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Merck
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SML0310

Sigma-Aldrich

Tryptanthrin

≥98% (HPLC)

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C15H8N2O2
Numero CAS:
13220-57-0
Peso molecolare:
248.24
Numero MDL:
MFCD00012073
Codice UNSPSC:
12352200
ID PubChem:
329825315
NACRES:
NA.77

Saggio

≥98% (HPLC)

Forma fisica

powder

Condizioni di stoccaggio

protect from light

Colore

faintly yellow to dark yellow

Solubilità

DMSO: 2 mg/mL (warmed)

Temperatura di conservazione

2-8°C

Stringa SMILE

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
VQQVWGVXDIPORV-UHFFFAOYSA-N

Azioni biochim/fisiol

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.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H302

Consigli di prudenza

P301 + P312 + P330

Classi di pericolo

Acute Tox. 4 Oral

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Certificati d'analisi (COA)

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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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