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SML0310

Sigma-Aldrich

Tryptanthrin

≥98% (HPLC)

Synonym(e):

Couroupitine A, Indolo(2,1-b)quinazoline-6,12-dione, NSC 349447, Tryptanthrine

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About This Item

Empirische Formel (Hill-System):
C15H8N2O2
CAS-Nummer:
13220-57-0
Molekulargewicht:
248.24
MDL-Nummer:
MFCD00012073
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329825315
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

powder

Lagerbedingungen

protect from light

Farbe

faintly yellow to dark yellow

Löslichkeit

DMSO: 2 mg/mL (warmed)

Lagertemp.

2-8°C

SMILES String

O=C1C2=NC3=CC=CC=C3C(N2C4=C1C=CC=C4)=O

InChI

1S/C15H8N2O2/c18-13-10-6-2-4-8-12(10)17-14(13)16-11-7-3-1-5-9(11)15(17)19/h1-8H

InChIKey

VQQVWGVXDIPORV-UHFFFAOYSA-N

Biochem./physiol. Wirkung

Tryptanthrin is a plant alkaloid with anti-inflammatory and anti cancer activities. Tryptanthrin blocks leukotriene production in neutrophils and in whole blood assays, and in an in vivo rat pleurisy model. The compound also inhibits P-glycoprotein, and sensitizes resistant cancer cell lines to killing by cytotoxic agents.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
025M4750V
113M4708V
042M4716V

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Sigma-Aldrich

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Sigma-Aldrich

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FICZ

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Sigma-Aldrich

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Indigokarmin

Pooja P Bandekar et al.
Journal of medicinal chemistry, 53(9), 3558-3565 (2010-04-09)
Tryptanthrins have potential therapeutic activity against a wide variety of pathogenic organisms, although little is known about their mechanism. Activity against Escherichia coli, however, has not been examined. The effects of tryptanthrin (indolo[2,1-b]quinazolin-6,12-dione) and nine derivatives on growth, survival, and
Bing-Chung Liau et al.
Journal of pharmaceutical and biomedical analysis, 43(1), 346-351 (2006-08-04)
A rapid, selective, and sensitive LC-APCI-MS method is developed in this study for detecting and analyzing tryptanthrin, indigo, and indirubin in daqingye and banlangen, which are, respectively, the leaves and roots of Isatis indigotica and Strobilanthes cusia in traditional Chinese
Bogdana Krivogorsky et al.
Antimicrobial agents and chemotherapy, 52(12), 4466-4469 (2008-10-01)
New drugs are needed for treatment of Toxoplasma gondii infections. We tested derivatives of principles found in Isatis indigotica for in vitro efficacy against T. gondii infection. Indirubin-3'-oxime analogs showed modest micromolar activity, while tryptanthrin derivatives displayed 50% inhibitory doses
Sung-tsai Yu et al.
Acta pharmacologica Sinica, 31(2), 259-264 (2010-02-09)
To evaluate the effects and elucidate the mechanisms of a series of indoloquinazolines as novel anticancer agents. Condensation of the substituted isatoic anhydride with the substituted isatin was performed to prepare compounds 1-4, followed by adding malononitrile to prepare compounds
Katherine Chae Jahng et al.
Chemical & pharmaceutical bulletin, 56(4), 607-609 (2008-04-02)
One-pot synthesis of various 2,3-polymethylene-4(3H)-quinazolinones from anthranilic acid, corresponding lactam and SOCl(2) is described, which can be applicable to the synthesis of simple 4(3H)-quinazolinone-derived alkaloids, such as luotonin A, tryptanthrin, and rutaecarpine.
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