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Key Documents

D108405

Sigma-Aldrich

3,4-Dihydroxybenzaldehyde

97%

Synonym(s):

Protocatechualdehyde

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About This Item

Linear Formula:
(HO)2C6H3CHO
CAS Number:
Molecular Weight:
138.12
Beilstein/REAXYS Number:
774381
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

powder

mp

150-157 °C (lit.)

SMILES string

Oc1ccc(C=O)cc1O

InChI

1S/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10H

InChI key

IBGBGRVKPALMCQ-UHFFFAOYSA-N

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Application

3,4-Dihydroxybenzaldehyde can be used as a reactant for the synthesis of:
  • Copolymers containing poly(p-phenylenevinylene) chromophore to be used in light-emitting electrochemical cell.
  • 2-Arylbenzothiazoles with potential application as anti-cancer agents against human colon cancer cells.
  • Variety of thiazolidin-4-one ring systems having antimicrobial activity.
  • Bis-Schiff bases of isatins which can be used as antiglycating agents.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Synthesis of new bioactive venlafaxine analogs: Novel thiazolidin-4-ones as antimicrobials.
Kavitha CV, et al.
Bioorganic & Medicinal Chemistry, 14(7), 2290-2299 (2006)
Synthesis and electroluminescence of novel copolymers containing crown ether spacers.
Sun Q, et al.
Journal of Materials Chemistry, 13(4), 800-806 (2003)
Synthesis of bis-Schiff bases of isatins and their antiglycation activity.
Khan KM, et al.
Bioorganic & Medicinal Chemistry, 17(22), 7795-7801 (2009)
Yong Xu et al.
Basic & clinical pharmacology & toxicology, 110(4), 384-389 (2011-11-05)
Recent studies have demonstrated that nuclear factor-κB (NF-κB) and high-mobility group box 1 (HMGB1) are associated with the pathophysiology of sepsis. The present study was carried out to investigate the effects of protocatechuic aldehyde (PA) on an experimental model of
Yang Wang et al.
Journal of ethnopharmacology, 133(2), 735-742 (2010-11-16)
We aimed to detect optimal ratio of cardioprotection-dependent absorbed bioactive compounds (ABCs) as quality control of guan-xin-er-hao (GXEH) formula extracted by various processings. Ferulic acid (F), tanshinol (T), hydroxysafflor yellow A (A), protocatechualdehyde (P) and paeoniflorin (E) in GXEH formula

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