Delmopinol HCl

Delmopinol is a surface-active cationic agent. Delmopinol interacts with the early acquired pellicle, the thin layer of saliva polymers and proteins covering teeth and gums, and forms a barrier over teeth and gums. This barrier prevents the microbial adhesion and colonisation on the tooth and gum surface. Delmopinol itself has no bactericidal activity. Delmopinol was approved by FDA under the name Decapinol for the treatment of gingivitis and prevention of periodontitis.

MedKoo Cat#: 413510

Name: Delmopinol HCl

CAS#: 98092-92-3 (HCl)

Chemical Formula: C16H34ClNO2

Exact Mass: 271.2511

Molecular Weight: 307.90

Elemental Analysis: C, 62.41; H, 11.13; Cl, 11.51; N, 4.55; O, 10.39

Related CAS #:98092-92-3 (HCl) 79874-76-3 (free base) Delmopinol acetate

Synonym:Delmopinol HCl; Delmopinol hydrochloride

IUPAC/Chemical Name:Ethanol, 2-(3-(4-propylheptyl)morpholin-4-yl)-, hydrochloride

InChi Key:QSFOWAYMMZCQNF-UHFFFAOYSA-N

InChi Code:InChI=1S/C16H33NO2/c1-3-6-15(7-4-2)8-5-9-16-14-19-13-11-17(16)10-12-18/h15-16,18H,3-14H2,1-2H3

SMILES Code:CCCC(CCC)CCCC1N(CCO)CCOC1

Appearance:Yellow to orange viscose liquid

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:To be determined

Shelf Life:>2 years if stored properly

Drug Formulation:to be determined

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

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

REFERENCES

1: Sjödin T, Movert R, Åström M. Reduced Use of Antibiotics and Nasal Decongestants During Treatment with a Mouthwash Containing Delmopinol. Oral Health Prev Dent. 2023 Nov 2;21:347-356. doi: 10.3290/j.ohpd.b4586769. PMID: 37916545.

2: Waldron C, Eifert J, O'Keefe S, Williams R, Le T. Delmopinol hydrochloride inhibits Campylobacter jejuni on skinless poultry meat, stainless steel, and high-density polyethylene food contact surfaces. Lett Appl Microbiol. 2023 Apr 3;76(4):ovad042. doi: 10.1093/lambio/ovad042. PMID: 37019823.

3: Zhang J, Rustum AM, Adhikari S. Development of a Simple Extraction Procedure and an HPLC Method for the Determination of Delmopinol in a Challenging Rubbery Dental Chew. J AOAC Int. 2023 May 3;106(3):778-785. doi: 10.1093/jaoacint/qsad003. PMID: 36610994.

4: Dovrat S, Kashi-Zagdoun E, Soufiev Z, Mendelson E, Schlossberg T. The Solution Is a Solution. Isr Med Assoc J. 2022 Feb;24(2):80-84. PMID: 35187895.

5: Zhuang J, Rustum AM. Development and Validation of a Stability-Indicating Reversed-Phase Ultra High Pressure Liquid Chromatography Method for Assay of Delmopinol Hydrochloride and Estimation of Its Related Substances in Commercial Bulk Batches. J Chromatogr Sci. 2022 Nov 5;60(9):880-886. doi: 10.1093/chromsci/bmab133. PMID: 34894125.

6: Philip J, Buijs MJ, Pappalardo VY, Crielaard W, Brandt BW, Zaura E. The microbiome of dental and peri-implant subgingival plaque during peri-implant mucositis therapy: A randomized clinical trial. J Clin Periodontol. 2022 Jan;49(1):28-38. doi: 10.1111/jcpe.13566. Epub 2021 Nov 3. PMID: 34664294; PMCID: PMC9298297.

7: Komine A, Yamaguchi E, Okamoto N, Yamamoto K. Virucidal activity of oral care products against SARS-CoV-2 in vitro. J Oral Maxillofac Surg Med Pathol. 2021 Jul;33(4):475-477. doi: 10.1016/j.ajoms.2021.02.002. Epub 2021 Feb 22. PMID: 33643836; PMCID: PMC7898974.

8: Sjödin T, Diogo Löfgren C, Glantz PO, Christersson C. Delmopinol - adsorption to and absorption through the oral mucosa. Acta Odontol Scand. 2020 Nov;78(8):572-579. doi: 10.1080/00016357.2020.1758772. Epub 2020 Apr 29. PMID: 32348171.

