hexamidine
benzenecarboximidamide, 4,4'-(1,6-hexanediylbis(oxy))bis-
Identification
| Name | hexamidine |
| CAS Number | 3811-75-4 |
| FDA UNII | 3483C2H13H |
| Molecular Formula | C20 H26 N4 O2 |
| Molecular Weight | 354.45362000 |
| MDL Number | MFCD00866761 |
| Nikkaji Number | J238.611I |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 548.60 °C. @ 760.00 mm Hg (est) |
| Flash Point | 546.00 °F. TCC ( 285.60 °C. ) (est) |
| logP (o/w) | 3.000 (est) |
| Soluble in | water, 9.136 mg/L @ 25 °C (est) |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | preservatives |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | preservatives |
| Recommendation for hexamidine usage levels up to | not for fragrance use. |
| Recommendation for hexamidine flavor usage levels up to | not for flavor use. |
BOC Sciences
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Potential Uses
Natural Occurrence
Synonyms
4,4'-(1,6-
hexane diyl bis(oxy)) bisbenzene carboximidamide
4,4'-(1,6-
hexanediylbis(oxy))bis-benzenecarboximidamide
benzenecarboximidamide, 4,4'-(1,6-hexanediylbis(oxy))bis-
PubMed:
[Acanthamoeba keratitis.]
PubMed:
Development of a practical complete-kill assay to evaluate anti-Acanthamoeba drugs.
PubMed:
Prognostic factors associated with the need for surgical treatments in acanthamoeba keratitis.
PubMed:
Application of genomics to breakthroughs in the cosmetic treatment of skin ageing and discoloration.
PubMed:
Double-biguanide therapy for resistant acanthamoeba keratitis.
PubMed:
A double-blind randomized controlled comparison of APDDR-0901, a novel cosmeceutical formulation, and 0.1% adapalene gel in the treatment of mild-to-moderate acne vulgaris.
PubMed:
Microsporidial keratoconjunctivitis in the tropics: a case series.
PubMed:
[Effect of psychotropic drugs on activity of anticonvulsants in maximal electroshock test].
PubMed:
Antiseptic properties of two calix[4]arenes derivatives on the human coronavirus 229E.
PubMed:
Action potential-enhanced ATP release from taste cells through hemichannels.
PubMed:
[Acanthamoeba keratitis. Report of 3 cases diagnosed in central Tunisia].
PubMed:
[Infectious keratitis and cosmetic lenses: a five-case retrospective study].
PubMed:
Treatment with voriconazole in 3 eyes with resistant Acanthamoeba keratitis.
PubMed:
Painless Acanthamoeba keratitis in a soft contact lens wearer--case report.
PubMed:
Understanding metabolic pathways for skin anti-aging.
PubMed:
p-Guanidinoethyl calixarene and parent phenol derivatives exhibiting antibacterial activities. Synthesis and biological evaluation.
PubMed:
A new Sephadex-based method for removing microbicidal and cytotoxic residues when testing antiseptics against viruses: Experiments with a human coronavirus as a model.
PubMed:
Cationic compounds with activity against multidrug-resistant bacteria: interest of a new compound compared with two older antiseptics, hexamidine and chlorhexidine.
PubMed:
Prevalence and risk factors for allergic contact dermatitis to topical treatment in atopic dermatitis: a study in 641 children.
PubMed:
Rapidly progressive cataract and iris atrophy during treatment of Acanthamoeba keratitis.
PubMed:
Final report on the safety assessment of Hexamidine and Hexamidine Diisethionate.
PubMed:
Bilateral acanthamoeba keratitis.
PubMed:
Visual outcome and rehabilitation in a case of bilateral acanthamoeba sclerokeratitis.
PubMed:
In vitro activity of para-guanidinoethylcalix[4]arene against susceptible and antibiotic-resistant Gram-negative and Gram-positive bacteria.
