Rutaecarpine

Bezeichnung:Rutaecarpine

CAS-Nr84-26-4

Englisch Name:Rutaecarpine

CBNumberCB0226965

SummenformelC18H13N3O

Molgewicht287.32

MOL-Datei84-26-4.mol

Rutaecarpine physikalisch-chemischer Eigenschaften

Schmelzpunkt	259.5-260°
Siedepunkt	429.62°C (rough estimate)
Dichte	1.2030 (rough estimate)
Brechungsindex	1.5855 (estimate)
storage temp.	Sealed in dry,2-8°C
Löslichkeit	DMSO: 18 mg/mL clear yellow solution, soluble
pka	15.79±0.20(Predicted)
Aggregatzustand	solid
Farbe	white
Merck	14,8298
InChI	InChI=1S/C18H13N3O/c22-18-13-6-2-4-8-15(13)20-17-16-12(9-10-21(17)18)11-5-1-3-7-14(11)19-16/h1-8,19H,9-10H2
InChIKey	ACVGWSKVRYFWRP-UHFFFAOYSA-N
SMILES	N1C2=C(C=CC=C2)C(=O)N2CCC3C4=C(NC=3C=12)C=CC=C4
CAS Datenbank	84-26-4(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	T
R-Sätze:	25-36/37/38
S-Sätze:	45-36-26
RIDADR	UN 2811 6.1/PG 3
WGK Germany	3
RTECS-Nr.	NM3454000
HS Code	29339900
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Oral

Gefahreninformationscode (GHS)

Rutaecarpine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R25:Giftig beim Verschlucken.
S-Sätze Betriebsanweisung:
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Beschreibung
This alkaloid occurs with Evodiamine (q.v.) in the Chinese drug 'Wou-chou-yu' which is the dried fruit of Evodia rutaecarpa Benth. It crystallizes from boiling EtOH as colourless, or pale yellow, needles and is optically inactive. The acetyl derivative has m.p. 184-6°C and the benzoyl compound, m.p. 194°C. The alkaloid gives a yellow colour with concentrated H2S04 and is decomposed by KOH in boiling amyl alcohol yielding anthranilic acid and 3-{3-aminoethylindole- 2-O!carboxylic acid, CllH120 2N2, silky crystals, m.p. 257°C.
Pharmacologically, the alkaloid causes increased arterial pressure on injection.
Chemische Eigenschaften
Solid
Verwenden
Rutaecarpine is an indole alkaloid contained in the fruit of Evodiae fruits. It been shown to ameliorate bodyweight gain through orexigenic neuropeptides NPY and AgRP. It also playes a role in the treatment of high blood pressure
Definition
ChEBI: Rutecarpine is a member of beta-carbolines.
in vivo

Rutaecarpine showed in vivo anti-inflammatory activity on rat l-carrageenan induced paw edema by intraperitoneal administration^[1]. Rutaecarpine significantly decreases the number of antibody-forming cells and causes weight decrease in spleen in a dose-dependent manner. In addition, rutaecarpine administered mice exhibit reduced splenic cellularity, decreased numbers of total T cells, CD4+ cells, CD8+ cells, and B cells in spleen. IL-2, interferon and IL-10 mRNA expressions are suppressed significantly by rutaecarpine treatment. The number of CD4+IL-2+ cells is reduced significantly following administration of mice with rutaecarpine^[3].
IC 50
COX-2: 0.28 μM (IC₅₀, in BMMC); COX-1: 8.7 μM (IC₅₀, in BMMC)
Einzelnachweise
Asahina, Kashiwagi., J. Pharm. Chim., 14,54 (1916)
Asahina, Mayeda.,J. Pharm. Soc., Japan, No. 416 (1916)
Asahina, Fujita., ibid, 863 (1921)
Kermack, Perkin, Robinson.,J. Chem. Soc., 119,1615 (1921)
Asahina, Manske, Robinson., ibid, 1708 (1927)
Asahina, Irie, Ohta., J. Pharm. Soc., Japan, 48, 51 (1928)
Ohta., ibid, 60, 109 (1940)
Schopf, Steuer., Annalen, 558, 124 (1947)
Biosynthesis:
Yamazaki, Ikuta., Tetrahedron Lett., 3221 (1966)
Yamazakietal., ibid, 3317 (1967)
Pharmacology:
Raymond-Hamet., Cornpt. rend., 220, 749 (1945)

Rutaecarpine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

84-26-4, Rutaecarpine Verwandte Suche:

Send Inquriy