Dyclonine hydrochloride

Dyclonine hydrochloride is the hydrochloride salt of Dyclonine. Dyclonine belongs to a kind of oral anaesthetic. It is contained in the “Sucrets” as well as some kinds of Cepacol sore throat spray as an active ingredient. Dyclonine takes effect through reversibly binding to the activated sodium channels located on the neuronal membrane. This decreases the permeability of sodium across the neuronal membrane, further increasing the threshold for excitation. Overall, Dyclonine stabilizes the membrane and inhibits depolarization, resulting in the failure of a propagated action potential and further suppressing the subsequent conduction. This causes a transient and reversible anaesthetic effect in a local area of the body.
Dyclonine hydrochloride Basic information
Description Chemical Properties Indications Uses References
Product Name:Dyclonine hydrochloride
Synonyms:DYCLONINE HCL;DYCLONINE HYDROCHLORIDE;LABOTEST-BB LT00771942;1-(4-BUTOXYPHENYL)-3-(1-PIPERIDINYL)-1-PROPANONE HCL;1-(4-BUTOXYPHENYL)-3-(1-PIPERIDINYL)-1-PROPANONE HYDROCHLORIDE;1-(4-butoxyphenyl)-3-(1-piperidinyl)-1-propanonhydrochloride;dyclonine hydrochlorideinoline-3-carboxylic acid;1-(4-butoxyphenyl)-3-(1-piperidinyl)-1-propanone chloride
CAS:536-43-6
MF:C18H28ClNO2
MW:325.87
EINECS:208-633-6
Product Categories:research chemical;API;Active Pharmaceutical Ingredients;Intermediates & Fine Chemicals;Pharmaceuticals;DYCLONE;536-43-6
Mol File:536-43-6.mol
Dyclonine hydrochloride Structure
Dyclonine hydrochloride Chemical Properties
Melting point 175-176°C
storage temp. Inert atmosphere,2-8°C
solubility Soluble in DMSO (20 mg/ml); Water (25 mg/ml)
form solid
color White
Water Solubility Partly soluble in water. Soluble in chloroform, ethanol, acetone and methanol.
Merck 14,3473
Stability:Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 2 months.
InChIInChI=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
InChIKeyKNZADIMHVBBPOA-UHFFFAOYSA-N
SMILESC1(C(=O)CCN2CCCCC2)C=CC(OCCCC)=CC=1.Cl
CAS DataBase Reference536-43-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22-37/38-41
Safety Statements 26-36
RIDADR 3249
WGK Germany 3
RTECS UG8750000
HazardClass 6.1(b)
PackingGroup III
HS Code 2933399090
MSDS Information
ProviderLanguage
SigmaAldrich English
Dyclonine hydrochloride Usage And Synthesis
DescriptionDyclonine hydrochloride is the hydrochloride salt of Dyclonine. Dyclonine belongs to a kind of oral anaesthetic. It is contained in the “Sucrets” as well as some kinds of Cepacol sore throat spray as an active ingredient. Dyclonine takes effect through reversibly binding to the activated sodium channels located on the neuronal membrane. This decreases the permeability of sodium across the neuronal membrane, further increasing the threshold for excitation. Overall, Dyclonine stabilizes the membrane and inhibits depolarization, resulting in the failure of a propagated action potential and further suppressing the subsequent conduction. This causes a transient and reversible anaesthetic effect in a local area of the body.
Chemical PropertiesDyclonine hydrochloride is a white crystalline powder possessing topical anesthetic properties characterized by rapid onset of effect, lack of systemic toxicity and a low index of sensitization.
IndicationsDyclonine hydrochloride is a ketone derivative without an ester or amide linkage that may be used in patients who are allergic to the common anesthetics. Dyclonine offers advantages over other topical anesthetic agents.Extensive experience with the topical preparation has shown it to be effective and safe. As a topical anesthetic, dyclonine hydrochloride is available by prescription, and to patients it is available over-the-counter in Sucrets lozenges.
Classification: Ketone.
Available concentration: Formulated for use in dentistry as a 0.5% or 1% solution.
Onset of action: Slow; may take up to 10 minutes to become effective. Duration: Average duration of 30 minutes; however, effects may last up to 1 hour.
Maximum recommended dose: 200 mg (40 mL of 0.5% solution or 20 mL of a 1% solution).
Metabolism/excretion: No information is available on the metabolism and excretion of dyclonine hydrochloride.
Pregnancy/lactation: FDA Category C/Caution is recommended during lactation.





