4636-41-3

Upstream product

• 3008-39-7 cycloheptane-1,2-dione 
• 533-75-5 2-hydroxy-2,4,6-cycloheptatrien-1-one 
• 4584-68-3 3-bromo-2-hydroxy-2,4,6-cycloheptatrien-1-one 

Downstream Products

• 363-67-7 3,5,7-tribromotropolone 
• 13229-47-5 9-(2-amino-phenylsulfanyl)-11H-benzo[b]cyclohepta[e][1,4]thiazin-10-one 

Relevant academic research and scientific papers

A 13C nuclear magnetic resonance study of the reversible substituent migration in several 2-acyl and 2-silyl derivatives of tropolone. Troponoid-IV

The energy barrier for the reversible substituent migration was determined for a number of 2-acyl and 2-silyl derivatives of tropolone.The energy barrier is found to be dependent on the nature of the migrating group.Asymmetric monosubstitution on the ring shifts the equilibrium in favor of one dynamic isomer.In the two cases studied (3-bromotropolone and 3-bromotropolone acetate) it is found that the equilibrium is shifted towards the isomer bearing the bromine atom at the 7-position.

TROPOLONE DERIVATIVES AND TAUTOMERS THEREOF FOR IRON REGULATION IN ANIMALS

Disclosed are a series of compounds or their tautomers having a general structure represented by Formula (la), (lb), (Ila), (lIb), or (lIc) and pharmaceutically acceptable salts thereof. The present disclosure also relates to pharmaceutical compositions comprising said compounds or tautomers. The present disclosure further relates to a method of treating a disease or condition associated with iron dysregulation or dysfunctional iron homeostasis comprising administering to a subject in need thereof a therapeutically effective amount of Formula (la), (lb), (Ila), (lIb), or (lIc) compounds or tautomers.

HINOKITIOL ANALOGUES, METHODS OF PREPARING AND PHARMACEUTICAL COMPOSITIONS THEREOF

Disclosed are analogues of hinokitiol, methods for preparing them, and pharmaceutical compositions thereof. Also disclosed are methods for their use in treating iron-related diseases.

Studies on the anti-hepatitis C virus activity of newly synthesized tropolone derivatives: Identification of NS3 helicase inhibitors that specifically inhibit subgenomic HCV replication

We synthesized new tropolone derivatives substituted with cyclic amines: piperidine, piperazine or pyrrolidine. The most active anti-helicase compound (IC50= 3.4 μM), 3,5,7-tri[(4′-methylpiperazin-1′-yl) methyl]tropolone (2), inhibited RNA replication by 50% at 46.9 μM (EC 50) and exhibited the lowest cytotoxicity (CC50) >1 mM resulting in a selectivity index (SI = CC50/EC50) >21. The most efficient replication inhibitor, 3,5,7-tri[(4′-methylpiperidin- 1′-yl)methyl]tropolone (6), inhibited RNA replication with an EC 50 of 32.0 μM and a SI value of 17.4, whereas 3,5,7-tri[(3′- methylpiperidin-1′-yl)methyl]tropolone (7) exhibited a slightly lower activity with an EC50 of 35.6 μM and a SI of 9.8.

α-Hydroxytropolones: A new class of potent inhibitors of inositol monophosphatase and other bimetallic enzymes

Mono- and polyhydroxytropolones are potent competitive inhibitors of inositol monophosphatase. Modeling studies indicate that this inhibition occurs most probably through a novel mode of action involving the chelation of the two magnesium ions in the active site. This is consistent with experimental data. Inhibition occurs when at least three oxygen atoms are present on the seven-membered ring, and only if they are contiguous to one another. In addition, those oxygens should not be protected. The corresponding six-membered rings showed no activity. Other bimetallic enzymes such as alkaline phosphatase (APase) or dopamine β-monooxygenase (DBM) are also inhibited (in a competitive or uncompetitive manner) by hydroxytropolones.