Hexamidine information

Hexamidine
Names
	Preferred IUPAC name 4,4′-[Hexane-1,6-diylbis(oxy)]di(benzene-1-carboximidamide)
	Other names 4-[6-(4-carbamimidoylphenoxy)hexoxy]benzamidine
Identifiers
CAS Number	3811-75-4 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:87184 ;
ChEMBL	ChEMBL25105 ;
ChemSpider	58639 ;
DrugBank	DB03808 ;
PubChem CID	65130;
UNII	3483C2H13H ;
CompTox Dashboard (EPA)	DTXSID60191524 ;
	InChI InChI=1S/C20H26N4O2/c21-19(22)15-5-9-17(10-6-15)25-13-3-1-2-4-14-26-18-11-7-16(8-12-18)20(23)24/h5-12H,1-4,13-14H2,(H3,21,22)(H3,23,24) Key: OQLKNTOKMBVBKV-UHFFFAOYSA-N ; InChI=1/C20H26N4O2/c21-19(22)15-5-9-17(10-6-15)25-13-3-1-2-4-14-26-18-11-7-16(8-12-18)20(23)24/h5-12H,1-4,13-14H2,(H3,21,22)(H3,23,24) Key: OQLKNTOKMBVBKV-UHFFFAOYAW;
	SMILES O(c1ccc(cc1)C(=[N@H])N)CCCCCCOc2ccc(C(=[N@H])N)cc2;
Properties
Chemical formula	C20H26N4O2
Molar mass	354.446
Pharmacology
ATC code	D08AC04 (WHO) R01AX07 (WHO) R02AA18 (WHO) S01AX08 (WHO) S03AA05 (WHO)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Hexamidine is an antiseptic and disinfectant. Hexomedine is the trade name of a diisethionate solution (1/1.000) of hexamidine.^[1] Hexamidine is used primarily as its diisethionate salt, which is more water-soluble than the dihydrochloride. The dihydrochloride was first synthesized and patented as a trypanocide for May & Baker in 1939. Its amoebicidal properties emerged in the 1990s. The exact mechanism of its biocidal action is unknown, but presumed similar to quaternary ammonium compounds, involving binding to the negatively charged lipid membranes of pathogens. Hexamidine and its shorter congener, propamidine, are used as antiseptics and preservatives in pharmaceuticals and cosmetics. They are particularly used for the topical treatment of acanthamoebiasis (Acanthamoeba keratitis).^[2]

^ "Final Report on the Safety Assessment of Hexamidine and Hexamidine Diisethionate". International Journal of Toxicology. 26 (3_suppl): 79–88. 2007. doi:10.1080/10915810701663168. PMID 18273451. S2CID 2059780.
^ Parisi, N.; et al. (2017), "Hexamidine salts - applications in skin health and personal care products" (PDF), International Journal of Cosmetic Science, 39 (4): 361–365, doi:10.1111/ics.12392, PMID 28129440, S2CID 3385063

[1] "Final Report on the Safety Assessment of Hexamidine and Hexamidine Diisethionate". International Journal of Toxicology. 26 (3_suppl): 79–88. 2007. doi:10.1080/10915810701663168. PMID 18273451. S2CID 2059780.

[2] Parisi, N.; et al. (2017), "Hexamidine salts - applications in skin health and personal care products" (PDF), International Journal of Cosmetic Science, 39 (4): 361–365, doi:10.1111/ics.12392, PMID 28129440, S2CID 3385063

Hexamidine information

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Hexamidine

ATC code D08

Hydrogen peroxide

Isopropyl alcohol

Antiseptic

Chlorhexidine

Disinfectant

ATC code R02

Potassium permanganate

Cetylpyridinium chloride

Phenol

Polyhexanide

Cetrimide

Sodium hypochlorite

Polyhexamethylene guanidine

Benzalkonium chloride

Glutaraldehyde

ATC code S03

Thiomersal

Silver nitrate

Chloroxylenol

Cetrimonium chloride

Merbromin

Cetrimonium bromide

ATC code R01

Ethacridine lactate

Octenidine dihydrochloride

Policresulen