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D5817

Sigma-Aldrich

DMXAA

≥98% (HPLC), solid, apoptosis inducer

Sinonimo/i:

5,6-Dimethylxanthenone-4-acetic Acid, ASA404, Vadimezan

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About This Item

Formula empirica (notazione di Hill):
C17H14O4
Numero CAS:
117570-53-3
Peso molecolare:
282.29
Numero MDL:
MFCD00870555
Codice UNSPSC:
12352200
ID PubChem:
24724464
NACRES:
NA.77

Nome del prodotto

DMXAA, ≥98% (HPLC), solid

Livello qualitativo

100

Saggio

≥98% (HPLC)

Stato

solid

Colore

light brown

Solubilità

DMSO: soluble >10 mg/mL

Temperatura di conservazione

2-8°C

Stringa SMILE

Cc1ccc2C(=O)c3cccc(CC(O)=O)c3Oc2c1C

InChI

1S/C17H14O4/c1-9-6-7-13-15(20)12-5-3-4-11(8-14(18)19)17(12)21-16(13)10(9)2/h3-7H,8H2,1-2H3,(H,18,19)
XGOYIMQSIKSOBS-UHFFFAOYSA-N

Descrizione generale

5,6-dimethylxanthenone-4-acetic acid (DMXAA) is a flavone acetic acid derivative. It acts as a vascular disrupting agent (VDA), which damages tumor vasculature and stimulates an anti-tumor immune response. It stimulates hemorrhagic necrosis.

Applicazioni

5,6-dimethylxanthenone-4-acetic acid (DMXAA) has been used to induce type-I IFN signaling in a stimulator of interferon genes (STING) dependent manner. It has also been used to study STING-dependent signaling in the absence of infection.

Azioni biochim/fisiol

DMXAA is an apoptosis inducer; anti-vascular.

Caratteristiche e vantaggi

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pittogrammi

Exclamation markEnvironment
GHS07,GHS09

Avvertenze

Warning

Indicazioni di pericolo

H302,H400

Consigli di prudenza

P273 - P301 + P312 + P330

Classi di pericolo

Acute Tox. 4 Oral - Aquatic Acute 1

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

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
076M4616V
104M4602V
011M4617V
040M46241V
040M4624

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Non-canonical NF-κB Antagonizes STING Sensor-Mediated DNA Sensing in Radiotherapy
Hou Y, et al.
Immunity, 49(3), 490-503 (2018)
Mark J McKeage
Expert opinion on investigational drugs, 17(1), 23-29 (2007-12-22)
5,6-Dimethylxanthenone-4-acetic acid (DMXAA) is a vascular disrupting agent that has demonstrated efficacy in combination with taxane-based chemotherapy in patients with advanced cancer. Complementary modes of action, a lack of pharmacokinetic interaction and distinct adverse effect profiles provide a strong rationale
Martin Früh et al.
Clinical lung cancer, 14(1), 34-39 (2012-05-29)
Small-cell lung cancer (SCLC) is a highly vascularized tumor. ASA404 is a tumor vascular disrupting agent. This is the first trial to report the effects of combining chemotherapy with ASA404 in SCLC. Patients with untreated metastatic SCLC were treated with
J Guerra et al.
Science advances, 6(21), eaax3333-eaax3333 (2020-06-05)
Inflammation is an essential part of immunity against pathogens and tumors but can promote disease if not tightly regulated. Self and non-self-nucleic acids can trigger inflammation, through recognition by the cyclic GMP-AMP (cGAMP) synthetase (cGAS) and subsequent activation of the
Shufeng Zhou et al.
Drug metabolism reviews, 34(4), 751-790 (2002-12-19)
The novel anti-tumor agent 5,6-dimethylxanthenone-4-acetic acid (DMXAA) was developed in the Auckland Cancer Society Research Center. Its pharmacokinetic properties have been investigated using both in vitro and in vivo models, and the resulting data extrapolated to patients. The metabolism of
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