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Details

Stereochemistry ACHIRAL
Molecular Formula C18H27NO2
Molecular Weight 289.4125
Optical Activity UNSPECIFIED
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

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

PubMed

PubMed

TitleDatePubMed
Applications of microarray technology in breast cancer research.
2001
Chemical genomics in yeast.
2004
The uses of genome-wide yeast mutant collections.
2004
Solid-state characterization of falicaine hydrochloride and isomorphic dyclonine hydrochloride. Part IV. Crystal polymorphism of local anaesthetic drugs.
2005 Jul-Aug
Genome-wide fitness test and mechanism-of-action studies of inhibitory compounds in Candida albicans.
2007 Jun
Lidocaine exerts its effect on induced bronchospasm by mitigating reflexes, rather than by attenuation of smooth muscle contraction.
2007 Mar
[The use of 1% dyclonine and local cryoanesthesia plus pulp vitality test agent in taking dental X-ray film].
2008 Feb
Dyclonine and alverine citrate enhance the cytotoxic effects of proteasome inhibitor MG132 on breast cancer cells.
2009 Feb
Best drugs for what ails you: the brands to buy--and those to skip.
2009 Sep
Functional toxicogenomics: mechanism-centered toxicology.
2010
Microneedle pretreatment improves efficacy of cutaneous topical anesthesia.
2010 Feb
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

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
Name Type Language
DYCLONINE
INN   MI   VANDF   WHO-DD  
INN  
Official Name English
DYCLONINE [WHO-DD]
Common Name English
1-PROPANONE, 1-(4-BUTOXYPHENYL)-3-(1-PIPERIDINYL)
Common Name English
4'-BUTOXY-3-PIPERIDINOPROPIOPHENONE
Systematic Name English
DYCLONINE [MI]
Common Name English
DYCLONINE [INN]
Common Name English
DYCLONINE [VANDF]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C245
Created by admin on Tue Oct 22 05:57:57 UTC 2019 , Edited by admin on Tue Oct 22 05:57:57 UTC 2019
WHO-VATC QR02AD04
Created by admin on Tue Oct 22 05:57:57 UTC 2019 , Edited by admin on Tue Oct 22 05:57:57 UTC 2019
WHO-ATC N01BX02
Created by admin on Tue Oct 22 05:57:57 UTC 2019 , Edited by admin on Tue Oct 22 05:57:57 UTC 2019
WHO-VATC QN01BX02
Created by admin on Tue Oct 22 05:57:57 UTC 2019 , Edited by admin on Tue Oct 22 05:57:57 UTC 2019
WHO-ATC R02AD04
Created by admin on Tue Oct 22 05:57:57 UTC 2019 , Edited by admin on Tue Oct 22 05:57:57 UTC 2019
Code System Code Type Description
PUBCHEM
3180
Created by admin on Tue Oct 22 05:57:57 UTC 2019 , Edited by admin on Tue Oct 22 05:57:57 UTC 2019
PRIMARY
NCI_THESAURUS
C29015
Created by admin on Tue Oct 22 05:57:57 UTC 2019 , Edited by admin on Tue Oct 22 05:57:57 UTC 2019
PRIMARY
INN
640
Created by admin on Tue Oct 22 05:57:57 UTC 2019 , Edited by admin on Tue Oct 22 05:57:57 UTC 2019
PRIMARY
EVMPD
SUB06432MIG
Created by admin on Tue Oct 22 05:57:57 UTC 2019 , Edited by admin on Tue Oct 22 05:57:57 UTC 2019
PRIMARY
EPA CompTox
586-60-7
Created by admin on Tue Oct 22 05:57:57 UTC 2019 , Edited by admin on Tue Oct 22 05:57:57 UTC 2019
PRIMARY
WIKIPEDIA
DYCLONINE
Created by admin on Tue Oct 22 05:57:57 UTC 2019 , Edited by admin on Tue Oct 22 05:57:57 UTC 2019
PRIMARY
RXCUI
23744
Created by admin on Tue Oct 22 05:57:57 UTC 2019 , Edited by admin on Tue Oct 22 05:57:57 UTC 2019
PRIMARY RxNorm
IUPHAR
7173
Created by admin on Tue Oct 22 05:57:57 UTC 2019 , Edited by admin on Tue Oct 22 05:57:57 UTC 2019
PRIMARY
CAS
586-60-7
Created by admin on Tue Oct 22 05:57:57 UTC 2019 , Edited by admin on Tue Oct 22 05:57:57 UTC 2019
PRIMARY
MERCK INDEX
M4790
Created by admin on Tue Oct 22 05:57:57 UTC 2019 , Edited by admin on Tue Oct 22 05:57:57 UTC 2019
PRIMARY Merck Index
MESH
C100063
Created by admin on Tue Oct 22 05:57:57 UTC 2019 , Edited by admin on Tue Oct 22 05:57:57 UTC 2019
PRIMARY
ChEMBL
CHEMBL1201217
Created by admin on Tue Oct 22 05:57:57 UTC 2019 , Edited by admin on Tue Oct 22 05:57:57 UTC 2019
PRIMARY
DRUG BANK
DB00645
Created by admin on Tue Oct 22 05:57:57 UTC 2019 , Edited by admin on Tue Oct 22 05:57:57 UTC 2019
PRIMARY