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Details

Stereochemistry ACHIRAL
Molecular Formula C18H27NO2
Molecular Weight 289.4125
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DYCLONINE

SMILES

CCCCOC1=CC=C(C=C1)C(=O)CCN2CCCCC2

InChI

InChIKey=BZEWSEKUUPWQDQ-UHFFFAOYSA-N
InChI=1S/C18H27NO2/c1-2-3-15-21-17-9-7-16(8-10-17)18(20)11-14-19-12-5-4-6-13-19/h7-10H,2-6,11-15H2,1H3

HIDE SMILES / InChI

Molecular Formula C18H27NO2
Molecular Weight 289.4125
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Dyclonine is an local anesthetic used to provide topical anesthesia to mucous membranes through sodium channel inhibition. It is the active ingredient in Sucrets, an over-the-counter throat lozenge. It has been used as a local anesthetic agent prior to laryngoscopy, bronchoscopy, esophagoscopy, or endotracheal intubation. However, oral solutions no longer are commercially available in the US. Recently, additional activities of dyclonine have been discovered. Dyclonine represents a novel therapeutic strategy that can potentially be repurposed for the treatment of Friedreich's ataxia. Dyclonine enhances the cytotoxic effect of proteasome inhibitors on cancer and multiple myeloma cells.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
6.0 µM [IC50]
76.0 µM [IC50]
35.0 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
SUCRETS
Primary
Unknown
Primary
DYCLONE
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
42.17 ng/mL
20 μg/cm² single, topical
DYCLONINE plasma
Rattus norvegicus

AUC

ValueDoseCo-administeredAnalytePopulation
152.81 ng × h/mL
20 μg/cm² single, topical
DYCLONINE plasma
Rattus norvegicus

T1/2

ValueDoseCo-administeredAnalytePopulation
5.85 h
20 μg/cm² single, topical
DYCLONINE plasma
Rattus norvegicus

Doses

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​

PubMed

Sample Use Guides

In Vivo Use Guide
Oral/Throat Pain 1 lozenge (1.2, 2, or 3 mg); repeat after 2 hours if necessary Usual Dosage Use the lowest dose needed to provide effective anesthesia Mouth sores: 5-10 mL of 0.5% or 1% to oral mucosa (swab or swish and then spit) 3-4 times/day as needed; maximum single dose: 200 mg (40 mL of 0.5% solution or 20 mL of 1% solution) Bronchoscopy: Use 2 mL of the 1% solution or 4 mL of the 0.5% solution sprayed onto the larynx and trachea every 5 minutes until the reflex has been abolished
Route of Administration: Topical
In Vitro Use Guide
Dyclonine enhances the cytotoxic effects of proteasome inhibitor MG132 on breast cancer cells in low micromolar range
Substance Class Chemical
Record UNII
078A24Q30O
Record Status Validated (UNII)
Record Version