26429-02-7

Basic information

• Product Name: 2-HYDROXY-3,4-DIMETHYL-BENZALDEHYDE
• Synonyms: 2-HYDROXY-3,4-DIMETHYL-BENZALDEHYDE
• CAS NO: 26429-02-7
• Molecular Formula: C₉H₁₀O₂
• Molecular Weight: 150.17
• Mol File: 26429-02-7.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-HYDROXY-3,4-DIMETHYL-BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXY-3,4-DIMETHYL-BENZALDEHYDE(26429-02-7)
• EPA Substance Registry System: 2-HYDROXY-3,4-DIMETHYL-BENZALDEHYDE(26429-02-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 26429-02-7(Hazardous Substances Data)

Upstream product

• 4885-02-3 Dichloromethyl methyl ether 
• 526-75-0 2,3-Dimethylphenol 
• 50-00-0 formaldehyd 

Downstream Products

• 1426547-43-4 6-formyl-2,3-dimethylphenyl trifluoromethanesulfonate 
• 2785-76-4 3,4-dimethylbenzene-1,2-diol 

Relevant articles and documents

Inhibition of Urease, a Ni-Enzyme: The Reactivity of a Key Thiol With Mono- and Di-Substituted Catechols Elucidated by Kinetic, Structural, and Theoretical Studies

The inhibition of urease from Sporosarcina pasteurii (SPU) and Canavalia ensiformis (jack bean, JBU) by a class of six aromatic poly-hydroxylated molecules, namely mono- and dimethyl-substituted catechols, was investigated on the basis of the inhibitory efficiency of the catechol scaffold. The aim was to probe the key step of a mechanism proposed for the inhibition of SPU by catechol, namely the sulfanyl radical attack on the aromatic ring, as well as to obtain critical information on the effect of substituents of the catechol aromatic ring on the inhibition efficacy of its derivatives. The crystal structures of all six SPU-inhibitors complexes, determined at high resolution, as well as kinetic data obtained on JBU and theoretical studies of the reaction mechanism using quantum mechanical calculations, revealed the occurrence of an irreversible inactivation of urease by means of a radical-based autocatalytic multistep mechanism, and indicate that, among all tested catechols, the mono-substituted 3-methyl-catechol is the most efficient inhibitor for urease.

Enantioselective synthesis of multisubstituted biaryl skeleton by chiral phosphoric acid catalyzed desymmetrization/kinetic resolution sequence

Described herein is the enantioselective synthesis of multisubstituted biaryl derivatives by chiral phosphoric acid catalyzed asymmetric bromination. Two asymmetric reactions (desymmetrization and kinetic resolution) proceeded successively to afford chiral biaryls in excellent enantioselectivities (up to 99% ee). Both experimental and computational studies suggested that this excellent selectivity could be achieved via a highly organized hydrogen bond network among a substrate, a catalyst (chiral phosphoric acid), and a brominating reagent (N-bromophthalimide).

The novel benzopyran class of selective cyclooxygenase-2 inhibitors. Part III: The three microdose candidates

In this manuscript, we report the discovery of the substituted 2-trifluoromethyl-2H-benzopyran-3-carboxylic acids as a novel series of potent and selective cyclooxygenase-2 (COX-2) inhibitors. We provide the structure-activity relationships, optimization of design, testing criteria, and human half-life data. The challenge of a surprisingly long half-life (t 1/2 = 360 h) of the first clinical candidate 1 and human t 1/2 had been difficult to predict based on allometric scaling for this class of highly ppb compounds. We used a microdose strategy which led to the discovery of clinical agents 18c-(S), 29b-(S), and 34b-(S) with human half-life of 57, 13, and 11 h.