A8986
Alexidine dihydrochloride
≥95% (HPLC), PTPMT1 inhibitor, powder
Synonym(e):
1,1′-Hexamethylene-bis(5-[2-ethylhexyl]biguanide)
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Empirische Formel (Hill-System):
C26H56N10 · 2HCl
CAS-Nummer:
Molekulargewicht:
581.71
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
216-994-6
MDL number:
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Unterstützung erhaltenProduktname
Alexidine dihydrochloride, ≥95% (HPLC)
Quality Level
assay
≥95% (HPLC)
form
powder
storage condition
desiccated
color
white to off-white
solubility
DMSO: ≥10 mg/mL
storage temp.
−20°C
SMILES string
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
InChI key
BRJJFBHTDVWTCJ-UHFFFAOYSA-N
Verwandte Kategorien
Application
Alexidine dihydrochloride has been used:
- as an antiseptic to study its antimicrobial activity in saliva-derived microcosm biofilms
- 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
- as a PTPMT1 inhibitor to study its antiviral effect on human cytomegalovirus (HCMV) replication in HCMV-infected human foreskin fibroblast (HFF) cells
Biochem/physiol Actions
Alexidine dihydrochloride is a bisbiguanide compound. It has been studied in the treatment of head and neck cancer. 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. Alexidine dihydrochloride is a component of oral disinfectant and contact lens solution.
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.
Features and Benefits
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Lagerklasse
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
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
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
Zeinab Mamouei et al.
mSphere, 3(5) (2018-11-02)
Invasive fungal infections due to Candida albicans, Aspergillus fumigatus, and Cryptococcus neoformans constitute a substantial threat to hospitalized immunocompromised patients. Further, the presence of drug-recalcitrant biofilms on medical devices and emergence of drug-resistant fungi, such as Candida auris, introduce treatment
Allison Campolo et al.
Pathogens (Basel, Switzerland), 10(2) (2021-01-31)
Acanthamoeba keratitis (AK) is a serious ocular infection caused by a ubiquitous free-living amoeba, Acanthamoeba. This infection often results in extensive corneal damage and blindness, and is notoriously difficult to cure. While Acanthamoeba is an abundant organism, AK is most
Artikel
Protein tyrosine phosphatases' catalytic mechanism involves transient phosphorylation.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| A8986-10MG | 04061833217474 |
| A8986-50MG | 04061833401088 |
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