73289-61-9

Basic information

• Product Name: 2-Hydroxy-5-methoxyisophthalaldehyde
• Synonyms: 2-Hydroxy-5-methoxyisophthalaldehyde
• CAS NO: 73289-61-9
• Molecular Formula: C₉H₈O₄
• Molecular Weight: 180.15742
• Mol File: 73289-61-9.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Hydroxy-5-methoxyisophthalaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxy-5-methoxyisophthalaldehyde(73289-61-9)
• EPA Substance Registry System: 2-Hydroxy-5-methoxyisophthalaldehyde(73289-61-9)

Safety Data

• Hazardous Substances Data: 73289-61-9(Hazardous Substances Data)

Upstream product

• 21893-97-0 2,6-bis(hydroxymethyl)-4-methoxyphenol 
• 129316-20-7 2,6-bis(bromomethylene)-4-methoxyphenol 
• 111171-20-1 2-hydroxy-3-(hydroxymethyl)-5-methoxybenzaldehyde 
• 100-97-0 hexamethylenetetramine 
• 150-76-5 4-methoxy-phenol 
• 76-05-1 trifluoroacetic acid 

Downstream Products

• 129316-22-9 2,6-bis-1-hydroxy-4-methoxybenzene 
• 25224-72-0 1,4-dimethoxybenzene-2,6-dicarboxaldehyde 
• 26230-27-3 4-hydroxy-5-methoxy-isophthalaldehyde-dioxime 
• 30070-60-1 4-methoxyphenol-2,6-dicarboxylic acid 
• 379668-70-9 4-methoxyphenol-2,6-dicarboxylic acid dichloride 
• 129316-21-8 2,6-bis-1,4-dimethoxybenzene 
• 1396316-18-9 S-(2,6-diformyl-4-methoxyphenyl) dimethylcarbamothioate 
• 1440207-67-9 C₉H₉NO₄ 
• 109486-06-8 2,5-dihydroxyisophthalaldehyde 

Relevant articles and documents

Design and synthesis of novel bis-hydroxychalcones with consideration of their biological activities

In the present study, eight new substituted bis-hydroxychalcones for the first time were designed, synthesized, purified and fully characterized. Then their inhibitory effects on the diphenolase activity of mushroom tyrosinase were evaluated. The concentration of compounds to scavenge 50% of ABTS (IC50) values were calculated for all the synthesized compounds. IC50 values for 2,2-azinobis (3-ethylbenzothiazoline-sulfonate) assay (ABTS) were in the range of 0.130–0.39?mM. Synthesized compounds possessed an inhibitory effect on tyrosinase activity, too. All of the products were much more active than E and C vitamins. The high antioxidant activity of products could be due to the longer conjugated system which can stabilize the free radical by resonance through a longer system. The concentration of compounds to scavenge 50% of LDOPA (IC50) values were in the range of 0.2–0.6?mM for the tyrosinase inhibition screening Products 4a, 4c, 4d, 4e and 4g which have inhibitory properties comparable to kojic acid (KA). Molecular modeling studies have been performed to achieve insight into the binding mode of the synthesized compounds to the tyrosinase enzyme active site.

Unexpected formation of a tubular architecture by optically active pure organic calixsalen

Herein, an unusual tubular formation of a supramolecular organic framework by optically active macrocyclic calixsalen is shown via single crystal X-ray diffraction. The monomers are either bound by hydrogen bonds between OH groups in the lower rim of the macrocycle to form an hourglass structure or form a capsule with the calixsalens arranged in a head-to-head motif.

Readily prepared inclusion forming chiral calixsalens

Calixsalens, chiral triangular hexaimines are readily synthesized by [3 + 3] cyclocondensation of trans-(R,R)-1,2-diaminocyclohexane with 2-hydroxyisophthalaldehyde derivatives. The usually rigid calixsalen ring is able to invert its conformation as a consequence of steric repulsion between bulky substituents at the C5 positions of the aromatic rings. The steric and electronic nature of the substituents does not affect only the conformation of the macrocycle. Small polar substituents enforce dimeric self-association to form an apohost where each of the monomers simultaneously serves as the host and the guest of its partner. Non-associating calixsalens form assemblies in which two symmetry-related molecules are arranged in a head-to-head fashion to form a capsule, or unimolecular cages that are able to entrap solvent molecules in their intrinsic voids.