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alexidine

Names

[ CAS No. ]:
22573-93-9

[ Name ]:
alexidine

[Synonym ]:
Imidodicarbonimidic diamide, N,N''''-1,6-hexanediylbis[N'-(2-ethylhexyl)-, hydrochloride (1:2)
1,1'-Hexamethylene-bis[5-(2-ethylhexyl)biguanide] dihydrochloride
N,N''''-1,6-Hexanediylbis[N'-(2-ethylhexyl)(imidodicarbonimidic diamide)]
Sterwin 904
UNII:I2A7616PY1
alexidine 2HCl
1,1'-Hexamethylene-bis(5-[2-ethylhexyl]biguanide)
Bisguanidine
Prestwick_42
N,N''''-1,6-Hexanediylbis[N'-(2-ethylhexyl)(imidodicarbonimidic diamide)] dihydrochloride
n,n''''-hexane-1,6-diylbis[n'-(2-ethylhexyl)(imidodicarbonimidic diamide)] dihydrochloride
Alexidine dihydrochloride
Bisguadine
Imidodicarbonimidic diamide, N,N''''-1,6-hexanediylbis[N'-(2-ethylhexyl)-
N,N''''-Hexane-1,6-diylbis[N'-(2-ethylhexyl)(imidodicarbonimidic diamide)]
Alexidine.2HCl
alexidine
QR-711
1,1'-HEXAMETHYLENE-BIS[5-(2-ETHYLHEXYL)BIGUANIDE]
Compound-904

Biological Activity

[Description]:

Alexidine, a bis-biguanide, exhibits antifungal and antibiofilm activity against a diverse range of fungal pathogens. Alexidine is an anticancer agent that targets a mitochondrial tyrosine phosphatase, PTPMT1, in mammalian cells and causes mitochondrial apoptosis[1].

[Related Catalog]:

Research Areas >> Cancer
Research Areas >> Infection
Signaling Pathways >> Anti-infection >> Fungal

[In Vitro]

With the treatment of Alexidine (10 µM, 24 hours), biofilm community can be decimated[1]. .With the treatment of Alexidine (0-60 μg/ml, 24 hours), Alexidine can kill HUVECs and lung A549 cells[1]. Cell Viability Assay Cell Line: C. albicans, C. auris, A. fumigatus[1] Concentration: 10 µM Incubation Time: 24 hours Result: Could significantly kill 80% of mature biofilm community. Cell Viability Assay Cell Line: HUVECs, lung A549 cells[1] Concentration: 0-60 μg/ml Incubation Time: 24 hours Result: resulted in 50% killing of HUVECs and lung A549 cells ( CC50 > 7.37 μg/ml ).

[In Vivo]

With the treatment of Alexidine (Jugular vein-catheterized, 48 hours, 3 µg/ml, once) for 48 hours, Alexidine can decimate preformed biofilms growing in the jugular vein catheters of mice[1]. Animal Model: 8-week-old C57BL/6 male mice Dosage: 3 µg/ml Administration: Jugular vein-catheterized, 48 hours, 3 µg/ml, once Result: Inhibited 67% of fungal biofilm growth and viability, compared to the control untreated biofilms.

[References]

[1]. Zeinab Mamouei, et al. Alexidine Dihydrochloride Has Broad-Spectrum Activities against Diverse Fungal Pathogens. mSphere. 2018 Oct 31;3(5):e00539-18.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
574.5±60.0 °C at 760 mmHg

[ Melting Point ]:
220-224ºC

[ Molecular Formula ]:
C26H58Cl2N10

[ Molecular Weight ]:
581.712

[ Flash Point ]:
301.3±32.9 °C

[ Exact Mass ]:
580.422302

[ PSA ]:
167.58000

[ LogP ]:
4.56

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.551

[ Storage condition ]:
2-8℃

Safety Information

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26-36

[ HS Code ]:
29224995

Related Compounds