UsesDyclonine hydrochloride is used for the temporary relief of the following occasional mouth and throat symptoms: pain, minor irritation, sore mouth and sore throat. It is a sodium channel blocker and a HSP90 chaperone protein inhibitor. It shows local anesthetic effects in vivo and is orally active.
Referenceshttps://en.wikipedia.org/wiki/Dyclonine
https://pubchem.ncbi.nlm.nih.gov/compound/Dyclonine_hydrochloride#section=Top
DescriptionDyclonine (536-43-6) is a? topical anesthetic which has been used for oral and throat analgesia.1 Enhances neuronal mitochondrial function, potentiating respiration and providing protection against insults associated with neurodegenerative disorders.2 Inhibits aldehyde dehydrogenase ALDH3A1 resulting in accumulation of 4-hydroxynonenal, which renders head and neck squamous cell carcinoma cells sensitive to the cystine-glutamate antiporter inhibitor, sulfasalazine.3 Rescues frataxin deficiency in animal models as well as in buccal cells of patients with Friedreich’s Ataxia.4 Enhances the cytotoxic effect of proteasome inhibitors MG-1325 and bortezomib6 in cancer cells.
Chemical PropertiesWhite Crystalline Solid
OriginatorDyclone,Dow,US,1956
UsesProvides anesthesia of mucous membranes. Apply 5 to 10 minutes before a procedure; apply b.i.d. to t.i.d. for pain relief. Onset of action is within 2 to 10 minutes. Anesthesia lasts 30 to 60 minutes.
Usesanesthetic (topical)
UsesUsed as a local anesthetic
UsesDyclonine hydrochloride is used for the temporary relief of the following occasional mouth and throat symptoms: pain, minor irritation, sore mouth and sore throat. It is a sodium channel blocker and a HSP90 chaperone protein inhibitor. It shows local anesthetic effects in vivo and is orally active.
DefinitionChEBI: The hydrochloride salt of dyclonine.
Manufacturing ProcessA mixture of 17.6 grams of p-n-butoxyacetophenone, 12.1 grams of piperidine hydrochloride, 4.5 grams paraformaldehyde, 0.25 cc concentrated hydrochloric acid, 52.5 cc nitroethane, 7.5 cc of 95% ethanol, and 15 cc of toluene was boiled under reflux for one hour, removing water formed in the reaction by means of a condensate trap. The mixture was then cooled. The crystals which formed were collected by filtration, washed with anhydrous ether and recrystallized from methyl ethyl ketone. The crystals thus obtained, which melted at 174-175°C, were shown by analysis to be 4-n-butoxy-β- piperidinopropiophenone hydrochloride.
Brand nameDyclone (AstraZeneca).
Therapeutic FunctionLocal anesthetic
ReferencesGroeben et al. (2001), Airway anesthesia alone does not explain attenuation of histamine-induced bronchospasm by local anesthetics: a comparison of lidocaine, ropivacaine, and dyclonine; Anesthesiology, 94 423 Boglarka et al. (2020), High-Throughput Small Molecule Screen Identifies Modulators of Mitochondrial Function in Neurons; iScience, 23 100931 Okazaki et al. (2018), Synthetic lethality of the ALDH3A1 inhibitor dyclonine and xCT inhibitors in glutathione deficiency-resistant cancer cells; Oncotarget, 9 33832 Sahdeo et al. (2014), Dyclonine rescues frataxin deficiency in animal models and buccal cells of patients with Friedriech’s ataxia; Hum. Mol. Genet., 23 6848 Ju et al. (2009), Dyclonine and alverine citrate enhance the cytotoxic effects of proteasome inhibitor MG132 on breast cancer cells; J. Mol. Med., 23 205 Ju et al. (2014), Dyclonine enhances the cytotoxic effect of proteasome inhibitor bortezomib in multiple myeloma cells; Mol. Med. Rep., 10 2609
Dyclonine hydrochloride Preparation Products And Raw materials
Raw materialsSodium bromide-->Hydrochloric acid-->Paraformaldehyde-->Piperidine hydrochloride
3-(4-METHOXYPHENYL)PROPYLAMINE HCL Dyclonine hydrochloride Propipocaine 1-DIETHYLAMINO-3-BUTANONE Topotecan hydrochloride DIBUTYLAMINE HYDROCHLORIDE 1-(3-Methylaminopropionyl)-4-ethoxybenzene hydrochloride DYCLONINE 3-(DIMETHYLAMINO)-1-PHENYLPROPAN-1-ONE 3-METHYLAMINO-1-PHENYLACETONE HYDROCHLORIDE 3-(4-METHOXY-PHENYL)-PROPYLAMINE 3-(4-METHOXYPHENYL)-N,N-DIMETHYL-3-OXO-1-PROPANAMINIUM CHLORIDE Tetrabutyl titanate 3-(diethylamino)propiophenone 3'-Hydroxypropiophenone 4'-Methylpropiophenone Propiophenone 4-ethoxypropiophenone

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