4314. Fusaric Acid

Nomenclature

CAS number: 536-69-6
5-Butyl-2-pyridinecarboxylic acid; 5-butylpicolinic acid.
C10H13NO2; mol wt 179.22.
C 67.02%, H 7.31%, N 7.82%, O 17.85%.

Description and references

Antibiotic (wilting agent) first isolated from the fungus Fusarium heterosporium, Nees: Yabuta et al., J. Agric. Chem. Soc. Jpn. 10, 1059 (1934). Isoln from other Fusarium species and from Gibberella fujikuroi and synthesis: Plattner et al., Helv. Chim. Acta 37, 1379 (1954). Prepn: Hardegger, Nikles, ibid. 39, 505 (1956); 40, 2428 (1957); Schreiber, Adam, Ber. 93, 1848 (1960); Umezawa, Nagatsu, DE 2005255 (1970 to Microbiochem. Res. Found.); R. Tschesche, W. Führer, Ber. 111, 3502 (1978). Dopamine β-hydroxylase inhibitor and hypotensive activity: Suda et al., Chem. Pharm. Bull. 17, 2377 (1969); Nagatsu et al., Biochem. Pharmacol. 19, 35 (1970). Toxicity study: Ishii et al., Arzneim.-Forsch. 25, 55 (1975).

Chemical structure

Properties

Colorless crystals, mp 96-98°. LD50 orally in mice: 230 mg/kg (Ishii).

Derivative

Copper salt.

Properties

Bluish-violet crystals from water, mp 258-259°.