4-dihydroxy-1,2-epoxy-1,2,3,4-tetrahydrodibenz[a,h]anthracene 
• 161906-53-2 (-)-(1S,2R,3R,4S)-3,4-dihydroxy-1,2-epoxy-1,2,3,4-tetrahydrodibenz[a,h]anthracene 
• 1421-83-6 (-)-(3R,4R)-3,4-dihydroxy-3,4-dihydrodibenz[a,h]anthracene 
• 70951-81-4 trans-3,4-dihydroxy-anti-1,2-epoxy-1,2,3,4-tetrahydrodibenzanthracene 
• 66267-19-4 trans-3,4-dihydroxy-3,4-dihydrodibenzanthracene 
• 72378-81-5 trans-3,4-bis(benzoyloxy)-3,4-dihydrodibenzanthracene 

Relevant articles and documents

Synthesis, absolute configuration, and bacterial mutagenicity of the 8 stereoisomeric vicinal diol epoxides at the terminal benzo ring of carcinogenic dibenz[ a,h ]anthracene

The synthesis of the 8 possible stereoisomeric diol epoxides (DEs) at the terminal benzo ring of carcinogenic dibenz[a,h]anthracene (DBA) is reported. trans-3,4-Dihydroxy-3,4-dihydro-DBA (1) afforded the 4 bay region DEs: the enantiomeric pairs of the ant

Synthesis of Biologically Active Metabolites of Dibenzanthracene

Syntheses are described of the trans 1,2- and 3,4-dihydro diol metabolites (3a and 1a) of dibenzanthracene (DBA) and the corresponding diol epoxide derivatives 4 and 2, implicated as the ultimate carcinogenic metabolites of DBA.The synheses of 1a and 3a are accomplished from DBA via lithium-ammonia reduction to 1,4,7,8,11,14-hexahydrodibenzanthracene, base-catalyzed isomerization, Prevost reaction, dehydrogenation, and basic methanolysis.This approach involves considerably fewer steps and affords superior overall yields than obtainable by more conventional methods entailing multistep ring construction.Epoxidation of 1a affords stereospecifically the anti diol epoxide isomer 2, whereas similar reaction of 3a furnishes a mixture of the corresponding syn and anti diol epoxide isomers in 3:1 ratio.Biological evidence implicates 1a and 2 as proximate and ultimate carcinogenic forms, respectively, of DBA.Synthesis of 3-hydroxydibenzanthracene, also known to be a metabolite of DBA, is also described.