WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H561588
CAS#: 70775-75-6 (2HCl)
Description: Octenidine is an antimicrobial agent. It is active against a variety of bacteria, including methicillin-sensitive and -resistant S. aureus, vancomycin-resistant Enterococcus, E. faecalis, and S. pneumoniae (MICs = 1-32 mg/L), and the fungus C. albicans (MIC = 1 mg/L). Octenidine (2 mM) reduces methicillin- or vancomycin-resistant S. aureus biofilm formation. Topical application of octenidine (1%) reduces dental plaque accumulation in cynomolgus monkeys fed a high-sucrose diet.
Hodoodo Cat#: H561588
Name: Octenidine Dihydrochloride
CAS#: 70775-75-6 (2HCl)
Chemical Formula: C36H64Cl2N4
Exact Mass: 0.00
Molecular Weight: 623.830
Elemental Analysis: C, 69.31; H, 10.34; Cl, 11.37; N, 8.98
Related CAS #: 86767-75-1 (saccharin); 71251-02-0 (free base); 70775-75-6 (2HCl)
Synonym: Octenidine Dihydrochloride; Octenidine 2HCl; OCT; WIN 41,464-2; WIN41,464-2; WIN-41,464-2; WIN 41,4642; WIN 41,464-2; WIN 41,464 2;
IUPAC/Chemical Name: N-Octyl-1-[10-(4-octyliminopyridin-1-yl)decyl]pyridin-4-imine Dihydrochloride
InChi Key: SMGTYJPMKXNQFY-UHFFFAOYSA-N
InChi Code: InChI=1S/C36H62N4.2ClH/c1-3-5-7-9-15-19-27-37-35-23-31-39(32-24-35)29-21-17-13-11-12-14-18-22-30-40-33-25-36(26-34-40)38-28-20-16-10-8-6-4-2;;/h23-26,31-34H,3-22,27-30H2,1-2H3;2*1H
SMILES Code: CCCCCCCC/N=C1C=CN(CCCCCCCCCCN(C=C/2)C=CC2=N/CCCCCCCC)C=C/1.[H]Cl.[H]Cl
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
Biological target: | |
In vitro activity: | |
In vivo activity: |
Solvent | Max Conc. mg/mL | Max Conc. mM | |
---|---|---|---|
Solubility | |||
DMF | 10.0 | 16.03 | |
DMSO | 5.0 | 8.02 | |
Ethanol | 30.0 | 48.09 | |
Ethanol:PBS (pH 7.2) (1:7) | 0.1 | 0.19 |
The following data is based on the product molecular weight 623.83 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
---|---|---|---|
1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
Formulation protocol: | |
In vitro protocol: | |
In vivo protocol: |
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2: Grover V, Mahendra J, Gopalakrishnan D, Jain A. Effect of octenidine mouthwash on plaque, gingivitis, and oral microbial growth: A systematic review. Clin Exp Dent Res. 2021 Jul 6. doi: 10.1002/cre2.386. Epub ahead of print. PMID: 34227746.
3: Rzycki M, Drabik D, Szostak-Paluch K, Hanus-Lorenz B, Kraszewski S. Unraveling the mechanism of octenidine and chlorhexidine on membranes: does electrostatics matter? Biophys J. 2021 Jun 29:S0006-3495(21)00514-2. doi: 10.1016/j.bpj.2021.06.027. Epub ahead of print. PMID: 34214528.
4: Pradhan PK, Sahoo KC, Ghosh K, Lata S, Patri G, Bhol S. Does Cavity Disinfectant Affect Sealing Ability of Universal Self-etch Adhesive? J Contemp Dent Pract. 2021 Mar 1;22(3):273-277. PMID: 34210928.
5: Nizioł M, Paleczny J, Junka A, Shavandi A, Dawiec-Liśniewska A, Podstawczyk D. 3D Printing of Thermoresponsive Hydrogel Laden with an Antimicrobial Agent towards Wound Healing Applications. Bioengineering (Basel). 2021 Jun 8;8(6):79. doi: 10.3390/bioengineering8060079. PMID: 34201362; PMCID: PMC8227034.
6: Salisbury AM, Mullin M, Chen R, Percival SL. Antibiofilm Efficacy of Polihexanide, Octenidine and Sodium Hypochlorite/Hypochlorous Acid Based Wound Irrigation Solutions against Staphylococcus aureus, Pseudomonas aeruginosa and a Multispecies Biofilm. Adv Exp Med Biol. 2021 Jun 26. doi: 10.1007/5584_2021_645. Epub ahead of print. PMID: 34173213.
7: Gold NA, Mirza TM, Avva U. Alcohol Sanitizer. 2021 Jun 26. In: StatPearls [Internet]. Treasure Island (FL): StatPearls Publishing; 2021 Jan–. PMID: 30020626.
