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536-43-6

536-43-6 Structure

536-43-6 Structure
IdentificationMore
[Name]

Dyclonine hydrochloride
[CAS]

536-43-6
[Synonyms]

1-(4-BUTOXYPHENYL)-3-(1-PIPERIDINYL)-1-PROPANONE HCL
1-(4-BUTOXYPHENYL)-3-(1-PIPERIDINYL)-1-PROPANONE HYDROCHLORIDE
DYCLONINE
DYCLONINE HCL
DYCLONINE HYDROCHLORIDE
LABOTEST-BB LT00771942
1-(4-butoxyphenyl)-3-(1-piperidinyl)-1-propanonhydrochloride
4’-butoxy-3-piperidinopropiophenonehydrochloride
4’-butoxy-3-piperidino-propiophenonhydrochloride
4-n-butoxy-beta-(1-piperidyl)propiophenonehydrochloride
c5422
diclonia
dyclocainum
dyclonehydrochloride
dycloninehydrocloride
dyclothane
p-267
piperidine,1-(2-(4-butoxybenzoyl)ethyl),hydrochloride
s154
tanaclone
[EINECS(EC#)]

208-633-6
[Molecular Formula]

C18H28ClNO2
[MDL Number]

MFCD00035386
[Molecular Weight]

325.87
[MOL File]

536-43-6.mol
Chemical PropertiesBack Directory
[Appearance]

White Crystalline Solid
[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.
[Usage]

Used as a local anesthetic
[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.
[InChI]

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
[InChIKey]

KNZADIMHVBBPOA-UHFFFAOYSA-N
[SMILES]

C1(C(=O)CCN2CCCCC2)C=CC(OCCCC)=CC=1.Cl
[CAS DataBase Reference]

536-43-6(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Skull and Crossbones (GHS06)
GHS05,GHS06
[Signal word ]

Danger
[Hazard statements ]

H301-H315-H318-H335
[Precautionary statements ]

P261-P264-P280-P301+P310-P302+P352-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[RIDADR ]

3249
[WGK Germany ]

3
[RTECS ]

UG8750000
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[HS Code ]

2933399090
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium bromide-->Hydrochloric acid-->Paraformaldehyde-->Piperidine hydrochloride
Questions And AnswerBack Directory
[Description]

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.
[Chemical Properties]

Dyclonine 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.
[Indications]

Dyclonine 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.
[Uses]

Dyclonine 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.
[References]

https://en.wikipedia.org/wiki/Dyclonine
https://pubchem.ncbi.nlm.nih.gov/compound/Dyclonine_hydrochloride#section=Top
Hazard InformationBack Directory
[Originator]

Dyclone,Dow,US,1956
[Definition]

ChEBI: The hydrochloride salt of dyclonine.
[Manufacturing Process]

A 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 name]

Dyclone (AstraZeneca).
[Therapeutic Function]

Local anesthetic
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

Dyclonine hydrochloride(536-43-6)MS
Dyclonine hydrochloride(536-43-6)1HNMR
Dyclonine hydrochloride(536-43-6)IR1
Dyclonine hydrochloride(536-43-6)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

536-43-6(sigmaaldrich)
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