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general/3-hydroxyphenyl-compounds

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3-Hydroxybenzaldehyde

3-Hydroxybenzaldehyde is an organic compound with the formula . It is a colorless solid although most samples appear tan. Two other isomers of hydroxybenzaldehyde exist.

Preparation

It has been prepared from 3-nitrobenzaldehyde in a sequence of nitro group reduction, diazotization of the amine, and hydrolysis.{{cite journal|title= m-Hydroxybenzaldehyde|journal=Organic Syntheses|volume = 25| page=55|year=1945|author=Woodward, R. B.

3-hydroxybenzyl-alcohol dehydrogenase is an nicotinamide adenine dinucleotide phosphate-dependent enzyme that produces 3-hydroxybenzaldehyde from 3-hydroxybenzyl alcohol.

Biomedical properties

3-Hydroxybenzaldehyde exhibits vasculoprotective effects by lowering vascular smooth muscle cell proliferation and endothelial cells inflammation. 3-Hydroxybenzaldehyde is used in the synthesis of monastrol.

References

Cited sources

References

  1. Haynes, p. 3.304
  2. Haynes, p. 5.92
  3. Icke, Roland N.. (1949). "m-Methoxybenzaldehyde". Organic Syntheses.
  4. (1972). "M-Hydroxybenzyl alcohol dehydrogenase from Penicillium urticae". Biochemistry.
  5. {{KEGG enzyme. 1.1.1.97
  6. (22 March 2016). "Vasculoprotective Effects of 3-Hydroxybenzaldehyde against VSMCs Proliferation and ECs Inflammation". PLOS ONE.
  7. (2007). "Rapid preparation of the mitotic kinesin Eg5 inhibitor monastrol using controlled microwave-assisted synthesis". Nature Protocols.
  8. (2002). "Improved synthesis and preparative scale resolution of racemic monastrol". Tetrahedron Letters.
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3-hydroxyphenyl-compounds hydroxybenzaldehydes
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