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2 External links  














Fusaric acid






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Fusaric acid
Names
Preferred IUPAC name

5-Butylpyridine-2-carboxylic acid

Other names

5-Butylpicolinic acid
Fusarinic acid

Identifiers

CAS Number

3D model (JSmol)

ChemSpider
ECHA InfoCard 100.007.859 Edit this at Wikidata
EC Number
  • 208-643-0
KEGG
MeSH D005669

PubChem CID

UNII

CompTox Dashboard (EPA)

  • InChI=1S/C10H13NO2/c1-2-3-4-8-5-6-9(10(12)13)11-7-8/h5-7H,2-4H2,1H3,(H,12,13) ☒N

    Key: DGMPVYSXXIOGJY-UHFFFAOYSA-N ☒N

  • InChI=1/C10H13NO2/c1-2-3-4-8-5-6-9(10(12)13)11-7-8/h5-7H,2-4H2,1H3,(H,12,13)

    Key: DGMPVYSXXIOGJY-UHFFFAOYAD

  • CCCCC1=CN=C(C=C1)C(=O)O

Properties

Chemical formula

C10H13NO2
Molar mass 179.219 g·mol−1
Melting point 97 to 98 °C (207 to 208 °F; 370 to 371 K)
Related compounds

Related compounds

picolinic acid

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

☒N verify (what is checkY☒N ?)

Infobox references

Fusaric acid is a picolinic acid derivative and an antibiotic (wilting agent) first isolated from the fungus Fusarium heterosporium.[1]

It is typically isolated from various Fusarium species, and has been proposed for a various therapeutic applications. However, it is primarily used as a research tool.

Its mechanism of action is not well understood. It likely inhibits Dopamine beta-hydroxylase (the enzyme that converts dopaminetonorepinephrine). It may also have other actions, such as the inhibition of cell proliferation and DNA synthesis. Fusaric acid and analogues also reported as quorum sensing inhibitors.[2]

It is used to make bupicomide.

References

[edit]
  1. ^ Yabuta et al., J. Agric. Chem. Soc. Jpn. 10, 1059 (1934).
  • ^ Tung et al., Eur. J. Med. Chem. https://dx.doi.org/10.1016/j.ejmech.2016.11.044.
  • [edit]
    Retrieved from "https://en.wikipedia.org/w/index.php?title=Fusaric_acid&oldid=1129877763"

    Categories: 
    Carboxylic acids
    Oxidoreductase inhibitors
    Pyridines
    Butyl compounds
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    This page was last edited on 27 December 2022, at 15:02 (UTC).

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