7212-39-7

Usage

Chemical structure

Consists of a benzene ring with a hydroxyl group and two methoxy groups attached at the para position

Main properties

Aromatic and aliphatic properties, used in fragrances, pharmaceuticals, plastic manufacturing

Uses

Production of fragrances, pharmaceuticals, stabilizer in plastic manufacturing, precursor in organic compound synthesis

Role

Plays a role in the development of novel materials with specialized properties

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 107-30-2 chloromethyl methyl ether 
• 67-64-1 acetone 
• 6515-21-5 4-methoxymethoxy-benzaldehyde 

Downstream Products

• 115032-64-9 4-bromomethylphenyl methoxymethyl ether 
• 1026727-01-4 2-(4-methoxymethoxy-benzyloxy)-isoindole-1,3-dione 
• 250602-88-1 [4-(methoxymethoxy)benzyloxy]amine 
• 1353178-34-3 C₁₁H₁₆O₃S 
• 1353178-35-4 C₂₁H₃₂O₄S 
• 1353178-33-2 4-(methoxymethoxy)benzyl methyl ether 
• 1417423-56-3 4-(2,4,6-trimethoxybenzyl)phenol 
• 1417423-59-6 2-(4-hydroxybenzyl)-4,5-dimethoxyphenol 
• 1417423-60-9 4-((6-methoxybenzo[d][1,3]dioxol-5-yl)methyl)phenol 
• 1417423-61-0 4-(4-hydroxybenzyl)naphthalen-1-ol 
• 1417423-62-1 4-((2-methoxynaphthalen-1-yl)methyl)phenol 
• 1417423-63-2 4-(benzofuran-3-ylmethyl)phenol 
• 1417423-64-3 4-(2,4,6-trimethylbenzyl)phenol 
• 1417423-53-0 4-(methoxylmethoxy)benzyl acetate 

Relevant academic research and scientific papers

Discovery of novel 3-butyl-6-benzyloxyphthalide Mannich base derivatives as multifunctional agents against Alzheimer's disease

Based on the multitarget-directed ligands strategy, a series of 3-butyl-6-benzyloxyphthalide Mannich base derivatives were designed, synthesized and identified for Alzheimer's disease (AD). Biological activity studies demonstrated that the designed hybrid

Oxoammonium-Mediated Allylsilane–Ether Coupling Reaction

A new C(sp3)?H functionalization reaction consisting of the oxidative α-allylation of allyl- and benzyl- methyl ethers has been developed. The C?C coupling could be carried out under mild conditions thanks to the use of cheap and green oxoammonium salts. The scope of the reaction was studied over 27 examples, considering the nature of the substituents on the two coupling partners.

Synthesis and Pharmacological Characterization of Conformationally Restricted Retigabine Analogues as Novel Neuronal Kv7 Channel Activators

Kv7 K+ channels represent attractive pharmacological targets for the treatment of different neurological disorders, including epilepsy. In this paper, 42 conformationally restricted analogues of the prototypical Kv7 activator retigabine have been synthesized and tested by electrophysiological patch-clamp experiments as Kv7 agonists. When compared to retigabine (0.93 ± 0.43 μM), the EC50s for Kv7.2 current enhancements by compound 23a (0.08 ± 0.04 μM) were lower, whereas no change in potency was observed for 24a (0.63 ± 0.07 μM). In addition, compared to retigabine, 23a and 24a showed also higher potency in activating heteromeric Kv7.2/Kv7.3 and homomeric Kv7.4 channels. Molecular modeling studies provided new insights into the chemical features required for optimal interaction at the binding site. Stability studies evidenced improved chemical stability of 23a and 24a in comparison with retigabine. Overall, the present results highlight that the N5-alkylamidoindole moiety provides a suitable pharmacophoric scaffold for the design of chemically stable, highly potent and selective Kv7 agonists.

Discovery of novel 3-(hydroxyalkoxy)-2-alkylchromen-4-one analogs as interleukin-5 inhibitors

A series of novel chromen-4-one analogs 9a-d and 10a-u was designed, synthesized and evaluated for their IL-5 inhibitory activity. Most of the chromen-4-one analogs showed strong inhibitory activity in low micro molar potency. Among them, 5-(cyclohexylmet

A Modular Access to (±)-Tubocurine and (±)-Curine - Formal Total Synthesis of Tubocurarine

Two consecutive Cu-catalyzed Ullmann-type C-O couplings permitted the first successful entry toward the curare alkaloids (±)-tubocurine and (±)-curine. Starting from vanillin, the synthetic sequence comprises 15 linear steps and includes a total of 24 transformations. In addition, the total synthesis of tubocurine represents a formal total synthesis of the famous arrow poison alkaloid tubocurarine.

Zinc-Mediated Efficient and Selective Reduction of Carbonyl Compounds

We herein describe for the first time that an optimized combination of Zn and NH4Cl can be used for the selective reduction of aldehydes and ketones to the corresponding alcohols. The aldehyde and keto groups are selectively reduced in the presence of azide, cyano, epoxy, ester, and carbon–carbon double-bond functional groups. A broad functional-group compatibility, chemoselective reduction of aldehydes in the presence of ketones, and selective reduction of isatins at the C3 carbonyl group are the highlights of the present method.

Facile synthesis of diarylmethanes via quinone methides

A novel acid-mediated generation of quinone methides followed by nucleophilic addition of electronrich aromatic compounds to furnish diarylmethanes has been developed. A wide range of electronrich aromatic compounds including some heterocycles can be employed for this reaction to provide the corresponding diarylmethanes in good yields and regioselectivities.

Benzylic phosphates as electrophiles in the palladium-catalyzed asymmetric benzylation of azlactones

Palladium-catalyzed asymmetric benzylation has been demonstrated with azlactones as prochiral nucleophiles in the presence of chiral bisphosphine ligands. Benzylic electrophiles are utilized under two sets of reaction conditions to construct a new tetrasubstituted stereocenter. Electron density of the phenyl ring dictates the reaction conditions, including the leaving group. The reported methodology represents a novel asymmetric carbon-carbon bond formation in an amino acid precursor.

A mild and efficient desilylation of O-tert-butyldimethylsilyl ethers mediated by chlorotrimethylsilane and potassium fluoride dihydrate in acetonitrile

Desilylation of O-tert-butyldimethylsilyl ethers was achieved by a reagent system consisting of chlorotrimethylsilane and potassium fluoride dihydrate in acetonitrile. This alternative desilylation procedure is chemoselective, generally effective and operationally simple, and should find practical applications in organic synthesis. Georg Thieme Verlag Stuttgart.

Bicyclic aromatic compounds and pharmaceutical/cosmetic compositions comprised thereof

Novel pharmaceutically/cosmetically-active bicyclic aromatic compounds have the structural formula (I): in which Ar1 is a radical having one of the structural formulae (a)-(c): Ar2 is a radical having one of the following formulae (d)-(h): and X is a radical having one of the following formulae (i)-(l): and are useful for the treatment of a wide variety of disease states, whether human or veterinary, for example dermatological, rheumatic, respiratory, cardiovascular and ophthalmological disorders, as well as for the treatment of mammalian skin and hair conditions/disorders.