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Substance Name: Fusaric acid
RN: 536-69-6
UNII: JWJ963070N
InChIKey: DGMPVYSXXIOGJY-UHFFFAOYSA-N

Note

  • A picolinic acid derivative isolated from various Fusarium species. It has been proposed for a variety of therapeutic applications but is primarily used as a research tool. Its mechanisms of action are poorly understood. It probably inhibits DOPAMINE BETA-HYDROXYLASE, the enzyme that converts dopamine to norepinephrine. It may also have other actions, including the inhibition of cell proliferation and DNA synthesis.

Molecular Formula

  • C10-H13-N-O2

Molecular Weight

  • 179.218
 

Classification Codes

  • Dopamine Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Mutation Data
  • Neurotransmitter Agents
  • Nucleic Acid Synthesis Inhibitors
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Fusaric acid

MeSH Heading

  • Fusaric acid

Synonyms

  • 2-Pyridinecarboxylic acid, 5-butyl-
  • 5-22-02-00384 (Beilstein Handbook Reference)
  • 5-Butyl-2-pyridinecarboxylic acid
  • 5-Butylpicolinic acid
  • 5-n-Butylpyridine-2-carboxylic acid
  • BRN 0125804
  • EINECS 208-643-0
  • Fusaric acid
  • Fusarinic acid
  • HSDB 3487
  • NSC 19870
  • Picolinic acid, 5-butyl-
  • UNII-JWJ963070N

Systematic Names

  • 2-Pyridinecarboxylic acid, 5-butyl-
  • 5-Butylpyridine-3-carboxylic acid
  • Picolinic acid, 5-butyl- (8CI)

Registry Numbers

CAS Registry Number

  • 536-69-6

FDA UNII

  • JWJ963070N

System Generated Number

  • 0000536696

Structure Descriptors

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)

InChIKey

DGMPVYSXXIOGJY-UHFFFAOYSA-N

Smiles

c1(ccc(CCCC)cn1)C(O)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 180mg/kg (180mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Japanese Journal of Antibiotics. Vol. 29, Pg. 439, 1976.
dog LD50 oral 200mg/kg (200mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
Japanese Journal of Antibiotics. Vol. 29, Pg. 439, 1976.
mouse LD50 intraperitoneal 75mg/kg (75mg/kg)   Journal of Pharmacobio-Dynamics. Vol. 6, Pg. 922, 1983.
mouse LD50 intravenous 100mg/kg (100mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION Journal of Antibiotics. Vol. 22, Pg. 228, 1969.
mouse LD50 oral 180mg/kg (180mg/kg)   Journal of Pharmacobio-Dynamics. Vol. 6, Pg. 922, 1983.
mouse LD50 subcutaneous 140mg/kg (140mg/kg)   Japanese Journal of Antibiotics. Vol. 29, Pg. 439, 1976.
rabbit LD50 intravenous 150mg/kg (150mg/kg)   Japanese Journal of Antibiotics. Vol. 29, Pg. 439, 1976.
rabbit LD50 oral 310mg/kg (310mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
Japanese Journal of Antibiotics. Vol. 29, Pg. 439, 1976.
rat LD50 intraperitoneal 250mg/kg (250mg/kg)   Japanese Journal of Antibiotics. Vol. 29, Pg. 439, 1976.
rat LD50 intravenous 210mg/kg (210mg/kg)   Japanese Journal of Antibiotics. Vol. 29, Pg. 439, 1976.
rat LD50 oral 480mg/kg (480mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Japanese Journal of Antibiotics. Vol. 29, Pg. 439, 1976.
rat LD50 subcutaneous 300mg/kg (300mg/kg)   Japanese Journal of Antibiotics. Vol. 29, Pg. 439, 1976.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 97 deg C   EXP
log P (octanol-water) 2.710 (none)   EST
Atmospheric OH Rate Constant 4.74E-12 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.