HEXAMIDINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H26N4O2
Molecular Weight	354.446
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC(=N)C1=CC=C(OCCCCCCOC2=CC=C(C=C2)C(N)=N)C=C1

InChI

InChIKey=OQLKNTOKMBVBKV-UHFFFAOYSA-N

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)

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28129440 | https://www.ncbi.nlm.nih.gov/pubmed/26235920

Hexamidine diisethionate has been used in the personal care industry and in a number of over-the-counter (OTC) drug products as an antimicrobial agent. It was shown, that hexamidine diisethionate plays a beneficial role in skin homoeostasis.

Approval Year

PubMed

Title	Date	PubMed
Analogues of 1,5-bis(4-amidinophenoxy)pentane (pentamidine) in the treatment of experimental Pneumocystis carinii pneumonia.	1990 Apr	2319567
Structure-activity relationships of analogs of pentamidine against Plasmodium falciparum and Leishmania mexicana amazonensis.	1990 Jul	2201254
1,5-Bis(4-amidinophenoxy)pentane (pentamidine) is a potent inhibitor of [3H]idazoxan binding to imidazoline I2 binding sites.	1998 Jul 17	9721046
[Treatment of Acanthamoeba keratitis: possibilities, problems, and new approaches].	2003	15508774
Bilateral Acanthamoeba keratitis with late recurrence of the infection in a corneal graft: a case report.	2003 Apr	12747654
Opportunistic amoebae: challenges in prophylaxis and treatment.	2004 Feb	15072770
[Contact allergy to antiseptics: 75 cases analyzed by the dermato-allergovigilance network (Revidal)].	2005 Dec	16446637
Acanthamoeba keratitis during orthokeratology.	2005 Oct	16160506
Acanthamoeba keratitis in a 5-year-old boy without a history of contact lens usage.	2006 Apr	16633040
Systemic allergy to topical hexamidine.	2006 Aug 7	16893365
A keratitis rat model for evaluation of anti-Acanthamoeba polyphaga agents.	2006 Jun	16783150
[Clinical tolerance of cutaneous antiseptics in 3,403 patients in France].	2006 Oct	17072189
[Towards new antibacterial drugs. Interest of para-guanidinoethylcalix[4]arene].	2006 Oct-Nov	17023121
Final report on the safety assessment of Hexamidine and Hexamidine Diisethionate.	2007	18273451
[Acanthamoeba keratitis: about the first two Tunisian cases].	2007 Feb	17402694
Visual outcome and rehabilitation in a case of bilateral acanthamoeba sclerokeratitis.	2007 Oct	17893557
In vitro activity of para-guanidinoethylcalix[4]arene against susceptible and antibiotic-resistant Gram-negative and Gram-positive bacteria.	2007 Sep	17626025
Antistaphylococcal activities of CG400549, a new bacterial enoyl-acyl carrier protein reductase (FabI) inhibitor.	2007 Sep	17606482
Bilateral acanthamoeba keratitis.	2008 Feb	18222188
Understanding metabolic pathways for skin anti-aging.	2009 Jul	19623777
Prevalence and risk factors for allergic contact dermatitis to topical treatment in atopic dermatitis: a study in 641 children.	2009 May	19183418
Painless Acanthamoeba keratitis in a soft contact lens wearer--case report.	2009 Sep	19860131
[Infectious keratitis and cosmetic lenses: a five-case retrospective study].	2010 Apr	20223558
[Effect of psychotropic drugs on activity of anticonvulsants in maximal electroshock test].	2010 Aug	20919549
Action potential-enhanced ATP release from taste cells through hemichannels.	2010 Aug	20519578
Antiseptic properties of two calix[4]arenes derivatives on the human coronavirus 229E.	2010 Dec	20854844
[Acanthamoeba keratitis. Report of 3 cases diagnosed in central Tunisia].	2010 Feb	20415171
Treatment with voriconazole in 3 eyes with resistant Acanthamoeba keratitis.	2010 Jan	19875089

Patents

Name

Type

Language

HEXAMIDINE

Official Name

English

HEXAMIDINE [MI]

Common Name

English

Hexamidine [WHO-DD]

Common Name

English

HEXAMIDINE [INCI]

Common Name

English

hexamidine [INN]

Common Name

English

Classification Tree Code System Code

WHO-ATC

R02AA18