PubMed:
Antistaphylococcal activities of CG400549, a new bacterial enoyl-acyl carrier protein reductase (FabI) inhibitor.
PubMed:
[Acanthamoeba keratitis: about the first two Tunisian cases].
PubMed:
[Clinical tolerance of cutaneous antiseptics in 3,403 patients in France].
PubMed:
[Towards new antibacterial drugs. Interest of para-guanidinoethylcalix[4]arene].
PubMed:
Systemic allergy to topical hexamidine.
PubMed:
A keratitis rat model for evaluation of anti-Acanthamoeba polyphaga agents.
PubMed:
Acanthamoeba keratitis in a 5-year-old boy without a history of contact lens usage.
PubMed:
[Contact allergy to antiseptics: 75 cases analyzed by the dermato-allergovigilance network (Revidal)].
PubMed:
Acanthamoeba keratitis during orthokeratology.
PubMed:
[Treatment of Acanthamoeba keratitis: possibilities, problems, and new approaches].
PubMed:
Opportunistic amoebae: challenges in prophylaxis and treatment.
PubMed:
Crystal structures of QacR-diamidine complexes reveal additional multidrug-binding modes and a novel mechanism of drug charge neutralization.
PubMed:
Persistently culture positive acanthamoeba keratitis: in vivo resistance and in vitro sensitivity.
PubMed:
Bilateral Acanthamoeba keratitis with late recurrence of the infection in a corneal graft: a case report.
PubMed:
NTP Toxicology and Carcinogenesis Studies of Primidone (CAS No. 125-33-7) in F344/N Rats and B6C3F1 Mice (Feed Studies).
PubMed:
[A clinico-pathological case report of necrotizing ulcerating keratopathy due to topical anaesthetic abuse].
PubMed:
Structure-based approach for the discovery of bis-benzamidines as novel inhibitors of matriptase.
PubMed:
Antimicrobial susceptibility of 19 Australian corneal isolates of Acanthamoeba.
PubMed:
[Antiseptic treatment of the umbilical cord in newborns: survey and recommendations].
PubMed:
[Contact sensitization in leg ulcers].
PubMed:
[Amebicide activity of antiseptics and an antibiotic on 2 Acanthamoeba isolated from corneal ulcers].
PubMed:
Plasmid-mediated resistance to antimicrobial agents among listeriae.
PubMed:
Acanthamoeba keratitis in New Zealand, including two cases with in vivo resistance to polyhexamethylene biguanide.
PubMed:
Amebic keratitis due to a mixed infection with Acanthamoeba and Hartmanella species.
PubMed:
Sequence-selective binding to DNA of bis(amidinophenoxy)alkanes related to propamidine and pentamidine.
PubMed:
Cutaneous infection caused by Tsukamurella paurometabolum.
PubMed:
[A clinico-pharmacological basis for optimizing the treatment of therapy-resistant forms of epilepsy].
PubMed:
Contact sensitivity to 5 different ingredients of a topical medicament (Imacort cream).
PubMed:
Amoebicidal efficiencies of various diamidines against two strains of Acanthamoeba polyphaga.
PubMed:
Contact photosensitivity to nonoxynol used in antiseptic preparations.
PubMed:
Successful treatment of Acanthamoeba keratitis by hexamidine.
PubMed:
[The spectrum of the anticonvulsant action of morfolid ].
PubMed:
Examination of the activities of 43 chemotherapeutic agents against Neospora caninum tachyzoites in cultured cells.
PubMed:
[Relationship between the level of minimal inhibitory concentrations of five antiseptics and the presence of qacA gene in Staphylococcus aureus].
PubMed:
High-performance liquid chromatographic determination of pentamidine in plasma.
PubMed:
Photoallergy to hexamidine.
PubMed:
[Study of combinations of antimicrobial agents. Development of the method].
PubMed:
Comparative study on the antimicrobial effects of Hexomedine and Betadine on the human skin flora.
PubMed:
[A foaming antiseptic solution for handwashing. Study in dentists].