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9: Bardoňová L, Kotzianová A, Skuhrovcová K, Židek O, Bártová T, Kulhánek J, Hanová T, Mamulová Kutláková K, Vágnerová H, Krpatová V, Knor M, Starigazdová J, Holomková P, Buffa R, Velebný V. Antimicrobial nanofibrous mats with controllable drug release produced from hydrophobized hyaluronan. Carbohydr Polym. 2021 Sep 1;267:118225. doi: 10.1016/j.carbpol.2021.118225. Epub 2021 May 19. PMID: 34119178.
10: Xiang L, Rojo R, Prados-Frutos JC. Evaluation of the Efficacy of Lacer HaliTM Treatment on the Management of Halitosis: A Randomized Double- Blind Clinical Trial. J Clin Med. 2021 May 23;10(11):2256. doi: 10.3390/jcm10112256. PMID: 34071005; PMCID: PMC8197132.
11: Stuermer EK, Plattfaut I, Dietrich M, Brill F, Kampe A, Wiencke V, Ulatowski A, Geffken M, Rembe JD, Naumova EA, Debus SE, Smeets R. In vitro Activity of Antimicrobial Wound Dressings on P. aeruginosa Wound Biofilm. Front Microbiol. 2021 May 14;12:664030. doi: 10.3389/fmicb.2021.664030. PMID: 34054768; PMCID: PMC8160304.
12: Krupka M, Bożek A, Bartusik-Aebisher D, Cieślar G, Kawczyk-Krupka A. Photodynamic Therapy for the Treatment of Infected Leg Ulcers-A Pilot Study. Antibiotics (Basel). 2021 Apr 29;10(5):506. doi: 10.3390/antibiotics10050506. PMID: 33946775; PMCID: PMC8145697.
13: Dydak K, Junka A, Dydak A, Brożyna M, Paleczny J, Fijalkowski K, Kubielas G, Aniołek O, Bartoszewicz M. In Vitro Efficacy of Bacterial Cellulose Dressings Chemisorbed with Antiseptics against Biofilm Formed by Pathogens Isolated from Chronic Wounds. Int J Mol Sci. 2021 Apr 13;22(8):3996. doi: 10.3390/ijms22083996. PMID: 33924416; PMCID: PMC8069587.
14: Varghese VS, Kurian N. Effect of duration and dilution on antimicrobial efficacy of octenidine hydrochloride as an intracanal medicament with chitosan carrier against Enterococcus faecalis - A modified direct contact test. J Conserv Dent. 2020 Sep-Oct;23(5):463-467. doi: 10.4103/JCD.JCD_472_20. Epub 2021 Feb 10. PMID: 33911354; PMCID: PMC8066679.
15: Pavlík V, Sobotka L, Pejchal J, Čepa M, Nešporová K, Arenbergerová M, Mrózková A, Velebný V. Silver distribution in chronic wounds and the healing dynamics of chronic wounds treated with dressings containing silver and octenidine. FASEB J. 2021 May;35(5):e21580. doi: 10.1096/fj.202100065R. PMID: 33908652.
16: Sabanceva EG, Dmitrieva NA, Avramenko EA, Ivanova EV, Ezhova EG, Pochivalin VP. Otsenka effektivnosti primeneniya opolaskivatelya, soderzhashchego antiseptik oktenidina digidrokhlorid [Evaluation of effectiveness of a mouthwash containing antiseptic octenidine dihydrochloride]. Stomatologiia (Mosk). 2021;100(2):32-39. Russian. doi: 10.17116/stomat202110002132. PMID: 33874658.
17: Günther F, Blessing B, Dapunt U, Mischnik A, Mutters NT. Ability of chlorhexidine, octenidine, polyhexanide and chloroxylenol to inhibit metabolism of biofilm-forming clinical multidrug-resistant organisms. J Infect Prev. 2021 Jan;22(1):12-18. doi: 10.1177/1757177420963829. Epub 2020 Oct 20. PMID: 33841557; PMCID: PMC7841706.
18: Stuermer EK, Besser M, Brill F, Geffken M, Plattfaut I, Severing AL, Wiencke V, Rembe JD, Naumova EA, Kampe A, Debus S, Smeets R. Comparative analysis of biofilm models to determine the efficacy of antimicrobials. Int J Hyg Environ Health. 2021 May;234:113744. doi: 10.1016/j.ijheh.2021.113744. Epub 2021 Mar 26. PMID: 33780904.
19: McLain NE, Moore ZE, Avsar P. Wound cleansing for treating venous leg ulcers. Cochrane Database Syst Rev. 2021 Mar 10;3(3):CD011675. doi: 10.1002/14651858.CD011675.pub2. PMID: 33734426; PMCID: PMC8092712.
20: Reda B, Dudek J, Martínez-Hernández M, Hannig M. Effects of Octenidine on the Formation and Disruption of Dental Biofilms: An Exploratory In Situ Study in Healthy Subjects. J Dent Res. 2021 Aug;100(9):950-959. doi: 10.1177/0022034521999044. Epub 2021 Mar 18. PMID: 33733895.