3556-78-3

Basic information

• Product Name: trans-4-[3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-1,3-benzenediol
• CAS NO: 3556-78-3
• Molecular Weight: 314.468
• Mol File: 3556-78-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: trans-4-[3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-1,3-benzenediol(CAS DataBase Reference)
• NIST Chemistry Reference: trans-4-[3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-1,3-benzenediol(3556-78-3)
• EPA Substance Registry System: trans-4-[3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-pentyl-1,3-benzenediol(3556-78-3)

Safety Data

• Hazardous Substances Data: 3556-78-3(Hazardous Substances Data)

Upstream product

• 22771-44-4 (+)-p-mentha-2,8-dien-1-ol 
• 500-66-3 Olivetol 
• 7663-54-9 1-(2',6'-Dimethoxy-4'-n-pentylphenyl)-3-methyl-butadien 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 78-94-4 methyl vinyl ketone 
• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 
• 3411-09-4 2.6-Dimethoxy-4-pentyl-benzalaceton 
• 22976-40-5 1,3-dimethoxy-5-pentylbenzene 
• 1242-67-7 1,3-dimethoxy-2-((1RS,6RS)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-enyl)-5-pentylbenzene 
• 141-27-5 3,7-dimethyl-2,6-octadienal 
• 38862-65-6 2,4-dihydroxy-6-n-pentylbenzoic acid ethyl ester 
• 945-51-7 1,1'-sulfinylbisbenzene 
• 139-66-2 diphenyl sulfide 
• 31684-93-2 (+)-limonene oxide 

Downstream Products

• 43009-38-7 (6aS,10aR)-6,6,9-trimethyl-3-pentyl-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol 
• 16849-50-6 tetrahydrocannabinol 
• 14132-18-4 6,6,9-Trimethyl-3-pentyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-1-ol 
• 6909-05-3 iso-Δ⁸-tetrahydrocannabinol 
• 112639-17-5 Acetic acid 3-acetoxy-6-iodo-2-((R)-6-isopropenyl-3-methyl-cyclohex-2-enyl)-5-pentyl-phenyl ester 
• 40525-15-3 cannabidiol diacetate 
• 112639-15-3 4',6'-di-iodocannabidiol 
• 112639-14-2 4'-iodocannabidiol 

Relevant articles and documents

Monocyclic Quinone Structure-Activity Patterns: Synthesis of Catalytic Inhibitors of Topoisomerase II with Potent Antiproliferative Activity

The monocyclic 1,4-benzoquinone, HU-331, the direct oxidation product of cannabidiol, inhibits the catalytic activity of topoisomerase II but without inducing DNA strand breaks or generating free radicals, and unlike many fused-ring quinones exhibits minimal cardiotoxicity. Thus, monocyclic quinones have potential as anticancer agents, and investigation of the structural origins of their biological activity is warranted. New syntheses of cannabidiol and (±)-HU-331 are here reported. Integrated synthetic protocols afforded a wide range of polysubstituted resorcinol derivatives; many of the corresponding novel 2-hydroxy-1,4-benzoquinone derivatives are potent inhibitors of the catalytic activity of topoisomerase II, some more so than HU-331, whose monoterpene unit replaced by a 3-cycloalkyl unit conferred increased antiproliferative properties in cell lines with IC50 values extending below 1 mM, and greater stability in solution than HU-331. The principal pharmacophore of quinones related to HU-331 was identified. Selected monocyclic quinones show potential for the development of new anticancer agents.

BORON TRIFLUORIDE ETHERATE ON ALUMINA - A MODIFIED LEWIS ACID REAGENT. AN IMPROVED SYNTHESIS OF CANNABIDIOL.

Boron trifluoride etherate on alumina catalyses the condensation of resorcinols and monomethyl resorcinols with several monoterpenoid allylic alcohols: in contrast to paralell reactions with boron trifluoride etherate in solution the products obtained do not undergo further cyclisations.