PubMed:
[Allergy survey in genital contact dermatitis].
PubMed:
[Therapeutic and pharmacological monitoring of individual monotherapy of epilepsy with hexamidine].
PubMed:
[The effect of antidepressants on the experimental anticonvulsant activity and acute toxicity of anticonvulsants].
PubMed:
[Treatment of patients with psychomotor epileptic attacks resistant to conventional anticonvulsant therapy].
PubMed:
[The in vitro activity of veterinary antiseptics].
PubMed:
Hexamidine isethionate: a sensitizer in topical pharmaceutical products and cosmetics.
PubMed:
Ring-shaped positive allergic patch test reactions to allergens in liquid vehicles.
PubMed:
[Hexamidine content of the blood plasma and cerebrospinal fluid in patients with epilepsy].
PubMed:
[Experimental and clinical study of the effectiveness of the combined use of anticonvulsants and tranquilizers in epilepsy].
PubMed:
[Effect of anticonvulsants on the psychotropic activity of tranquilizers in their joint use in an experiment].
PubMed:
Susceptibility of Torulopsis glabrata in the presence of six antifungal agents determined by comparison of growth at several pHs.
PubMed:
[Folic acid treatment of epileptics].
PubMed:
Gas chromatographic determination of nitrogen-containing anticonvulsant drugs and opium alkaloids using a thermoaerosol detector.
PubMed:
Comparison of in vivo antibacterial activity of hydro-alcoholic solutions of hexamidine and of chlorhexidine.
PubMed:
[Concentration of benzonal in the blood of epileptic patients at different daily doses and with other anticonvulsants].
PubMed:
[Synergistic effect of clotrimazole and hexamidinediisethionate against Candida albicans].
PubMed:
[Anticonvulsive activity of anticonvulsants and tranquilizers when used together].
PubMed:
Analysis of hexamidine, dibromohexamidine, dibromopropamidine and chlorhexidine in cosmetic products by high-performance liquid chromatography.
PubMed:
[Effect of phenobarbital, hexamidine and benzonal on the toxicity of dioxidine].
PubMed:
[Contact dermatitis from hexamidine].
PubMed:
Quantitative determination of hexamidine isethionate in pharmaceutical preparations by high-performance liquid chromatography.
PubMed:
[Radioimmunologic study of the plasma concentrations of folic acid and various antiepileptic preparations during the treatment of epileptic patients].
PubMed:
[Antimutagenic properties of a series of drug compounds].
PubMed:
[Bone marrow hematopoiesis in epileptics].
PubMed:
[Mechanism of action of antiepileptic drugs].
PubMed:
[Antimutagenic activity of the anticonvulsant preparation hexamidine. Effect of hexamidine on spontaneous mutation levels of a number of subjects].
PubMed:
Contact dermatitis to hexamidine.
PubMed:
[Study of metabolic activation of chemical compounds by using microorganisms. I. Effect of inducers of microsomal systems].
PubMed:
[Interferometric determination of hexamidine, barbamyl and theobromine in preparations and various dosage forms].
PubMed:
[Use of di-isethionate of hexamidine for prevention of bedsores].
PubMed:
[A rare case of severe poisoning with benzonal, hexamidine and luminal].
PubMed:
[Qualitative reaction for hexamidine].
PubMed:
[Spectrophotometric determination of tabletted allacil, methylthiouracil and hexamidine].
PubMed:
[COLOR REACTIONS TO ACETOPHEN, HEXAMIDINE, METHIONINE AND SPASMOLYTIN].
PubMed:
[New insight into the use of aromatic diamidines, especially of hexamidine, in the treatment of skin diseases].
PubMed:
[Changes of electrical potentials of the cortex and subcortical formations of the brain in rabbits under the influence of hexamidine during electrical convulsions].
PubMed:
[Results of clinical testing of a new antispasmodic hexamidine].
PubMed:
[Generalized eczema from sensitivity to hexomedine].