CAS 5707-55-1

(3,4-Dihydroxyphenyl)acetaldehyde

Description:

(3,4-Dihydroxyphenyl)acetaldehyde, with the CAS number 5707-55-1, is an organic compound characterized by the presence of both aldehyde and phenolic functional groups. It features a phenolic ring with hydroxyl groups at the 3 and 4 positions, which contribute to its reactivity and potential biological activity. This compound is typically a pale yellow to brown solid or liquid, depending on its purity and environmental conditions. It is soluble in polar solvents like water and alcohols due to the hydroxyl groups, which can form hydrogen bonds. The presence of the aldehyde group makes it susceptible to oxidation and condensation reactions. (3,4-Dihydroxyphenyl)acetaldehyde is of interest in various fields, including organic synthesis and medicinal chemistry, due to its potential applications in the development of pharmaceuticals and as a biochemical probe. Its antioxidant properties may also be explored in food chemistry and health-related studies. Proper handling and storage are essential, as with many organic compounds, to ensure safety and stability.

Formula: C₈H₈O₃

InChI: InChI=1S/C8H8O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,4-5,10-11H,3H2

InChI key: InChIKey=IADQVXRMSNIUEL-UHFFFAOYSA-N

SMILES: C(C=O)C1=CC(O)=C(O)C=C1

Synonyms:

• 2-(3,4-Dihydroxyphenyl)acetaldehyde
• 3,4-Dihydroxy-α-tolualdehyde
• 3,4-Dihydroxybenzeneacetaldehyde
• Acetaldehyde, (3,4-dihydroxyphenyl)-
• Benzeneacetaldehyde, 3,4-Dihydroxy-
• Dopal
• Homoprotocatechualdehyde
• (3,4-Dihydroxyphenyl)acetaldehyde

DOPAL

CAS: 5707-55-1

DOPAL, a neurotoxic aldehyde from dopamine metabolism, is linked to Parkinson's and can convert to DOPAC or DOPET.

Formula: C₈H₈O₃

Color and Shape: Solid

Molecular weight: 152.15

Ref: TM-T37533

Droxidopa Impurity 2

CAS: 5707-55-1

Formula: C₈H₈O₃

Molecular weight: 152.15

Ref: 4Z-D-155002

Dopal (>80%)

Controlled Product

CAS: 5707-55-1

Stability Air Sensitive, Hygroscopic
Applications Dopal is a product of Dopamine (CAT# D533780) catabolism by monoamine oxidase and may be further oxidized to 3,​4-​Dihydroxyphenylacetic Acid (CAT# D454250) via aldehyde dehydrogenase. DOPAL can also be reduced to Hydroxy Tyrosol (CAT# H977000) via cytosolic aldehyde or aldose reductase. DOPAL is harmful to nigrostriatal DA terminals and contributes to the profound putamen DA deficiency found in Parkinson's disease. Cytosolic and mitochondrial aldehyde dehydrogenase (ALDH) isoenzymes deficiency in mice results in increased levels of DOPAL, causing neurodegeneration and motor dysfunction also associated with Parkinson's disease.
References Jinsmaa, Y., et al.: Chem. Res. Toxicol., 22, 835 (2009); Goldstein, D. S., et al.: J. Neurochem., 126, 591 (2013); Panneton, W. M., et al.: PLoS One, 5, e15251 (2010); Wey, M. C., et al.: PLoS One, 7, e31522 (2012)

Formula: C₈H₈O₃

Purity: >80%

Color and Shape: Light Brown To Dark Brown

Molecular weight: 152.15

Ref: TR-D533885

2-(3,4-Dihydroxyphenyl)acetaldehyde

CAS: 5707-55-1

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Formula: C₈H₈O₃

Purity: Min 80%

Molecular weight: 152.15 g/mol

Ref: 3D-FAA70755

Droxidopa Impurity 2

CAS: 5707-55-1

Formula: C₈H₈O₃

Molecular weight: 152.2

Ref: ST-EA-CP-D42003