ci 50206

Names

[ Name ]:
ci 50206

[Synonym ]:
Methylene violet 3RAX
3-amino-7-N,N-diethylamino-2-methyl-5-phenyl-phenazinium chloride
MFCD00013433
3-amino-7-diethylamino-5-phenyl-phenazinium,chloride
methylene violet
N,N-Diethylphenosafranine
3-Amino-7-diaethylamino-5-phenyl-phenazinium,Chlorid

Biological Activity

[Description]:

Methylene Violet 3RAX is a phenazine dye to stain the mitochondria of cells. Methylene Violet 3RAX can change the molecular structure of DNA, undermine the module of DNA, and induce the generation of the reactive singlet oxygen. Methylene Violet 3RAX shows inhibition for human erythrocyte AChE and human plasma BChE with an Kis of 1.58, 0.51 μM, respectively. Methylene Violet 3RAX has the potential for the research of potential photosensitizers for mitochondrial targeting action in PDT (photodynamic therapy)[1][2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Neuronal Signaling >> AChE

[Target]

Acetylcholinesterase:1.58 μM (Ki)

Butyrylcholinesterase:0.51 μM (Ki)

[In Vitro]

Methylene Violet 3RAX shows antitumor activity by cutting off DNA strands in tumour cell[1].Methylene Violet 3RAX (0-400 µM) significantly enhances cleavage of DNA with over 60% photocleavage activity towards DNA at 300 μM[1].

[References]

[1]. Si Yao, et al. Methylene violet 3RAX-conjugated porphyrin for photodynamic therapy: synthesis, DNA photocleavage, and cell study. RSC Advances. 2022,12, 21004-21013.

[2]. Onder S, et al. The kinetics of inhibition of human acetylcholinesterase and butyrylcholinesterase by methylene violet 3RAX. Chem Biol Interact. 2019 Dec 1;314:108845.

Chemical & Physical Properties

[ Melting Point ]:
285 °C (dec.)(lit.)

[ Molecular Formula ]:
C₂₂H₂₃ClN₄

[ Molecular Weight ]:
378.89800

[ Exact Mass ]:
378.16100

[ PSA ]:
46.03000

[ LogP ]:
1.67830

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2933990090

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Supravital staining of mitochondria with phenosafranin dyes.

Biochim. Biophys. Acta 11 , 480, (1953)