isatidine Struktur

isatidine

Bezeichnung:isatidine

CAS-Nr15503-86-3

Englisch Name:isatidine

CBNumberCB31306005

SummenformelC18H25NO7

Molgewicht367.39

MOL-Datei15503-86-3.mol

isatidine physikalisch-chemischer Eigenschaften

Schmelzpunkt	145°C
Siedepunkt	497.95°C (rough estimate)
Dichte	1.3204 (rough estimate)
Brechungsindex	1.5100 (estimate)
pka	11.96±0.40(Predicted)
IARC	3 (Vol. 10, Sup 7) 1987
EPA chemische Informationen	Isatidine (15503-86-3)

Sicherheit

RIDADR	1544
HazardClass	6.1(a)
PackingGroup	II
Giftige Stoffe Daten	15503-86-3(Hazardous Substances Data)

Gefahreninformationscode (GHS)

isatidine Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
This hepatotoxic alkaloid occurs in certain Senecio species and was first isolated from S. isatideus D.C. It occurs abundantly in S. retrorsus D.C. and S. scleratus Schw. The alkaloid crystallizes in rhombic prisms as the dihydrate and has [α]²⁷_D . 8.25° (H 20). It is soluble in MeOH, hot EtOH and hot H20 but virtually insoluble in Et 20, Me2CO or CHCl 3. On reduction it absorbs 4 molecules of H2 to give hexahydrodeoxyisatidine which melts at l15-l20°C and then remelts at l83-4°C following an intermediate solidification. This compound gives a hydrochloride, m.p. 218°C (dec.); [α]²⁰_D - 52.5° (H20) and may be hydrolyzed with Ba(OHh to give a basic product, tetrahydroisatinecine, CSH1703N, m.p. l74.5°C; [α]²⁰_D - 88° (H 20). The alkaloid itself, on hydrolysis with Ba(OHh yields isatinecine and two acid products, isatinecic acid and the monolactone, the latter almost certainly being formed by the action of the base upon the acid.
Verwenden
Retrorsine N-oxide-D4 is a labelled analogue of Retrorsine N-oxide (R279005). Retrorsine N-oxide is a pyrrolizidine alkaloid that is naturally found in Senecio isatideus, a flowering plant that is native to the Netherlands. Retrorsine N-oxide is also known to raise blood pressure and can induce abnormal changes in the liver if ingested by animals or humans.
Definition
ChEBI: Isatidine is a citraconoyl group.
Sicherheitsprofil
Poison by ingestion and intraperitoneal routes. Moderately toxic by intravenous route. Questionable carcinogen with experimental neoplastigenic and tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NO,. See also ESTERS.
Einzelnachweise
Blackie., Pharrn. J., 138, 102 (1937) de Waal., Onderstepoort J., 12, 155 (1939) de Waal., Nature, 146, 777 (1940) de Waal., Pretorius., OnderstepoortJ., 17,181 (1941) Leisegang, Warren., J. Chern. Soc., 702 (1950)

isatidine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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