N-(2-ethylhexyl)-1-3-(6-{N-[3-(2-ethylhexyl)carbamimidamidomethanimidoyl]amino}hexyl)carbamimidamidomethanimidamide dihydrochloride

• ChemBase ID: 82320
• Molecular Formular: C26H58Cl2N10
• Molecular Mass: 581.71172
• Monoisotopic Mass: 580.42229727
• SMILES: N(CC(CC)CCCC)C(=N)NC(=N)NCCCCCCNC(=N)NC(=N)NCC(CCCC)CC.Cl.Cl
• Canonical SMILES: CCCCC(CNC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)NCC(CCCC)CC)CC.Cl.Cl
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-ethylhexyl)-1-3-(6-{N-[3-(2-ethylhexyl)carbamimidamidomethanimidoyl]amino}hexyl)carbamimidamidomethanimidamide dihydrochloride
• IUPAC Traditional name: alexidine dihydrochloride
• Synonyms: Alexidine dihydrochloride; 1,1'-Hexamethylenebis[5-(2-ethylhexyl)]biguanide dihydrochloride; alexidine hydrochloride; 1,1′-Hexamethylene-bis(5-[2-ethylhexyl]biguanide); Alexidine dihydrochloride

Database IDs

• CAS Number: 22573-93-9; 1715-30-6
• EC Number: 216-994-6
• MDL Number: MFCD00082369
• PubChem SID: 162069439
• PubChem CID: 102678

CALCULATED PROPERTIES

• H Acceptors: 10
• H Donor: 10
• LogD (pH = 5.5): -4.1182895
• LogD (pH = 7.4): -3.5993836
• Log P: 5.5344987
• Molar Refractivity: 193.2846 cm^3
• Polarizability: 58.3392 Å^3
• Polar Surface Area: 167.58 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: ≥10 mg/mL
• Apperance: white to off-white powder
• Melting Point: 220-224°C

Safety Information

• Storage Warning: Irritant/Store at -20°C
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Storage Temperature: -20°C

Pharmacology Properties

• Target: Others

Product Information

• Purity: ≥95% (HPLC)
• Salt Data: hydrochloride
• Empirical Formula (Hill Notation): C26H56N10 · 2HCl

DETAILS

Apollo Scientific Ltd - OR2503

Has a antibacterial, antiplaque properties against Streptococcus mutans, Actinomyces ciscosus, and Actinomyces naesludii.

Sigma Aldrich - A8986

Biochem/physiol Actions
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.