FUSARIC ACID Struktur

5-Butylpyridin-3-carbonsaeure

Bezeichnung:5-Butylpyridin-3-carbonsaeure

CAS-Nr536-69-6

Englisch Name:FUSARIC ACID

CBNumberCB4689029

SummenformelC10H13NO2

Molgewicht179.22

MOL-Datei536-69-6.mol

Synonyma

5-Butylpyridin-3-carbonsaeure

5-Butylpyridin-3-carbonsaeure physikalisch-chemischer Eigenschaften

Schmelzpunkt	96-100 °C
Siedepunkt	311.75°C (rough estimate)
Dichte	1.1248 (rough estimate)
Brechungsindex	1.5710 (estimate)
storage temp.	Inert atmosphere,Store in freezer, under -20°C
Löslichkeit	ethanol: 50 mg/mL, clear, faintly yellow
pka	1.11±0.50(Predicted)
Aggregatzustand	Crystalline Powder
Farbe	Off-white to faint yellow
Merck	14,4314
BRN	125804
LogP	1.960 (est)
CAS Datenbank	536-69-6(CAS DataBase Reference)
EPA chemische Informationen	2-Pyridinecarboxylic acid, 5-butyl- (536-69-6)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22
S-Sätze:	24/25
RIDADR	2811
WGK Germany	3
RTECS-Nr.	US5625000
F	10
HazardClass	6.1(b)
PackingGroup	III
HS Code	29333999
Giftige Stoffe Daten	536-69-6(Hazardous Substances Data)
Toxizität	LD50 orally in mice: 230 mg/kg (Ishii)

Gefahreninformationscode (GHS)

FUSARIC ACID Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
off-white to faint yellowish crystalline powder
Verwenden
Fusaric acid may be used as a derivatizing reagent for the quantification of hydroxysteroids and dehydroepiandrosterone (DHEA)?and sulfated DHEA in biological samples using liquid chromatography electrospray-ionization-tandem mass spectrometry (LC/ESI-MS/MS) technique.
Verwenden
A medical research tool.
Definition
A mycotoxin and picolinic acid, that is an antibiotic and wilting agent that causes yellowing of infected plants.
Synthesis Reference(s)
The Journal of Organic Chemistry, 66, p. 605, 2001 DOI: 10.1021/jo0013554
Allgemeine Beschreibung
Fusaric acid is a novel proton-affinitive derivatizing agent, having an ionization moiety and a hydrophobic moiety. It is commonly used for the derivatization of alcohols and phenols, by liquid chromatography coupled with electrospray ionization tandem mass spectrometry (LC/ESI-MS/MS).
Hazard
Very toxic.
Biologische Aktivität
fusaric acid is a mycotoxin produced by several species of fusarium [1]. mycotoxins are biologically active secondary fungal metabolites found as contaminants of food- and feedstuff. mycotoxin is capable of causing disease and death in both humans and animals.fusaric acid is a potent inhibitor of dopamine β-hydroxylase. fusaric acid uncompetitively inhibited the activity of dopamine β-hydroxylase with an ic50 of 30 μm in an. fusaric acid lowered endogenous levels of norepinephrine and epinephrine in brain, spleen, heart, and adrenal glands. fusaric acid inhibited dopamine β-hydroxylase activity in adrenal medulla in vivo [2]. fusaric acid altered brain and pineal neurotransmitters. in the brain and pineal gland of rats, intraperitoneally (100 mg/kg) administration of fusaric acid increased the level of 5ht, 5-hydroxyindoleacetic acid (5hiaa), tyrosine, and dopamine [3].exposure to acute doses of fusaric acid caused vomiting and neurochemical changes in swine. fusaric acid might act synergistically with trichothecene mycotoxins to cause vomiting and feed refusal in pigs consuming trichothecene-contaminated feedstuffs [4].
Sicherheitsprofil
A poison by ingestion, intraperitoneal, subcutaneous, and intravenous routes. When heated to decomposition it emits toxic fumes of NOx.
läuterung methode
Dissolve it in CHCl3, dry (Na2SO4), filter, evaporate and recrystallise the residue from 50 parts of pet ether (b 40-60o), CHCl3/pet ether or EtOAc, then sublime it in vacuo. The amide crystallises from MeOH with m 128.2-129.0o. The copper salt forms bluish violet crystals from H2O and has m 258-259o. [Hardegger & Nikles Helv Chim Acta 39 505 1956, Schreiber & Adam Chem Ber 93 1848 1960, NMR and MS: Tschesche & Führer Chem Ber 111 3500 1978, Beilstein 22 III/IV 764, 22/2 V 384.]
Einzelnachweise
[1] hidaka h, nagatsu t, takeya k, et al. fusaric acid, a hypotensive agent produced by fungi[j]. the journal of antibiotics, 1969, 22(5): 228-230.
[2] toshiharu n, hiroyoshi h, hiroshi k, et al. inhibition of dopamine β-hydroxylase by fusaric acid (5-butylpicolinic acid) in vitro and in vivo[j]. biochemical pharmacology, 1970, 19(1): 35-44.
[3] porter j k, bacon c w, wray e m, et al. fusaric acid in fusarium moniliforme cultures, corn, and feeds toxic to livestock and the neurochemical effects in the brain and pineal gland of rats[j]. natural toxins, 1995, 3(2): 91-100.
[4] smith t k, macdonald e j. effect of fusaric acid on brain regional neurochemistry and vomiting behavior in swine[j]. journal of animal science, 1991, 69(5): 2044-2049.

FUSARIC ACID Upstream-Materialien And Downstream Produkte

5-Butylpyridin-3-carbonsaeure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

536-69-6, FUSARIC ACID Verwandte Suche:

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