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

Molecular Formula	C20H26N4O2
Molecular Weight	354.446
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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
Antiseptic properties of two calix[4]arenes derivatives on the human coronavirus 229E.	2010-12	20854844
[Effect of psychotropic drugs on activity of anticonvulsants in maximal electroshock test].	2010-08	20919549
Action potential-enhanced ATP release from taste cells through hemichannels.	2010-08	20519578
Cationic compounds with activity against multidrug-resistant bacteria: interest of a new compound compared with two older antiseptics, hexamidine and chlorhexidine.	2010-05	19456831
[Infectious keratitis and cosmetic lenses: a five-case retrospective study].	2010-04	20223558
[Acanthamoeba keratitis. Report of 3 cases diagnosed in central Tunisia].	2010-02	20415171
Treatment with voriconazole in 3 eyes with resistant Acanthamoeba keratitis.	2010-01	19875089
Painless Acanthamoeba keratitis in a soft contact lens wearer--case report.	2009-09	19860131
p-Guanidinoethyl calixarene and parent phenol derivatives exhibiting antibacterial activities. Synthesis and biological evaluation.	2009-08-01	19596201
A new Sephadex-based method for removing microbicidal and cytotoxic residues when testing antiseptics against viruses: Experiments with a human coronavirus as a model.	2009-08	19490977
Understanding metabolic pathways for skin anti-aging.	2009-07	19623777
Prevalence and risk factors for allergic contact dermatitis to topical treatment in atopic dermatitis: a study in 641 children.	2009-05	19183418
Rapidly progressive cataract and iris atrophy during treatment of Acanthamoeba keratitis.	2008-05	18452764
Bilateral acanthamoeba keratitis.	2008-02	18222188
Visual outcome and rehabilitation in a case of bilateral acanthamoeba sclerokeratitis.	2007-10	17893557
In vitro activity of para-guanidinoethylcalix[4]arene against susceptible and antibiotic-resistant Gram-negative and Gram-positive bacteria.	2007-09	17626025
Antistaphylococcal activities of CG400549, a new bacterial enoyl-acyl carrier protein reductase (FabI) inhibitor.	2007-09	17606482
[Acanthamoeba keratitis: about the first two Tunisian cases].	2007-02	17402694
Final report on the safety assessment of Hexamidine and Hexamidine Diisethionate.	2007	18273451
[Clinical tolerance of cutaneous antiseptics in 3,403 patients in France].	2006-10	17072189
Systemic allergy to topical hexamidine.	2006-08-07	16893365
[Towards new antibacterial drugs. Interest of para-guanidinoethylcalix[4]arene].	2006-06-19	17023121
A keratitis rat model for evaluation of anti-Acanthamoeba polyphaga agents.	2006-06	16783150
Acanthamoeba keratitis in a 5-year-old boy without a history of contact lens usage.	2006-04	16633040
[Contact allergy to antiseptics: 75 cases analyzed by the dermato-allergovigilance network (Revidal)].	2005-12	16446637
Acanthamoeba keratitis during orthokeratology.	2005-10	16160506
Crystal structures of QacR-diamidine complexes reveal additional multidrug-binding modes and a novel mechanism of drug charge neutralization.	2004-04-02	14726520
Opportunistic amoebae: challenges in prophylaxis and treatment.	2004-02	15072770
Persistently culture positive acanthamoeba keratitis: in vivo resistance and in vitro sensitivity.	2003-08	12917179
Bilateral Acanthamoeba keratitis with late recurrence of the infection in a corneal graft: a case report.	2003-04	12747654
[Treatment of Acanthamoeba keratitis: possibilities, problems, and new approaches].	2003	15508774
Structure-based approach for the discovery of bis-benzamidines as novel inhibitors of matriptase.	2001-04-26	11311057
1,5-Bis(4-amidinophenoxy)pentane (pentamidine) is a potent inhibitor of [3H]idazoxan binding to imidazoline I2 binding sites.	1998-07-17	9721046
Structure-activity relationships of analogs of pentamidine against Plasmodium falciparum and Leishmania mexicana amazonensis.	1990-07	2201254
Analogues of 1,5-bis(4-amidinophenoxy)pentane (pentamidine) in the treatment of experimental Pneumocystis carinii pneumonia.	1990-04	2319567

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:32:45 GMT 2025` Edited by `admin` on `Mon Mar 31 18:32:45 GMT 2025`
Record UNII	3483C2H13H
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

HEXAMIDINE [MI]

Preferred Name

English

HEXAMIDINE

Official Name

English

Hexamidine [WHO-DD]

Common Name

English

hexamidine [INN]

Common Name

English

Classification Tree Code System Code

WHO-ATC

R02AA18