CAS 16732-73-3

6-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID

Description:

6-Methoxy-1H-indole-2-carboxylic acid, with the CAS number 16732-73-3, is an organic compound characterized by its indole structure, which is a bicyclic compound consisting of a benzene ring fused to a pyrrole ring. This compound features a methoxy group (-OCH3) at the 6-position and a carboxylic acid group (-COOH) at the 2-position of the indole ring, contributing to its chemical reactivity and potential biological activity. It is typically a white to off-white solid and is soluble in polar solvents, reflecting its functional groups. The presence of the methoxy group can influence its electronic properties and reactivity, while the carboxylic acid group can participate in hydrogen bonding and acid-base reactions. This compound may be of interest in pharmaceutical research due to its structural similarity to various biologically active indole derivatives. Its synthesis and characterization are important for understanding its potential applications in medicinal chemistry and related fields.

Formula: C₁₀H₉NO₃

InChI: InChI=1/C10H9NO3/c1-14-7-3-2-6-4-9(10(12)13)11-8(6)5-7/h2-5,11H,1H3,(H,12,13)

SMILES: COc1ccc2cc(C(=O)O)[nH]c2c1

Synonyms:

• 1H-Indole-2-Carboxylic Acid, 6-Methoxy-
• Akos Jy2082559
• 6-Methoxyindole-2-Carboxylic Acid
• 6-Methoxindole-2-Carboxylic Acid

1H-​Indole-​2-​carboxylic acid, 6-​methoxy-

CAS: 16732-73-3

Formula: C₁₀H₉NO₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 191.1834

Ref: IN-DA001XAP

6-Methoxyindole-2-carboxylic acid

CAS: 16732-73-3

Ref: 7W-GK7971

6-Methoxy-1H-indole-2-carboxylic acid

CAS: 16732-73-3

6-Methoxy-1H-indole-2-carboxylic acid

Purity: 95%

Molecular weight: 191.18g/mol

Ref: 54-OR300659

6-Methoxyindole-2-carboxylic acid

CAS: 16732-73-3

6-Methoxyindole-2-carboxylic acid (6MI) is a potent inhibitor of the enzyme catechol-O-methyltransferase (COMT). This inhibition prevents the conversion of catecholamines, such as dopamine and norepinephrine, to their corresponding methylated products. COMT inhibitors are used clinically to treat Parkinson's disease and other diseases that result from excessive levels of these neurotransmitters. 6MI is also an effective inhibitor of tyrosinase activity in vitro. It has been shown to inhibit the synthesis of melanin by melanocytes and inhibits the production of eumelanin, which is responsible for black or brown skin pigments. The inhibitory potency of 6MI was found to be greater than that for kojic acid, arbutin, and hydroquinone. Optimization studies showed that 6MI was most potent at a concentration of 1 mM and had an IC50 value of 0.3 mM in

Formula: C₁₀H₉NO₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 191.18 g/mol

Ref: 3D-FM08189

6-Methoxy-1 H -indole-2-carboxylic acid

CAS: 16732-73-3

Formula: C₁₀H₉NO₃

Purity: 95%

Color and Shape: Solid

Molecular weight: 191.186

Ref: 10-F028420

6-Methoxyindole-2-carboxylic Acid

Controlled Product

CAS: 16732-73-3

Applications 6-Methoxyindole-2-carboxylic Acid is part of a class of compounds (indole-2-carboxylic acids) currently being studied that may have hypoglycemic effects.
References Bauman, N., et al.: Biochem. Pharmacol., 18, 1241 (1969)

Formula: C₁₀H₉NO₃

Color and Shape: Neat

Molecular weight: 191.18

Ref: TR-M262800