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Merck

A8986

Sigma-Aldrich

Alexidine dihydrochloride

≥95% (HPLC)

Sinónimos:

1,1′-Hexamethylene-bis(5-[2-ethylhexyl]biguanide)

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10 MG
US$ 105,00
50 MG
US$ 427,00

US$ 105,00


Fecha estimada de envío24 de mayo de 2025


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10 MG
US$ 105,00
50 MG
US$ 427,00

About This Item

Fórmula empírica (notación de Hill):
C26H56N10 · 2HCl
Número de CAS:
Peso molecular:
581.71
Número CE:
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77

US$ 105,00


Fecha estimada de envío24 de mayo de 2025


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Ensayo

≥95% (HPLC)

Formulario

powder

condiciones de almacenamiento

desiccated

color

white to off-white

solubilidad

DMSO: ≥10 mg/mL

temp. de almacenamiento

−20°C

cadena SMILES

Cl.Cl.CCCCC(CC)CNC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)NCC(CC)CCCC

InChI

1S/C26H56N10.2ClH/c1-5-9-15-21(7-3)19-33-25(29)35-23(27)31-17-13-11-12-14-18-32-24(28)36-26(30)34-20-22(8-4)16-10-6-2;;/h21-22H,5-20H2,1-4H3,(H5,27,29,31,33,35)(H5,28,30,32,34,36);2*1H

Clave InChI

BRJJFBHTDVWTCJ-UHFFFAOYSA-N

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Aplicación

Alexidine dihydrochloride has been used:
  • as an antiseptic to study its antimicrobial activity in saliva-derived microcosm biofilms[1]
  • as a protein tyrosine phosphatase localized to the mitochondrion 1 (PTPMT1)-specific inhibitor to study its effects on spare respiratory capacity and viability of CD8+ T cells[2]
  • as a PTPMT1 inhibitor to study its antiviral effect on  human cytomegalovirus (HCMV) replication in HCMV-infected human foreskin fibroblast (HFF) cells[3]

Acciones bioquímicas o fisiológicas

Alexidine dihydrochloride is a bisbiguanide compound. It has been studied in the treatment of head and neck cancer.[4] Alexidine dihydrochloride also exhibits antibiofilm and antifungal activity against several fungal species. It causes mitochondrial apoptosis in mammalian cells due to its anti-cancer activity.[5] Alexidine dihydrochloride is a component of oral disinfectant and contact lens solution.[6]
Alexidine dihydrochloride is a potent and selective PTPMT1 (Protein Tyrosine Phosphatase Localized to the Mitochondrion 1) inhibitor. Alexidine increases insulin secretion by isolated rat pancreatic islets.

Características y beneficios

This compound is featured on the Phosphoprotein Phosphatases (Tyrosine) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogramas

Exclamation mark

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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Los clientes también vieron

J A Chawner et al.
The Journal of applied bacteriology, 66(3), 243-252 (1989-03-01)
A comparative study of the growth inhibitory and bactericidal activities of two related bisbiguanide antiseptics, alexidine and chorhexidine is reported. Whilst overall bactericidal activities and MICs were similar, alexidine was more rapid in its action and it is suggested that
Kenneth W Yip et al.
Molecular cancer therapeutics, 5(9), 2234-2240 (2006-09-21)
Despite advances in surgery, radiation, and chemotherapy, novel therapeutics are needed for head and neck cancer treatment. The objective of this current study was to evaluate alexidine dihydrochloride as a novel compound lead for head and neck cancers. Using a
J A Chawner et al.
The Journal of applied bacteriology, 66(3), 253-258 (1989-03-01)
Strains of Providencia stuartii with demonstrated resistance towards chlorhexidine did not show such resistance towards either of the related biguanide antiseptics, alexidine or vantocil. Alexidine promoted a significantly faster alteration in the permeability of Escherichia coli cell membranes towards various
Sophia R Schwarz et al.
Clinical oral investigations, 25(5), 2939-2950 (2020-10-10)
The aims of this study were to investigate the antimicrobial efficacy of antiseptics in saliva-derived microcosm biofilms, and to examine phenotypic adaption of bacteria upon repeated exposure to sub-inhibitory antiseptic concentrations. Saliva-derived biofilms were formed mimicking caries- or gingivitis-associated conditions
Xiang Zhu et al.
Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research, 31(3), 560-572 (2015-09-13)
Aseptic loosening and periprosthetic infection leading to inflammatory osteolysis is a major complication associated with total joint arthroplasty (TJA). The liberation of bacterial products and/or implant-derived wear particles activates immune cells that produce pro-osteoclastogenic cytokines that enhance osteoclast recruitment and

Artículos

Protein tyrosine phosphatases' catalytic mechanism involves transient phosphorylation.

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