A8986

Alexidine dihydrochloride

≥95% (HPLC), PTPMT1 inhibitor, powder

• Synonym(e): 1,1′-Hexamethylene-bis(5-[2-ethylhexyl]biguanide)
• Empirische Formel (Hill-System): C₂₆H₅₆N₁₀ · 2HCl
• CAS-Nummer: 1715-30-6
• Molekulargewicht: 581.71
• NACRES: NA.77
• PubChem Substance ID: 329771026
• UNSPSC Code: 12352200
• EC Number: 216-994-6
• MDL number: MFCD00082369
• Assay: ≥95% (HPLC)
• Form: powder
• Storage condition: desiccated

Eigenschaften

• Produktname: Alexidine dihydrochloride, ≥95% (HPLC)
• Quality Segment: 100
• 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

Beschreibung

Application

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]

Biochem/physiol Actions

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.

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.

Sicherheitshinweise

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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