Vadimezan

Product Name: Vadimezan
CAS No.: 117570-53-3
Chemical Name: Vadimezan
Synonyms: DMXAA;DMAXX;AS1404;CS-1975;ASA-404;AS 1404;AS-1404;vadimezan;NSC-649488;NSC-640488
CBNumber: CB5503379
Molecular Formula: C17H14O4
Formula Weight: 282.29
MOL File: 117570-53-3.mol

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Vadimezan Property

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.

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H400Very toxic to aquatic life

Precautionary statements

P273Avoid release to the environment.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: D5817
Product name: DMXAA
Purity: ≥98% (HPLC), solid
Packaging: 5mg
Price: $256
Updated: 2024/03/01

Sigma-Aldrich

Product number: D5817
Product name: DMXAA
Purity: ≥98% (HPLC), solid
Packaging: 25mg
Price: $875
Updated: 2024/03/01

TCI Chemical

Product number: D5235
Product name: Vadimezan
Packaging: 50MG
Price: $158
Updated: 2024/03/01

TCI Chemical

Product number: D5235
Product name: Vadimezan
Packaging: 250MG
Price: $504
Updated: 2024/03/01

Cayman Chemical

Product number: 14617
Product name: DMXAA
Purity: ≥98%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

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Vadimezan Chemical Properties,Usage,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

Vadimezan Preparation Products And Raw materials

Raw materials

Ammonium hydroxide 3,4-Dimethylbenzoic acid Potassium hydroxide Potassium iodide Sodium thiosulfate 2-Hydroxyphenylacetic acid 2,3-DICHLORO-5,8-DIHYDROXY-1,4-NAPHTHOQUINONE Sodium nitrite Sulfamic acid Palladium on activated carbon 5% Pd Copper(I) chloride Nitric acid Acetic acid Methanol Dimethyl sulfoxide Sodium hydroxide Tris(2-(2-methoxyethoxy)ethyl)amine Sulfuric acid

Preparation Products

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Vadimezan Suppliers

Americas 1 Canada 1 China 172 Europe 1 India 3 Japan 1 South Korea 1 Switzerland 1 United Kingdom 4 United States 23 Global 208

AdooQ BioScience, LLC

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HBCChem, Inc.

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Target molecule Corp.

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Musechem

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TargetMol Chemicals Inc.

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Aladdin Scientific

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View Lastest Price from Vadimezan manufacturers

Career Henan Chemical Co

Product: 5,6-Dimethylxantheonone-4-acetic acid 117570-53-3
Price: US $2.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2018-12-24

117570-53-3, VadimezanRelated Search:

Pentoxifylline 2,6-Lutidine Acetone oxime Methyl 2,2-dimethylphenylacetate Ethyl 2-(Chlorosulfonyl)acetate Dimethyl sulfoxide Poly(dimethylsiloxane) N,N-Dimethylformamide N,N-Dimethylacetamide Theobromine Dimethylbenzylcarbinyl acetate Acetic anhydride Phenylacetic acid 2-Propylpiperidine 3-BENZOYLPHENYLACETIC ACID Xanthene 2-PHENOXYPHENYLACETIC ACID xanthenone-4-acetic acid

CS-1975

DMXAA (ASA404,Vadimezan)

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-

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