| Identification | Back Directory | [Name]
HEXAMIDINE | [CAS]
3811-75-4 | [Synonyms]
Hexamidine【antipeptic】
Hexcarbacholine bromide
4,4'-(Hexamethylenedioxy)bis(benzamidine)
4-[6-(4-amidinophenoxy)hexoxy]benzamidine
4,4'-(Hexamethylenebisoxy)bis(benzamidine)
4,4'-[1,6-Hexanediylbis(oxy)]bisbenzamidine
4,4'-(1,6-Hexanediyl)bis(oxy)bisbenzamidine
4,4'-[1,6-Hexanediylbis(oxy)]bis[benzamidine]
4-[6-(4-carbamimidoylphenoxy)hexoxy]benzenecarboximidamide
Hexamidine diisethionate:SymCalmin:HD-100:BioActive HD 100:Elestab HP 100:HP-100:Hexamidine | [Molecular Formula]
C20H26N4O2 | [MOL File]
3811-75-4.mol | [Molecular Weight]
354.45 |
| Chemical Properties | Back Directory | [Boiling point ]
548.6±60.0 °C(Predicted) | [density ]
1.19±0.1 g/cm3(Predicted) | [pka]
12.80±0.50(Predicted) | [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) | [Contact allergens]
Hexamidine is an antiseptic active against Grampositive
bacteria and fungi, used as a disinfectant and a
preservative in cosmetics. It induces papulo-vesicular
and diffuse allergic contact dermatitis. | [InChIKey]
OQLKNTOKMBVBKV-UHFFFAOYSA-N | [SMILES]
C(OC1=CC=C(C(N)=N)C=C1)CCCCCOC1=CC=C(C(N)=N)C=C1 | [LogP]
3.000 (est) | [Uses]
hexamidine is generally used as a biocide and preservative. Some initial studies are indicating a potential to increase production of skin lipids, such as cholesterol, sphingolipids, and fatty acids. In turn this would help improve skin moisture content. Further evidence of this may be required. |
| Hazard Information | Back Directory | [Definition]
ChEBI: A polyether that is the bis(4-guanidinophenyl) ether of hexane-1,6-diol. | [Description]
Hexamidine (HEX) is a strong organic base and aromatic diamidine. Although hexamidine is primarily used as the diisethionate salt (HEX D), it was first synthesized as the dihydrochloride salt (HEX H) and patented for May & Baker Limited (U.K.) by Ewins et al. In the 1990s, the efficacy of HEX as an amoebicidal agent was demonstrated in several studies. In addition to biocidal activity, HEX, and other diamidines have demonstrated enzyme inhibition properties. Upregulation of the major cholesterol and fatty acid uptake pathways has also been demonstrated in a skin-equivalent tissue culture model following treatment with HEX[1].
| [References]
[1] N. Parisi. “Hexamidine salts – applications in skin health and personal care products.” International Journal of Cosmetic Science 39 4 (2017): 361–365.
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