Malachite green oxalate

Names

[ Name ]:
Malachite green oxalate

[Synonym ]:
EINECS 219-441-7
4-{[4-(Dimethylamino)phenyl](phenyl)methylene}-N,N-dimethyl-2,5-cyclohexadien-1-iminium chloride - ethanedioic acid (1:1:1)
4,4'-bis-dimethylamino-tritylium,oxalate
Malachite Green,Oxalate
N-(4-{[4-(Dimethylamino)phenyl](phenyl)methylene}cyclohexa-2,5-dien-1-ylidene)-N-methylmethanaminium chloride ethanedioic acid (1:1:1)
Malachite Green oxalate,high purity biological stain
Basisgreen4
Malachite Green oxalate,certified
OXALATE
N-(4-{[4-(dimethylamino)phenyl](phenyl)methylidene}cyclohexa-2,5-dien-1-ylidene)-N-methylmethanaminium chloride - ethanedioic acid (1:1:1)
MFCD00011766
Malachite green oxalate
LIGHT GREEN N
SOLID GREEN O
malachite green,oxalate salt
Ethanedioate
BASIC GREEN
4,4'-Bis-dimethylamino-tritylium,Oxalat
Carboxyformate
Malachite green

Biological Activity

[Description]:

Malachite green oxalate is a triphenylmethane dye which can be used to detect the release of phosphate in enzymatic reactions. Malachite green oxalate is also a potent and selective inhibitor of IKBKE, and inhibits its downstream targets such as IκBα, p65 and IRF3. Malachite green oxalate exhibits antitumor activity in vitro and in vivo[1][2][3].

[Related Catalog]:

Signaling Pathways >> NF-κB >> IKK

Signaling Pathways >> Apoptosis >> Apoptosis

Research Areas >> Cancer

[Target]

IKBKE[3]

[References]

[1]. Kozuka S, et, al. Permeability of dormant spores of Bacillus subtilis to malachite green and crystal violet. J Gen Microbiol. 1991 Mar; 137(3): 607-13.

[2]. Takahashi S, et, al. Reversible off-on fluorescence probe for hypoxia and imaging of hypoxia-normoxia cycles in live cells. J Am Chem Soc. 2012 Dec 5; 134(48): 19588-91.

[3]. Liu T, et, al. Identification of an IKBKE inhibitor with antitumor activity in cancer cells overexpressing IKBKE. Cytokine. 2019 Apr; 116: 78-87.

Chemical & Physical Properties

[ Melting Point ]:
164°C (dec.)

[ Molecular Formula ]:
C₅₂H₅₄N₄O₁₂

[ Molecular Weight ]:
454.946

[ Exact Mass ]:
454.165924

[ PSA ]:
241.96000

[ LogP ]:
3.58460

[ Storage condition ]:
Store at RT.

[ Water Solubility ]:
60 g/L (20 ºC)

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: BQ1190000

CAS REGISTRY NUMBER :: 2437-29-8

LAST UPDATED :: 199710

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C46-H50-N4.C2-H2-O4.2C2-H-O4

MOLECULAR WEIGHT :: 927.10

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration into the eye

SPECIES OBSERVED :: Rodent - rabbit

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 275 mg/kg

TOXIC EFFECTS :: Behavioral - changes in motor activity (specific assay) Gastrointestinal - hypermotility, diarrhea Gastrointestinal - other changes

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >2 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 50 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 40 ug/plate

REFERENCE :: ARTODN Archives of Toxicology. (Springer-Verlag, Heidelberger Pl. 3, D-1000 Berlin 33, Fed. Rep. Ger.) V.32- 1974- Volume(issue)/page/year: 56,43,1984 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X2442 No. of Facilities: 6 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 112 (estimated) No. of Female Employees: 41 (estimated)

Safety Information

[ Symbol ]:

GHS05, GHS06, GHS08, GHS09

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301-H318-H361d-H410

[ Precautionary Statements ]:
Missing Phrase - N15.00950417-P280-P305 + P351 + P338 + P310

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xn;N

[ Risk Phrases ]:
R22;R41;R50/53;R63

[ Safety Phrases ]:
S26-S39-S45-S61-S60-S46-S36/37-S2-S36/37/39

[ RIDADR ]:
UN 2811 6.1/PG 3

[ WGK Germany ]:
3

[ RTECS ]:
BQ1190000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
32041300

Customs

[ HS Code ]: 32041300

Articles

Targeting PTEN using small molecule inhibitors.

Methods 77-78 , 63-8, (2015)

PTEN (phosphatase and tensin homologue deleted on chromosome 10) is well known as a tumour suppressor. It's PI(3,4,5)P3 lipid phosphatase activity is an important counteracting mechanism in PI 3-kinas...

Uniaxial repetitive mechanical overloading induces influx of extracellular calcium and cytoskeleton disruption in human tenocytes.

Cell Tissue Res. 359(2) , 577-87, (2015)

Tendon calcification is common in the Achilles tendon, and injuries affect not only athletes, but also the general population. However, the underlying cellular mechanisms are not yet fully understood....

Streptavidin binding bifunctional aptamers and their interaction with low molecular weight ligands.

Anal. Chim. Acta 761 , 143-8, (2013)

This paper describes the measurement of the binding affinities of two bifunctional RNA aptamers to their respective ligands. The aptamers comprise either a theophylline or malachite green binding sequ...