Delmopinol

• CAS: 79874-76-3
• Catalog Number: ACM79874763
• Category: Main Products
• Molecular Weight: 0
• Molecular Formula: C₁₆H₃₃NO₂
• Synonyms: Delmopinol;(+-)-3-(4-Propylheptyl)-4-morpholineethanol;Decapinol;(Rs)-2-(3-(4-propylheptyl)morpholino)ethanol;4-Morpholineethanol, 3-(4-propylheptyl)-, ( -)-;Decapinolum;Delmopinolum;Delmopinolum [inn-latin]
• IUPAC Name: 2-[3-(4-propylheptyl)morpholin-4-yl]ethanol
• SMILES: CCCC(CCC)CCCC1COCCN1CCO
• InChI Key: QSFOWAYMMZCQNF-UHFFFAOYSA-N
• Boiling Point: 374.6ºC at 760 mmHg
• Flash Point: 180.3ºC
• Density: 0.924g/cm³
• Exact Mass: 271.25100

Case Study

Delmopinol Reduces Acid Tolerance and Production in Plaque Biofilm Bacteria When Combined with Fluoride

Neilands J, et al. Archives of Oral Biology, 2014, 59(3), 18-323.

Delmopinol has demonstrated significant potential in dental care applications, particularly when combined with fluoride. This study explored the effects of delmopinol and fluoride, individually and synergistically, on acid adaptation and acid production in plaque biofilm bacteria under in vitro conditions.
Biofilm bacteria were exposed to delmopinol (0.16 mM), fluoride (1 mF NaF), or their combination under static conditions at pH 5.5 to assess acid adaptation. The following day, the bacteria were challenged with an acidic environment (pH 2.5) to evaluate acid tolerance, using confocal scanning laser microscopy and LIVE/DEAD BacLight Viability staining to quantify viable cells. Acid production was measured via pH drop after glucose pulsing with various concentrations of delmopinol and fluoride.
The findings revealed that fluoride alone significantly reduced acid tolerance and acid production. Notably, a combination of delmopinol and fluoride had a more pronounced inhibitory effect on acid adaptation and acid production, even at concentrations where the individual compounds were ineffective. Delmopinol alone did not impact acid adaptation or acid production.

Clinical and microbiological studies of delmopinol enantiomers

Sjödin, Torgny, et al. Acta Odontologica Scandinavica 74.5 (2016): 355-361.

The study investigated whether the racemate of delmopinol was comparable in efficacy to its two enantiomers [(+)-delmopinol and (-)-delmopinol] and determined and compared their pharmacokinetic properties. The preclinical phase aimed to elucidate possible differences in antimicrobial efficacy. The enantiomers were equally effective in inhibiting plaque formation, with only minor differences observed in their pharmacokinetic properties. No differences were observed in adverse event reporting. Therefore, there is no rationale for using one enantiomer of delmopinol in place of the racemate. This was further supported by antimicrobial testing. It is hypothesized that the combined effects of the cationic and neutral delmopinol groups are important for its effects on biofilms.
Dosing (Day 1) was performed at the following time points: 0 (predose), 30 minutes, and 1, 1.5, 2, 4, 6, 8, and 10 hours postdose. Blood samples were drawn at the time of the last dose (Day 4), on Day 1, and 12 and 24 hours postdose. Blood samples were immediately centrifuged, and the supernatant plasma was transferred to a new glass tube and stored at 20°C until analysis. The limit of quantification was 6.5 nmol/L (2 ng delmopinol HCl/mL). Control samples at 26, 130, and 520 nmol/L (8.0, 40, and 160 ng delmopinol HCl/mL) showed acceptable precision.

The effects of delmopinol on the dynamic surface chemistry of oral mucosa

Sjödin, Torgny, et al. Acta Odontologica Scandinavica 78.8 (2020): 572-579.

The effects of delmopinol on the dynamic surface chemistry of oral mucosa following rinsing with an unbuffered aqueous solution of delmopinol were investigated, and oral tissue disposition of delmopinol after topical administration in rats was examined. Delmopinol interacts with the salivary membrane of the upper lip mucosa, affecting its polarity. Delmopinol appears to help maintain the hydrophilicity of the mucosal membrane, thereby enhancing mucosal hydration. Autoradiography in rats revealed that radioactivity remained in the oral mucosa after 24 hours but diffused through the mucosa into the systemic circulation.
The interaction of delmopinol with salivary membranes covering the upper lip mucosa of 10 healthy subjects was monitored over a 4-hour period using contact angle technology. Tissue disposition of C-labeled delmopinol in rats was examined by autoradiography. Irrigation with delmopinol increased the polarity of the saliva-coated mucosa during the observation period. Delmopinol binding was verified on autoradiograms, showing that radioactivity remained in the rat oral mucosa after 24 hours. However, dilmopinol did not bind irreversibly.

Custom Q&A

What is the molecular formula of Delmopinol?

The molecular formula of Delmopinol is C16H33NO2.

What are some synonyms for Delmopinol?

Some synonyms for Delmopinol are Decapinol, Delmopinolum, delmopinol HCl, and 2-[3-(4-propylheptyl)morpholin-4-yl]ethanol.

What is the CAS number of Delmopinol?

The CAS number of Delmopinol is 79874-76-3.

What is the IUPAC name of Delmopinol?

The IUPAC name of Delmopinol is 2-[3-(4-propylheptyl)morpholin-4-yl]ethanol.

What is the InChIKey of Delmopinol?

The InChIKey of Delmopinol is QSFOWAYMMZCQNF-UHFFFAOYSA-N.

What is the molecular weight of Delmopinol?

The molecular weight of Delmopinol is 271.44g/mol.

How many hydrogen bond donor count does Delmopinol have?

Delmopinol has 1 hydrogen bond donor count.

How many hydrogen bond acceptor count does Delmopinol have?

Delmopinol has 3 hydrogen bond acceptor count.

How many rotatable bond count does Delmopinol have?

Delmopinol has 10 rotatable bond count.

What is the topological polar surface area of Delmopinol?

The topological polar surface area of Delmopinol is 32.7Ų.