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D3768

Sigma-Aldrich

Dequalinium chloride

≥95% (titration)

Sinonimo/i:

1,1′-Decamethylenebis(4-aminoquinaldinium) dichloride

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About This Item

Formula empirica (notazione di Hill):
C30H40Cl2N4 · xH2O
Numero CAS:
1255077-34-9
Peso molecolare:
527.57 (anhydrous basis)
Numero CE:
208-330-9
Numero MDL:
MFCD10567439
Codice UNSPSC:
12352200
ID PubChem:
24278367

Saggio

≥95% (titration)

Forma fisica

powder

Punto di fusione

≥300 °C (lit.)

Stringa SMILE

O.[Cl-].[Cl-].Cc1cc(N)c2ccccc2[n+]1CCCCCCCCCC[n+]3c(C)cc(N)c4ccccc34

InChI

1S/C30H38N4.2ClH.H2O/c1-23-21-27(31)25-15-9-11-17-29(25)33(23)19-13-7-5-3-4-6-8-14-20-34-24(2)22-28(32)26-16-10-12-18-30(26)34;;;/h9-12,15-18,21-22,31-32H,3-8,13-14,19-20H2,1-2H3;2*1H;1H2
CZCJAGQJOXJBST-UHFFFAOYSA-N

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Azioni biochim/fisiol

Dequalinium chloride is a selective blocker of apamin-sensitive K+ channels and inhibitor of XIAP (X-linked inhibitor of apoptosis protein). Has been shown to induce cytotoxicity in human acute promyelocytic leukemia NB4 cells through disturbance of mitochondrial function, oxidative stress, and downregulation of Raf/MEK/ERK and PI3K/Akt signaling pathways.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Classi di pericolo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

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S A Rotenberg et al.
The Journal of biological chemistry, 273(4), 2390-2395 (1998-01-27)
1,1'-Decamethylenebis-4-aminoquinaldinium diiodide (DECA; dequalinium) is an anti-tumor agent and protein kinase C (PKC) inhibitor whose mechanism of action with PKC is unknown. This study reports that with human PKC alpha, DECA exhibited competitive inhibition (Ki = 11.5 +/- 5 microM)
Tarek Zaidieh et al.
BMC cancer, 19(1), 1224-1224 (2019-12-18)
Mitochondria are considered a primary intracellular site of reactive oxygen species (ROS) generation. Generally, cancer cells with mitochondrial genetic abnormalities (copy number change and mutations) have escalated ROS levels compared to normal cells. Since high levels of ROS can trigger
L J Bock et al.
Letters in applied microbiology, 66(5), 368-377 (2018-02-13)
The effectiveness of several cationic disinfectants as well as colistin and polymyxin B were assessed under different growth conditions against Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa strains. These conditions included different media (MH1, MH2, TSB and LB) and plate
Leah Mursaleen et al.
Journal of Parkinson's disease, 10(1), 99-111 (2019-12-24)
Reduced glutathione and excess free iron within dopaminergic, substantia nigra neurons in Parkinson's disease (PD) can drive accumulation of toxic hydroxyl radicals resulting in sustained oxidative stress and cellular damage. Factors such as brain penetrance and bioavailability have limited the
Kristen M Smith et al.
EMBO molecular medicine, 2(9), 371-384 (2010-08-20)
Neuroblastoma (NB) is the most deadly extra-cranial solid tumour in children necessitating an urgent need for effective and less toxic treatments. One reason for the lack of efficacious treatments may be the inability of existing drugs to target the tumour-initiating
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