Details
Stereochemistry | ACHIRAL |
Molecular Formula | C18H27NO2.ClH |
Molecular Weight | 325.873 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CCCCOC1=CC=C(C=C1)C(=O)CCN2CCCCC2
InChI
InChIKey=KNZADIMHVBBPOA-UHFFFAOYSA-N
InChI=1S/C18H27NO2.ClH/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;1H
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/14375392/Curator's Comment: Description was created based on several sources, including
http://www.sucrets.com/sore-throat-remedies | https://www.ncbi.nlm.nih.gov/pubmed/25113747 | https://www.drugs.com/monograph/dyclonine-hydrochloride.html | https://www.ncbi.nlm.nih.gov/pubmed/19148544 | https://www.ncbi.nlm.nih.gov/pubmed/25174315 | https://www.ncbi.nlm.nih.gov/pubmed/25113747
Sources: https://www.ncbi.nlm.nih.gov/pubmed/14375392/
Curator's Comment: Description was created based on several sources, including
http://www.sucrets.com/sore-throat-remedies | https://www.ncbi.nlm.nih.gov/pubmed/25113747 | https://www.drugs.com/monograph/dyclonine-hydrochloride.html | https://www.ncbi.nlm.nih.gov/pubmed/19148544 | https://www.ncbi.nlm.nih.gov/pubmed/25174315 | https://www.ncbi.nlm.nih.gov/pubmed/25113747
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.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL4187 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25113747 |
6.0 µM [IC50] | ||
Target ID: CHEMBL6032 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25113747 |
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Target ID: CHEMBL1075094 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25113747 |
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Target ID: CHEMBL3578 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22021038 |
76.0 µM [IC50] | ||
Target ID: CHEMBL1935 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22021038 |
35.0 µM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | SUCRETS Approved Usetemporarily relieves:
occasional minor irritation, pain, sore throat and sore mouth
cough associated with a cold or inhaled irritants |
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Primary | Unknown Approved UseUnknown |
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Primary | DYCLONE Approved UseHas 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. |
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Primary | Unknown Approved UseUnknown |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
42.17 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/22305084/ |
20 μg/cm² single, topical dose: 20 μg/cm² route of administration: Topical experiment type: SINGLE co-administered: |
DYCLONINE plasma | Rattus norvegicus population: HEALTHY age: ADULT sex: MALE food status: FASTED |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
152.81 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/22305084/ |
20 μg/cm² single, topical dose: 20 μg/cm² route of administration: Topical experiment type: SINGLE co-administered: |
DYCLONINE plasma | Rattus norvegicus population: HEALTHY age: ADULT sex: MALE food status: FASTED |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
5.85 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/22305084/ |
20 μg/cm² single, topical dose: 20 μg/cm² route of administration: Topical experiment type: SINGLE co-administered: |
DYCLONINE plasma | Rattus norvegicus population: HEALTHY age: ADULT sex: MALE food status: FASTED |
PubMed
Title | Date | PubMed |
---|---|---|
Enigmatic pain referred to the teeth and jaws. | 2001 Mar-Apr |
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Solid-state characterization of falicaine hydrochloride and isomorphic dyclonine hydrochloride. Part IV. Crystal polymorphism of local anaesthetic drugs. | 2005 Jul-Aug |
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Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2. | 2011 Jul 14 |
Patents
Sample Use Guides
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19148544
Dyclonine enhances the cytotoxic effects of proteasome inhibitor MG132 on breast cancer cells in low micromolar range
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CFR |
21 CFR 346.10
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NCI_THESAURUS |
C245
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CFR |
21 CFR 310.201
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91188
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ZEC193879Q
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536-43-6
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CHEMBL1201217
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100000088125
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C66875
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ZEC193879Q
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SUB01848MIG
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m4790
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1230000
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ACTIVE MOIETY
SUBSTANCE RECORD