22573-93-9

Basic information

• Product Name: ALEXIDINE DIHYDROCHLORIDE
• Synonyms: 1,1'-HEXAMETHYLENE-BIS[5-(2-ETHYLHEXYL)BIGUANIDE];ALEXIDINE DIHYDROCHLORIDE;alexidine;Alexidine.2HCl;1,1'-Hexamethylene-bis[5-(2-ethylhexyl)biguanide] dihydrochloride;Prestwick_42;ALEXIDINE HYDROCHLORIDE
• CAS NO: 22573-93-9
• Molecular Formula: C₂₆H₅₆N₁₀
• Molecular Weight: 581.71
• EINECS: 245-096-7
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 22573-93-9.mol
• Article Data: 2

Chemical Properties

• Melting Point: 220-224
• Boiling Point: 658.2 °C at 760 mmHg
• Flash Point: 351.8 °C
• Appearance: /
• Density: 1.1 g/cm³
• Vapor Pressure: 3.38E-17mmHg at 25°C
• Refractive Index: 1.551
• Storage Temp.: 2-8°C
• Solubility: Methanol (Slightly)
• PKA: 12.34±0.10(Predicted)
• CAS DataBase Reference: ALEXIDINE DIHYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: ALEXIDINE DIHYDROCHLORIDE(22573-93-9)
• EPA Substance Registry System: ALEXIDINE DIHYDROCHLORIDE(22573-93-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 22573-93-9(Hazardous Substances Data)

Usage

Originator

Alexidine ,Science Lab.

Uses

Different sources of media describe the Uses of 22573-93-9 differently. You can refer to the following data:
1. Alexidine Dihydrochloride has antibacterial, antiplaque properties against Streptococcus mutans, Actinomyces ciscosus, and Actinomyces naesludii.
2. Has antibacterial, antiplaque properties against Streptococcus mutans, Actinomyces ciscosus, and Actinomyces naesludii

Definition

ChEBI: An amphipathic bisbiguanide with a structure consisting of two (2-ethylhexyl)guanide units linked by a hexamethylene bridge.

Manufacturing Process

A mixture of 16 g (0.09 mole) 1,1'-hexamethylene-bis(3-cyanoguanidine) and 20 d (0.12 mole) 2-ethylhexylamine hydrochloride is heated at 150-155°C for 3 hours. The mixture is cooled and the product is dissolved in 75 ml of hot water. The solution is treated with activated charcoal. 1,1'-Hexamethylene-bis- (5-(ethylhexyl)biguanide) is recrystalluized from methanol-ether, melting point 220.6-223.4°C.

Therapeutic Function

Antiseptic

InChI:InChI=1/C26H56N10/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)

Synthetic route

1,6-bis(N3-cyano-N1-guanidino)hexane (15894-70-9) + 2-ethyl-hexylamine hydrochloride (26392-49-4) → alexidine (22573-93-9)

Conditions	Yield
at 155℃; for 1h;	46%

2-Ethylhexylamine (104-75-6) + 1,6-bis(N3-cyano-N1-guanidino)hexane (15894-70-9) → alexidine (22573-93-9)

Conditions	Yield
at 155℃;

hexane-1,6-diamine dihydrochloride (6055-52-3) → alexidine (22573-93-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: butan-1-ol / 8 h / Reflux 2: 1 h / 155 °C View Scheme

Upstream product

• 104-75-6 2-Ethylhexylamine 
• 15894-70-9 1,6-di-(N³-cyano-N¹-guanidino)hexane 
• 26392-49-4 2-ethyl-hexylamine hydrochloride 
• 6055-52-3 hexane-1,6-diamine dihydrochloride 

Relevant articles and documents

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