9: Philip J, Laine ML, Wismeijer D. Adjunctive effect of mouthrinse on treatment of peri-implant mucositis using mechanical debridement: A randomized clinical trial. J Clin Periodontol. 2020 Jul;47(7):883-891. doi: 10.1111/jcpe.13295. Epub 2020 May 27. PMID: 32315444; PMCID: PMC7317778.

10: Tartaglia GM, Tadakamadla SK, Connelly ST, Sforza C, Martín C. Adverse events associated with home use of mouthrinses: a systematic review. Ther Adv Drug Saf. 2019 Sep 23;10:2042098619854881. doi: 10.1177/2042098619854881. PMID: 31579502; PMCID: PMC6759706.

11: Sjödin T. The pH-dependent effect of cationic and non-ionic delmopinol on planktonic and biofilm bacteria. Arch Oral Biol. 2019 Jun;102:101-105. doi: 10.1016/j.archoralbio.2019.03.014. Epub 2019 Apr 6. PMID: 30981076.

12: Levin L, Barbu H, Kurgan S, Comăneanu RM, Referendaru D, Lorean A. Evaluation of 0.2% delmopinol mouth rinse for prevention of peri-implant mucositis and peri-implantitis: A randomized controlled canine study. Clin Implant Dent Relat Res. 2019 Feb;21(1):46-51. doi: 10.1111/cid.12692. Epub 2018 Nov 15. PMID: 30444075.

13: Saucedo-Alderete RO, Eifert JD, Boyer RR, Williams RC, Welbaum GE. Delmopinol hydrochloride reduces Salmonella on cantaloupe surfaces. Food Sci Nutr. 2017 Dec 15;6(2):373-380. doi: 10.1002/fsn3.564. PMID: 29564104; PMCID: PMC5849904.

14: Reddy R, Palaparthy R, Durvasula S, Koppolu P, Elkhatat E, Assiri KAR, Abdulrahman Saad AAS. Gingivitis and plaque prevention using three commercially available dentifrices: A comparative clinical and microbiological randomized control parallel study. Int J Pharm Investig. 2017 Jul-Sep;7(3):111-118. doi: 10.4103/jphi.JPHI_41_17. PMID: 29184822; PMCID: PMC5680645.

15: LuIs HS, Luis LS, Bernardo M. In vitro study of the effect of an essential oil and a delmopinol mouth rinse on dental plaque bacteria. Indian J Dent Res. 2016 Nov-Dec;27(6):648-651. doi: 10.4103/0970-9290.199602. PMID: 28169264.

16: Tartaglia GM, Kumar S, Fornari CD, Corti E, Connelly ST. Mouthwashes in the 21st century: a narrative review about active molecules and effectiveness on the periodontal outcomes. Expert Opin Drug Deliv. 2017 Aug;14(8):973-982. doi: 10.1080/17425247.2017.1260118. Epub 2016 Nov 20. PMID: 27835926.

17: Escribano M, Figuero E, Martín C, Tobías A, Serrano J, Roldán S, Herrera D. Efficacy of adjunctive anti-plaque chemical agents: a systematic review and network meta-analyses of the Turesky modification of the Quigley and Hein plaque index. J Clin Periodontol. 2016 Dec;43(12):1059-1073. doi: 10.1111/jcpe.12616. Epub 2016 Oct 10. PMID: 27531174.

18: Jafer M, Patil S, Hosmani J, Bhandi SH, Chalisserry EP, Anil S. Chemical Plaque Control Strategies in the Prevention of Biofilm-associated Oral Diseases. J Contemp Dent Pract. 2016 Apr 1;17(4):337-43. doi: 10.5005/jp- journals-10024-1851. PMID: 27340170.

19: Sjödin T, Nilner K, Sparre B, Bernet C, Åström M. A clinical and microbiological study on the enantiomers of delmopinol. Acta Odontol Scand. 2016 Jul;74(5):355-61. doi: 10.3109/00016357.2016.1151546. Epub 2016 Mar 3. PMID: 26940371.

20: Ready D, Theodoridis G, Green I, Ciric L, Pratten J, Tay W, McDonald A. In vitro evaluation of the antibiofilm properties of chlorhexidine and delmopinol on dental implant surfaces. Int J Antimicrob Agents. 2015 Jun;45(6):662-6. doi: 10.1016/j.ijantimicag.2015.01.020. Epub 2015 Mar 14. PMID: 25963339.

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