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Vadimezan

CAS No.
117570-53-3
Chemical Name:
Vadimezan
Synonyms
DMXAA;DMAXX;AS1404;ASA-404;CS-1975;AS 1404;AS-1404;vadimezan;NSC-649488;NSC-640488
CBNumber:
CB5503379
Molecular Formula:
C17H14O4
Molecular Weight:
282.29
MDL Number:
MFCD00870555
MOL File:
117570-53-3.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

Vadimezan Properties

Melting point 259-261 °C
Boiling point 520.9±50.0 °C(Predicted)
Density 1.321±0.06 g/cm3(Predicted)
vapor pressure 0Pa at 20℃
storage temp. 2-8°C
solubility DMSO: 17 mg/mL, soluble
form solid
pka 4.21±0.10(Predicted)
color light brown
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO or DMF may be stored at -20°C for up to 3 months.
FDA UNII 0829J8133H
NCI Drug Dictionary vadimezan

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS09
Signal word  Warning
Hazard statements  H302-H400
Precautionary statements  P273-P301+P312+P330
Hazard Codes  Xn,N
Risk Statements  22-50/53
Safety Statements  60-61
RIDADR  UN 3077 9/PG 3
WGK Germany  3
RTECS  ZD5536200
HS Code  2932.99.7000
NFPA 704
0
2 0

Vadimezan price More Price(50)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D5817 DMXAA ≥98% (HPLC), solid 117570-53-3 5mg $256 2024-03-01 Buy
Sigma-Aldrich D5817 DMXAA ≥98% (HPLC), solid 117570-53-3 25mg $875 2024-03-01 Buy
TCI Chemical D5235 Vadimezan 117570-53-3 50MG $158 2024-03-01 Buy
TCI Chemical D5235 Vadimezan 117570-53-3 250MG $504 2024-03-01 Buy
Cayman Chemical 14617 DMXAA ≥98% 117570-53-3 1mg $32 2024-03-01 Buy
Product number Packaging Price Buy
D5817 5mg $256 Buy
D5817 25mg $875 Buy
D5235 50MG $158 Buy
D5235 250MG $504 Buy
14617 1mg $32 Buy

Vadimezan Chemical Properties,Uses,Production

Description

DMXAA (117570-53-3) is a STING (Stimulator of Interferon Genes) agonist selective for mouse STING.1,2 Intratumoral administration of DMXAA resulted in tumor regression and complete rejection in mouse xenografts.3 Tumor regression induced by DMXAA results from a cascade of cellular events which include disruption of tumor vasculature followed by the release of chemokines which trigger the recruitment of immune cells.4 DMXAA induced expression of IFN-β resulting in a striking expansion of leukemia-specific T cells extending survival in two acute myeloid leukemia models.5

Uses

Vadimezan is a drug that displayed vascular-disrupting activity and induced haemorrhagic necrosis and tumour regression in pre-clinical animal models. It is a substrate for the immune adaptor protein STING in mice.

Definition

ChEBI: A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is replaced by a 5,6-dimethyl-9-oxoxanthen-4-yl group.

General Description

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.

Biochem/physiol Actions

DMXAA is an apoptosis inducer; anti-vascular.

storage

Store at +4°C

References

1) Prantner et al. (2012), 5,6-Dimethylzanthenone-4-acetic acid (DMXAA) activates stimulator of interferon gene (STING)-dependent innate immune pathways and is regulated by mitochondrial membrane potential; J. Biol. Chem., 287 39776 2) Conlon et al. (2013), Mouse, but not human STING, binds and signals in response to the vascular disrupting agent 5,6-dimethylxanthenone-4-acetic acid; J. Immunol., 190 5216 3) Corrales et al. (2015), Direct Activation of STING in the Tumor Microenvironment Leads to Potent and Systemic Tumor Regression and immunity; Cell Rep., 11 1018 4) Weiss et al. (2017), The STING agonist DMXAA triggers a cooperation between T lymphocytes and myeloid cells that leads to tumor regression; Oncoimmunology, 6 e1346765 5) Curran et al. (2016), STING Pathway Activation Stimulates Potent Immunity Against Acute Myeloid Leukemia; Cell Rep., 15 2357

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View Lastest Price from Vadimezan manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5,6-Dimethylxantheonone-4-acetic acid pictures 2019-07-06 5,6-Dimethylxantheonone-4-acetic acid
117570-53-3
US $2.00 / kg 1kg 99% 100kg Career Henan Chemical Co

Vadimezan Spectrum

5,6-dimethylxanthenoneacetic acid DMXAA vadimezan (5,6-DIMETHYL-9-OXO-XANTHEN)-4-ACETIC ACID 5,6-Dimethyl-9-oxo-9H-xanthene-4-acetic acid 5,6-Dimethylxanthenone-4-acetic acid NSC-640488 NSC-649488 ASA-404 DMXAA(ASA404) 5,6-Dimethylxantheonone-4-acetic acid(DMXAA) ,98% DMXAA,5,6-Dimethylxanthenone-4-acetic Acid, ASA404, Vadimezan DMXAA Vadimezan VadiMezan(DMXAA,NSC 640488) DMXAA(AS1404,ASA404) 5,6-DiMethyl-9-oxo-9H-xanthene-4-acetic acid DMXAA, ASA404 5,6-Dimethylxantheonone-4-acetic acid DMXAA, >=99% DMAXX 9H-Xanthene-4-aceticacid, 5,6-dimethyl-9-oxo- CS-1975 DMXAA (ASA404,Vadimezan) 2-(5,6-Dimethyl-9-oxoxanthen-4-yl)acetic Acid 5,6-Dimethylxantheonone-4-acetic acid USP/EP/BP Vadimezan (DMXAA, NSC640488, ASA404) Pentoxifylline Impurity 11 Vadimezan DMXAA DMXAA/5,6-Dimethylxantheonone-4-acetic acid AS 1404 AS1404 AS-1404 DMXAA (Vadimezan,ASA-204) 117570-53-3 11570-53-3 Inhibitors