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2,3-dihydroxy-4-methylbenzoic acid is an organic compound with the chemical formula C8H8O5. It is a derivative of benzoic acid, featuring two hydroxyl groups at the 2nd and 3rd carbon positions and a methyl group at the 4th carbon position. 2,3-dihydroxy-4-methylbenzoic acid is a white crystalline solid and is soluble in water, ethanol, and other polar solvents. It has various applications in the chemical industry, such as a precursor for the synthesis of pharmaceuticals, dyes, and other organic compounds. Due to its functional groups, it can undergo reactions like esterification, etherification, and condensation, making it a versatile building block in organic synthesis.

3929-89-3

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3929-89-3 Usage

Compound class

Benzoic acids.

Biological role

Metabolite in the pathway of tyrosine degradation in the body.

Association with genetic disorder

Alkaptonuria.

Symptoms of alkaptonuria

Accumulation of homogentisic acid causing darkening of connective tissues, joint and spine degeneration.

Additional health risks

Development of kidney stones and cartilage damage.

Importance in medical practice

Understanding and monitoring levels for diagnosis and management of alkaptonuria and related health complications.

Check Digit Verification of cas no

The CAS Registry Mumber 3929-89-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,9,2 and 9 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 3929-89:
(6*3)+(5*9)+(4*2)+(3*9)+(2*8)+(1*9)=123
123 % 10 = 3
So 3929-89-3 is a valid CAS Registry Number.

3929-89-3Relevant academic research and scientific papers

Regioselective ortho-carboxylation of phenols catalyzed by benzoic acid decarboxylases: A biocatalytic equivalent to the Kolbe-Schmitt reaction

Wuensch, Christiane,Gross, Johannes,Steinkellner, Georg,Lyskowski, Andrzej,Gruber, Karl,Glueck, Silvia M.,Faber, Kurt

, p. 9673 - 9679 (2014/03/21)

The enzyme catalyzed carboxylation of electron-rich phenol derivatives employing recombinant benzoic acid decarboxylases at the expense of bicarbonate as CO2 source is reported. In contrast to the classic Kolbe-Schmitt reaction, the biocatalytic equivalent proceeded in a highly regioselective fashion exclusively at the ortho-position of the phenolic directing group in up to 80% conversion. Several enzymes were identified, which displayed a remarkably broad substrate scope encompassing alkyl, alkoxy, halo and amino- functionalities. Based on the crystal structure and molecular docking simulations, a mechanistic proposal for 2,6-dihydroxybenzoic acid decarboxylase is presented.

Potent enantioselective inhibition of DNA-dependent protein kinase (DNA-PK) by atropisomeric chromenone derivatives

Clapham, Kate M.,Rennison, Tommy,Jones, Gavin,Craven, Faye,Bardos, Julia,Golding, Bernard T.,Griffin, Roger J.,Haggerty, Karen,Hardcastle, Ian R.,Thommes, Pia,Ting, Attilla,Cano, Céline

, p. 6747 - 6757 (2012/09/22)

Substitution at the 7-position of the chromen-4-one pharmacophore of 8-(dibenzo[b,d]thiophen-4-yl)-2-morpholino-4H-chromen-4-one NU7441, a potent and selective DNA-dependent protein kinase (DNA-PK) inhibitor, with allyl, n-propyl or methyl enabled the resolution by chiral HPLC of atropisomers. Biological evaluation against DNA-PK of each pair of atropisomers showed a marked difference in potency, with biological activity residing exclusively in the laevorotatory enantiomer.

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