A8986

Alexidine dihydrochloride

≥95% (HPLC)

• Synonym(e): 1,1′-Hexamethylene-bis(5-[2-ethylhexyl]biguanide)
• Empirische Formel (Hill-System): C₂₆H₅₆N₁₀ · 2HCl
• CAS-Nummer: 1715-30-6
• Molekulargewicht: 581.71
• EG-Nummer: 216-994-6
• MDL-Nummer: MFCD00082369
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 329771026
• NACRES: NA.77

Eigenschaften

• Assay: ≥95% (HPLC)
• Form: powder
• Lagerbedingungen: desiccated
• Farbe: white to off-white
• Löslichkeit: DMSO: ≥10 mg/mL
• Lagertemp.: −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
• InChIKey: BRJJFBHTDVWTCJ-UHFFFAOYSA-N

Beschreibung

Anwendung

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. Wirkung

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.

Leistungsmerkmale und Vorteile

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.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable